Mistress for Gurl
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Posted:May 20, 2024 4:54 am
Last Updated:May 20, 2024 5:7 am 2 Views
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The more she denied me, the more desperate I felt, the more control she had over the situation, the more I desperately wanted her, and so on. I nervously buzzed her with all my neediness welling up in my stomach and other wetter parts, and Sarah let me in. She was standing in her doorway, and pulled me into her arms immediately. She ran a finger along my lower lip. "Are you ready?"
Ready? I was ready a week ago. "Yes, Mistress Sarah."
With one arm, she pulled me against her, and with the other hand, brushed back my wavy hair. "Pretty Lari," she murmured. Then she kissed me. Our first kiss, with that magical combination of excitement, lust, and nervousness. And this one was all fire and rapture. Her lips were so soft, and her touch so insistent and demanding. I arched up towards her, craving her more. When she pulled away, I looked up at her, feeling woozy and drunk with affection and lust.
She led me into her bedroom, and pushed me down on her bed. She climbed on top of me, kissing me more. I kissed her back and my hips rose under her, meeting her hips thrusting down toward mine. "Please, please Goddess -" I pleaded, aroused and needing so much more.
She reached down, between my clothed legs, and rubbed me as I sought friction against my desperate, tiny clitty. "Are you a needy little brat, Lari?"
"Yes, Mistress." I begged her for more.
"What are you, little Lari?"
"I'm your needy little bratty gurl Goddess." I pleaded.
"Good gurl." She whispered those magic words in my ear. I wanted to grin, happy that she was pleased. If I could purr in satisfaction, I would have.
"Now, I want you to take off your clothes - all of them, strip nude for your Mistress. And then I want you to kneel by the bed, facing me, with your arms clasped behind you like you're praying. But you know, a sinful, blasphemous prayer."
That made me grin. "It's not sinful, if that's what I have to do to please you, Mistress."
She was laughing, shaking her head at me. "Incorrigible little sissy boi. I'll have to fix that. Now strip, little gurls should be nude all the time."
This is so comfortable. It felt...not the hyper-amplification that comes with fear and vulnerability, but just an ease and safety in giving myself to her. I took off my sweater, then my pants, and my socks...then I reached around to take off the pretty lace bra I wore, then I hooked my thumbs into the matching pink thong panties, and slowly pulled them down. I looked down shaved body, smooth and hairless. Then I knelt before her, with my arms behind my back. I shivered, and felt awe-struck that my lovely Mistress would allow me to kneel before her.
"I have little gifts for you." She pulled them out of a drawer. There were two slave collars, one red, and one bright pink, a few lengths of silky rope, and different, new sex toys. "We'll start with the rope." I nodded. She went behind me, binding my arms into the correct position. I'd done a little shibari before, but it didn't feel this way. I had this overwhelmingly lovely feeling of being lovingly held, restrained, and controlled. It was making me feel so happy, a sort of spacey happy that made me feel light and airy. How could I feel this way but still be so horny? I felt so calm, but also, my tiny cock was getting hard, I could feel it throbbing. Then she finished with my arms, and came back around to face me. I laughed, and it came out a little breathlessly giddy and husky-low with arousal.
"That was a very sexy sound. You're a beautiful gurl." I whimpered and felt another flush of throbing in my tiny cocklet. She was looking at me as if she really meant it, like she could look forever, as if I were the most fascinating thing she'd seen. It was...I felt so seen, so free in being helplessly bound by her. I was floating on a cloud.
"Thank you, Mistress. Your face is so elegant and beautiful." It was a struggle to get those words out, high as I was on that spacey mindfuck.
"Seductive little gurl with a tiny hard dick." She playfully slapped my butt cheeks while smiling at me. I thrust out my chest in response, aching for her to touch my sensitive nipples. "Flattery and beautiful A tits will get you nowhere. They won't convince me to touch your little pathetic cock, you slutty gurl." God, I loved the way she called me gurl. It made me feel so little and vulnerable, so powerless before her.
She then put some rope against my neck. "I'm going to do a corset made of rope around your neck." I nodded. She went to work again, calmly binding my neck without tightening. A beautiful, sexy decoration for my neck. And that feeling of being held by it, put me further into that lovely floating headspace. I giggled again, soft, low, and sort of giddy.
"How are you feeling, little minx? You seem very...blissed out."
"Yes, Mistress." I felt breathless, and talking would take too much effort.
"I'm going to squeeze your hand. If you're in a state to give me consent and you're fully comfortable with what we're doing, I want you to squeeze back." And she did, I squeezed back and I laughed again, trusting her so much already.
She stood me up, carefully, because with my arms tied up behind me, it was near-impossible to move. She held up a mirror to her full-length mirror, so I could see my arms in those patterns of rope, and then I looked at the beautiful patterns on my neck. It really was so pretty...and she really was so good at it.
"Watch your face." I looked up. She took my right nipple in her mouth. She was sucking it, nibbling just ever so lightly, and her hand was toying with my left nipple. I could see the pleasure on my face, my mouth open, and I was breathing too hard, and she switched nipples, and nibbled a little harder, twisted a little. Now my tiny clitty was at full attention, all 3" sticking straight up.
"It's hard to stay standing..."
She laughed. Then she stood behind me and I leaned against her, her lovely face above mine. Her hand slid over my tiny mushroom head, wet with sissy precum. "So wet and silky." She rubbed me with her hand, and I saw the blissed look on my face turn to wonder, in the way my mouth was open and my eyes wide. I'd never known that was how I looked when I was in the throes of sexual pleasure...
"You're so hard...sissy boi slut". I moaned. I could see the arousal on her face too, in her unfocused eyes and slack jaw.
She was pulling my clitty, rubbing it, working me so that I went higher and higher and I was moaning with my eyes closed, then squealing, and I was thrusting my hips, grinding my needy, aching clitty against her fingers as she worked me.
"I'm about to find out if you're a screamer, my seductive little faggot."
She shifted, rubbing fingers over me as wave after wave of wildly intense pleasure rippled through my entire body. I let go, eyes squeezed shut, the scream racking my body. I leaned her again, shivering and shuddering, still helplessly bound, and overwhelmed by that mind blowing orgasm.
"Your tiny cock feels as good as it looks, so cute" she purred, her face against mine. "Especially when it's fucking my hand the way it did while you screamed."
"I - I don't normally." I said, still breathless. "That felt so so good."
"Yeah?" She put her cum covered fingers into my mouth. I sucked, eyes closed, moaned as I used my tongue, I love the taste of cum. She twisted her hand in my hair, pulling it back as she ran her fingers across the intricate rope.
She guided me slowly back to her bedroom, and maneuvered me into a kneeling position. Then she grabbed a wand toy, and some more rope, and made a sort of very sexy rope harness to hold the wand. And switched it on low. Oh no. I can't...it felt good, but not good enough to orgasm. Just good to keep me in a state of arousal and frustration.
Then she stepped back and grinned at me. She was watching my face. I'm sure she read the frustration at the lack of more orgasms, and the deepening arousal at the way she controlled me. "Enjoying yourself sissy boi?"
"Yes, I mean, no, I mean, I don't know." Normally, that was the sort of thing that would rile up my anxiety. But she didn't judge me for my confusion as I learned how to answer to please her.
She pulled her shirt over her head. "It's so much fun to watch you react. How 'bout now?" Then she unbuttoned and pulled off her pants and socks, so she was just clad in her silk bra and panties. "Isn't this what you wanted?"
Unequivocally so. "God Yes. Your body is perfect my Mistress"
She laughed. "So I tame my little brat by getting nude?"
I whimpered in frustration. "Apparently."
Gently, she pulled down one bra strap, then the other. Then her lovely chest, perfect C breasts, bigger than mine, nipples small and hard. Her shoulders were wider than mine, firm and straight. I whimpered, arching, trying desperately to increase the gentle pressure of the wand against my tiny clitty.
She lifted her head in a way that looked triumphant. She pinched gently and twisted her nipples while keeping her eyes locked with mine. Making me wish her fingers were mine. Then she delicately stepped out of her panties. She was shaved bare, smooth and hairless, her pussy lips swollen. She sat on the ground and opened her legs so I could see. She was glistening with wetness. Her scent filled the air, so sweet and musky, and I longed to know if she tasted that way too. She ran her finger down, and I wished it was my finger and my tongue pleasuring her. I twisted and moaned, so turned on that the pit of my stomach ached with it.
I whined, moaning, feeling the buzzing between my legs, smelling her in the air, and feeling like I'd burst with longing. I could have screamed, but I gathered that wouldn't get me what I wanted.
Then she walked up to me, and held her finger to my mouth while she untied the wand. She tasted so good. Then she pinched and twisted my nipples, until I shrieked in some exquisite combination of pleasure and pain.
"Your little dicklet is so hard, again, you are a horny slut." She was undoing the rope, and the process of untying me was excruciatingly long. Her soft skin would sometimes brush mine, and it was so feathery and gentle. It was enough to drive me mad.
When she finished, she pushed me onto her bed. She tugged the rope around my neck, pulling me in closer. She was kissing me again, her lips and touch were so soft and cool. Her skin against mine was so silk-like, it was all so soft, pillowy, and gentle. Her urgency, the smell of her horny pussy...oh my God. I reached up, gently taking her nipple into my fingers, and flicking it. Then I moved my mouth to the other one. They were so soft. It was like floating in the clouds. Suckling her perfect firm breasts was like eating whipped cream, as if they were too delicate and ephemeral to possibly last.
She moved up, knees on either side of my head. And I reached up, pushing her legs open wider as she sat on my face and rode me. Her hips thrust and she cried out, again and again, and I licked and sucked and tongue-fucked her. Her juices flowed in my mouth, and her taste was as sweet as nectar, faintly redolent of some delicious unknowable spice...hers was the best pussy I'd ever tasted. Or at least I thought, but that could have all the love that was building in me talking. I let her arousal drip down all over my face, covering me in her scent as I suckled her clit and pushed my finger into that sweet hole. Pussies are too beautiful...the delicious warm juices making everything as smooth and rich as silk, and the dark shadowy folds hiding pleasure to be given and discovered. Like a multi-petal flower made of flesh. I pulled my tongue away, moving both of my hands to open her wide before licking up and down her dripping slit.
"Oh my God Lari..." She was shaking, and she dropped to her knees so that she was sitting on my face. She thrust her pussy against my mouth, so I sucked and tongued her clit while working her with my fingers. "Make me cum in your mouth slut" So I nipped gently at her clit, and her cries became higher and higher pitched. I thrust two fingers as deep as I could, finding that deliciously ridged spot as she went stiff and I felt her pussy clench my fingers over and over as her juices flooded my mouth. I kept licking, trying to get all of that messy deliciousness in my mouth. My face was slick and covered in her cum.
She laughed, low, breathy, and sexy as fuck as she dropped down on top of me and held me. As she rolled away, she pushed my legs open. Her fingers went down between the rounded halves of my bubble butt, finding the tight boi pussy.
I went still, clenched, and my body tense with anticipation. The instinctive part of me wanted to be protective of that sensitive unlubricated hole, and I recoiled and went stiff in shame and how unnatural it would be to have something go into that hole. That made me want it even more. That touch made me feel so good.
"If you want me to keep touching you here, you should beg me for it. Tell me what you want, and why."
She gently pinched my clitty. "Oh please Mistress. Please - please -" Now the humiliation crept through me, and I dropped my voice to a whisper. " - please touch my boi pussy. It felt so good when you did that..."
"I can't hear you, Lari."
"Please, Mistress, please touch my boi pussy. It - it felt so good. Please do more, because it would feel amazing. Please Mistress, please make me your dirty gurl."
"Good gurl. I don't have to make you my dirty gurl. You are a very filthy gurl who needs to be taught and controlled, aren't you?" She stroked two fingers into my tight boi pussy.
"Y-yes Mistress."
"I'm going to make you even more filthy. I'll plug your tight little asshole while I lick your slutty dicklet. If you're a good gurl, I'll take it out before dinner. Now, on your stomach, arch your back and show off that slutty, needy hole."
Dinner. I wondered if I could eat her pussy instead of food. My Mistress probably wouldn't allow that. And you know, she might want food herself.
I rolled over, more relaxed and less anxious than I usually was. I was so high on endorphins, trusting her and loving her taking control from me. I'd almost forgotten about thinking and overthinking.
I looked up at her, stuck my tongue out at her, and slowly rolled over, with my butt up and slowly letting it sink into the slight arch she wanted.
"Naughty little gurl," she said, slapping my ass hard enough to make me cry out. Then again, right side, then my left. The mood shifted as her fierce control overtook my slight playful brattiness. She grabbed a fistful of my wild hair, which made me go still. "Don't move sissy boi, or your Mistress will be very upset with you." She walked away for a few moments.
She thrust a hand between my parted legs. She dripped very cold lube down into my ass. I shivered.
One hand steadied my ass, and I felt the cold tip of the plug. How was it so cold? And it was heavy, and then it stretched me. "It hurts, Mistress." I cried. She fucked in and out a little with more lube.
"Shh, little brat. You can take it. This is how I prepare boi pussys"
"Yes, Mistress. Please - " She kept going, slowly pushing in and just when it felt like too much, just as I was about to scream, she settled it. I felt almost heavy with wet arousal when it was finally in.
She rolled me over, and opened my legs. She went down, between my legs, "What a sweet little dicklet," she said, slapping it so hard that I yipped. "Mmm, that was a sexy little sound." She smacked me hard, again, so that I yelped and my hips rose under her. "You're so hard, horny little slut." Then her tongue flicked the tip of my clitty to lick it. Short quick little licks, before she changed to long, lazy licks from my boi pussy to my tiny mushroom head.
"Oh, that feels so good..." I squealed as she flattened her tongue and lapped the length of my clitty. Then she pulled my clitty into her mouth and sucked it hard. She licked again, then sucked, nipping at my clitty so that I squealed because it made me want to cum in her mouth. Then she abruptly thrust two fingers into my boi pussy, hard, so that I screamed and almost orgasmed from her brutal penetration.
"Look at you, your hole is filled like a good slut. Are you going to cum faggot?" Her tone was amused.
She kept touching me, finding a spot that made me cry out again, as she wrapped her lips around my clitty and pulled it into her mouth to flick her tongue across it...and I couldn't hold on any longer. I squealed, out of my mind with pleasure as my entire body shuddered and my legs locked around her head and I could hear her conquesting low laugh. I swear I saw stars behind my squeezed-shut eyes. "There you go, little gurl, and let's see if I make you do that again..." She pulled and pushed the plug with one hand while licking my clitty again, and she pinched down on my hard little clitty with an exquisite amount of pressure, and I screamed again, buckled under her, my body convulsing in pleasure.
"No, oh my God, that's too...it's too good, I can't..." I was breathless, riding those intense waves. I laid there, little aftershocks pulsing through me and making me too weak to move. She came up, holding me as I shivered and came back down. "I haven't - that was - I've never come so hard with anyone. I -" I was too spaced-out and riding too high to talk.
She stroked my hair. "Everything's okay. Take as much time as you need." She kissed me, very gentle and tender.
"That was the best ever." I stretched out, arms over my head. "May I please hug you, Mistress?"
"Such a polite gurl, when you're not being bratty." She wrapped her arms around me, and I hugged her back.
"You're so soft. It's so nice." I pushed against her, enjoying the feeling of her bare skin against mine.
"You are such a flatterer." She was laughing.
"D-do you normally laugh so much?"
She pulled back, looked into my face. "No," she laughed again. "No, silly gurl. Not nearly. Are you fishing for compliments? You make me happy, and I love being with you. You're smart, of course, but you're also fun when you open up. Your little comebacks and witticisms keep me on my toes. I like that you give me just a little attitude. And of course, you're a very pretty gurl with a cute little clitty and a very kind one. And seemingly a very horny one."
I ducked my head against her chest. So pillowy and lush. I sighed, breathing her in. "I have a high libido. And you're beautiful, sexy, and smart, Mistress. And caring and thoughtful, which might be the most important qualities." I cupped her tits, brought her right nipple into my mouth to suck on it, while I gently pulled and pinched her left.
"Owww," I cried out as I felt her grab my hair and pull me back up.
"Naughty gurl. You have to wait 'til your Mistress tells you to suck her nipples." She took both of my hormone enhanced "A" tits in her hands.
She kept talking while her fingers teased my nipples, pulling, twisting, pinching, the feeling going directly to my tiny clitty. "After dinner, maybe I'll tie you to a chair. I'll open your legs wide. If your boi pussy isn't on display the way I want it to be, I might even get a spreader bar to help. I'll bind your arms behind you. Then, I'll put a blindfold over your beautiful brown eyes. I'll put a cock gag in your mouth, because before long you're going to be sucking the big cocks of my lovers.
I'll open you up more with a butt plug. And more clamps on these pretty gurl tits. I can add a few weights on those clamps, so they'll pull your sexy nipples. Then I can put a big vibrator inside that tight little boi pussy. It might take a little while, but I'll get it to fit. Don't worry, I'll take the cock gag out of your mouth, because I want to hear you scream when you soak that chair with sissy cum. I'll make you have orgasm after orgasm until you beg me to stop. When you acclimate to the vibrator, I'll come over, take the blindfold off, and suck on your cute little clitty until you scream again."
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Spa Day
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Posted:May 19, 2024 3:38 am
Last Updated:May 20, 2024 5:7 am 365 Views
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Turning on the shower and steamer so it can wake up, Tyler went about his daily skin care routine. Looking as handsome as he did took effort and money, and he wasn't gunna let his money maker go by the wayside as he carefully washed and moisturized his face. He didn't realize he had carefully shaved his face, not part of his normal routine, as he finished brushing his teeth and turned to get in the shower. But then he realized he was still wearing the pink thong panties. His cum from last night had dried inside as he looked disgusted at himself.
"God, these are gunna need to be washed" he said as he carefully took them off and hand washed them with delicate soap and hanging them up to dry.
He didn't realize what he did until he was out of the shower and saw them up drying.
"Why the fuck did I wash those! Just throw them away man!" He thought but an odd voice inside his head said "but they would just go to waste. And they did feel good last night..."
Tyler shook his head at the intrusive thought and just went to get dressed, not wanting to deal with it anymore.
He grabbed a yogurt and a bow of fruit instead. "Yes, don't want to pack on too much weight. It's time to trim down" that new voice said to him again. With summer coming up soon, it made sense to trim some excess weight.
Checking on some emails and messages over his light breakfast, he made an appointment at his usual spa. Nice relaxing facial and massage will do him good. Get his mind right. Slipping in his air pods and putting on his meditation, Tyler grabbed his keys and headed out. With his AirPods in, he didn't seem to notice the rather large pile of pink boxes stacked inside his door.
In no time at all, at least to Tyler, he was at Sensations Spa. His usual high-end spa that catered to upper class individuals who liked their privacy. Tyler was greeted by a very pretty blonde woman in a teal, almost scrub like uniform, bearing the name of the business on her left breast.
"Mr Matthew's, so good to see you again. I see you booked an all morning package..." the blonde faltered for a moment looking at the details of his package. "Umm Mr Matthews, this is a little... different than what you normally request. Are you sure you want this?"
Tyler was annoyed at the gall this lowly receptionist had. He paid good money for this spa for the reason of personal privacy. So what if a guy got a facial every once in awhile? It was good for the skin and not only for women.
"Yes, I am sure. And I don't really appreciate the tone you're having with me. You don't want me to call your supervisor do you?"
The woman immediately sprung back to practiced professionalism with a warm and welcoming smile. No way was she gunna lose this cushy job cause this guy wanted to do.... All this. To each their own I guess. Just didn't expect it from such a masculine looking guy.
"Damn, why are all the cute ones gay. But he is a prick so no loss there" she thought to herself.
"Of course not, Mr Matthews. Once you're nude in the locker room, please take one of our robes and Jillian will meet you for your massage." she said to Tyler.
"Yeah, that's what I thought." Tyler said with a huff and walked into the locker room, missing the girl giggling and shaking her head behind him.
Tyler laid down nude onto the massage table underneath the blanket. Sighing in relief, he looked forward to the relaxation of the next few hours. He looked up and saw the buxom brunette, Jillian, come in wearing the same almost medical like scrubs uniform as the receptionist. But he uniform definitely fit all the curves she worked hard for in Pilates and yoga, as well as her natural gifts up top. Her soft brown eyes didn't share the same warmth that her smile held as she looked at Tyler, the jerk who was constantly ogling her and asking her out. Not one for finance bros, his charm and money did nothing for her. But, she was a professional so she let it slide, as long as he paid.
"Mr Matthews, so good to see you" she lied as she looked at her tablet showing what he ordered. "After your massage I see well be doing..." her eyebrows raised at the order, but she wasn't foolish enough to question it. Sure, it might have been a mistake on the online order at first but the receptionist up front would have handled that.
"Seems like Mr Matthews is a bit... different than I thought" Jillian mused.
"... we'll be doing something... different I see. Any questions before we get started?" she said aloud.
Tyler, already agitated from the previous day and the little girl up front, wasn't feeling his normal flirting game he had with Jillian. But damn did she fill out that outfit right!
"Yes yes yes, Jill. I know it all. Let's just get to it, alright sweet cheeks? Had a long week so not much for chatter today" Tyler flippantly said as he slipped on his ear buds, not wanting to hear the generic "relaxation" crap that was pumping into the room.
"God this guys a pig. But whatever maybe whatever chick he's seeing now is into all this. Or guy. Maybe he's bi?" Jillian thought as she rubbed the massage oil into her hands as Tyler closed his eyes, drifting off into his "relaxation tapes".
Tyler came to on a different table. More of a chair than anything. He was lounged backwards and felt his toes being toyed with. He had something covering his eyes and removed the two cucumbers from them. Must've dosed off and they finished with the facial. His cheeks felt super smooth and hydrated. With a groan, he sat up, moving the recliner to a seated position and looked down at himself.
Covered only by a small white towel, he looked at most of his body. But now, instead of his legs and chest and arms covered in a masculine net of hair, he saw he was completely smooth and hairless! His skin gleamed in the lights of the room from moisturizer. His tanned skin combined with the hairlessness made his legs look.... Well feminine. His hours in the gym made for a strong set of legs, but without the hair they looked decidedly feminine, and a sexy set of feminine legs at that. His torso still had his six pack, but now hairless it looked like some twinks upper body. His arms still had some muscular tone, but decidedly more feminine now without any hair, especially his under arms.
He ripped off the towel and saw the worst part. Where once he had a groomed mass of hair above his groin, now he his pubes were gone, smooth and hairless, like a little boy.
He touched the soft tiny cock, completely shocked at what had happened, when he noticed his hand looked different. Specifically his nails. While he remained a pretty well groomed guy and took care of his nails making sure no gunk was under them, he'd never had a manicure before. Now, he clearly had. His nails were smoothed and evened out, carefully manicured into feminine looking ovals. It even looked like they had put a clear polish on them as they shined in the light.
He held up his hand to look at his new feminine nails, not realizing he was holding out his fingers straight out not curled in like a guy when Jillian walked back in with a smile on her face.
"Well good morning gorgeous! I see you woke up and were admiring your new nails and new "do" down below! Your nails are super cute! Hopefully next time we can get some color on them, maybe some acrylics when you're feeling up to it! And while I've never had anyone ask for that specific... pattern down below... I gotta say I really like it! It fits the aesthetic you were telling me about. Ugh I can't believe I thought you were just a typical finance bro super douche! I'm so sorry honey you are really such a sweetie!"
Tyler was confused by her dramatic change of tone. Whereas before she'd been cold and professional, refusing his charming advances at every turn. But now, she was bubbly and sweet. And what was this about acrylics? What new aesthetic?
Still waking up a bit and very confused by the dramatic change, Tyler responded
"Um Jillian, what did you do to me? My nails, my body hair. Why do my lips feel weird and my ears hurt? What did... what did... what did!"
Tyler started spiraling as he felt the smooth skin of his legs feeling like so many girls legs he's felt up in his past.
"Oh no honey calm down it's ok! We just helped you feel more like yourself, like you wanted! I know it's a big step but it's for the best like we talked about. Here let me get something for you"
Jillian opened up a cupboard and took out some pills. Handing him the pills and a small cup of water, Tyler grabbed them with shaking hands before downing both in one go.
"Ok take a few deep breaths, it's ok honey. I know it's a huge step but you're good now."
Tyler stared into Jillian's soft brown eyes and started to calm down from his hyper ventillating. A wave of calmness settled over him and a soft smile came up on his face. "You're, like, really pretty *giggle*" Tyler said to the smiling Jillian.
"Haha you're not too bad yourself, Missy. And we'll make sure you're much better in the coming weeks. Now are you relaxed enough from the Valium so we can go over everything? You have some steps to do to make sure no irritation shows up anywhere. Your skin can get really really bad and painful so pay attention. I wrote them all down for you to take home too."
Tyler nodded his head and giggled again looking at Jillian's pretty face. "Man she really is beautiful. And she's warmed up to me too so maybe I have a chance this time" Tyler thought.
"Ok so first we did a deep full body waxing everywhere. And I mean everywhere so no pesky body hairs will get in the way anymore. I put some lotions and solutions and need you to follow through with it each day or else you'll need to see a dermatologist and potentially hospitalized from inflammation that will leave scarring. But the good news is you won't need to shave for months! We did a similar one on your face and I have separate treatments for that."
Tyler heard that he wouldn't need to shave for weeks and panic tried to grip him but slid off the cozy cocoon of anti anxiety medication. He just dumbly nodded that his body hair was gone for a long long time.
"I gave you a full pedicure and manicure too. Your nails weren't too bad but I shaped them and added a bit of clear coat to them. Some extensions would have you looking fierce!! But next time for that I think. Your feet needed some work but once we wore down the calluses you now have some very pretty dainty feet! I couldn't help it and painted your toes a bright pink. I thought you'd love it *giggle*"
Tyler looked at his feet and saw the pink toe nails twinkling back at him. With the color on his toes, his feet looked much daintier. While never having a large foot size at a size 6, they now looked very feminine.
"Ok and your eyebrows we shaped a little bit. Nothing too much, just giving it a little more shape and getting rid of some unruly bits. And we also pierced your ears, twice on each side which looks so cute btw! Let them heal before you put any cute dangly earrings or hoops in though. If you take them out too early they could damage your lobes."
Jillian held a mirror in front of Tyler's face. His eyes went wide when he saw the studs in his ears. A white crystal on the first hole and a silver stud right next to it. He'd never pierced his ears as that was something queers and fags did. Only them and women did that. But now he was sporting four fairly feminine looking piercings.
His eyebrows is what drew his eyes next. Before he had fairly bushy eyebrows, like most boys would have. Maybe have the barber take care of some unruly hairs but overall left them alone. Now, they looked fairly manicured and thinned out with a hint of arch to them. Not overly feminine, but definitely not masculine in the slightest. Combined with the earrings and smooth cheeks, his pretty boi face went way more on the pretty side than boi.
Tyler noticed something else different but couldn't put his finger on it. He held up his carefully manicured hand to his lips to think about it and they felt... bigger... puffier.
"I see you noticed the filler in your lips! They are starting to look so good! You had such thin lips before. Now they look so much more full and inviting don't you think?"
Tyler stammered trying to come to grips that he just had lip filler like some bimbo cock sucker but couldn't quite get it out. "I... I- I didn't want...cock sucker lips"
"Oh I know honey. I didnt want to go big like you wanted. It would stretch out your lips too much to start out that big. Plus, it'll ease you into it. I think that's for the best don't you think, slut?"
Tyler's mind was reeling. Bigger than this? And he asked for this? While he didn't have Kardashian sized lips, they were significantly bigger and... much more.... Inviting, to real men. It seemed like he had a perpetual pout now that would look very cute on a girl, but not for him! He didn't want bigger than this so he just nodded along, not really following what she was saying.
"And finally we did a round of Botox on your forehead and eye wrinkles as well as some slight filler in your cheeks to really make them pop!"
Tyler tried to move his forehead and found that he couldn't, it was frozen in place smooth. And his cheeks did look much fuller and more... feminine than his usual sharp angled face. Tyler just sat shocked as Jillian finished up, but strangely numb as the meds coursed through his body relaxing him.
"Ok so I wrote it all down here. Make sure to follow all the directions ok? I don't want to hear you went to the hospital with complications! Let's get you dressed, honey and get you home. I already ordered you a car so you don't need to worry about driving. Well make sure it gets back to your apartment. We're full service here!"
Jillian stood Tyler up and he wobbled a bit from laying down for so long and the drugs. "I see you brought some new panties from home that more fit your look! Let's get you into them ok! They'll feel great on your "new" skin and really put you in the right frame of mind."
Tyler didn't full comprehend as he stood nude in the room as Jillian slid something smooth and satiny up his legs before settling it on his groin and hips, tightly up the crack of his butt. He looked down from his daze and saw a pair of pink satin thong panties sitting on his hips. The panties were a bright pink with white lace embellishing the the waist and leg holes as well as around the hips and his cute bubble butt. Little white bows sat at the hips and above his clitty The satin gusset encased his tiny cock and small balls fully, but was starting to expand. The soft feeling of satin was making him get hard.
"Oh honey, it's ok! I know it's the panties so I won't take it personally. Especially after our conversation earlier, I know I'm not really "your type" *giggle*. Here, I know how to fix that. Let me adjust you quick, I'm sure you know how to do it yourself haha"
Jillian lowered his pink panties and took hold of his tiny cock and balls. Strangely, at her soft touch, Tyler immediately got soft, softer than he'd ever been.
"Oh wow, it really gets small huh? *giggle* sorry I don't mean to laugh I'm sure being this small helps you fit into your panties so much better!"
She softly rearranged his balls and with a slight pop, pushed them inside of him. She quickly tucked his tiny dick back between his legs and pulled the panties up tight. Looking down, for the first time he saw he was as flat as a girl down there! While slightly uncomfortable having his dicklet tucked, it wasn't overly bad. It did feel.... Good wearing panties. They were so much softer and smoother than his normal briefs and he liked the tightness on his butt and crotch. A part of him was screaming that this was wrong and his dicklet shouldn't be tucked like a fag on a drag show but the Xanax bubble kept him from acting on those thoughts.
"There, perfect! Don't want to mess up your new lingerie! Expensive stuff too my gosh you got good taste! Now let's get your stockings on."
Tyler sat numbly as the almost sheer pink stockings were slid up his legs. The sensual feeling of the silk stockings sliding up with smooth calves and thighs was exhilarating and he let out a very feminine moan at the feeling. Jillian just smiled and giggled at his response before slipping the pink and white garter belt to his waist. The same motif as the panties with a pink base with white lace embellishments around it, the six garters hung down with a pink bow at the end of each. Attaching the garters to the stockings and adjusting them, Tyler felt the tightness on his thighs.
"Ok now the final piece! It's so cute too!!" Holding out a pink and white lace bra with satin cups. The pink satin cups were unlined and very small, looking like they'd fit his tiny "A" pecs perfectly. The pink bra straps and band had white lace ruffles on the edges. In between his "breasts" there was a white bow.
Jillian wrapped the Uber feminine and girly bra around him and tightened and adjusted it accordingly. The soft satin felt really good on Tyler's skin, especially his sensitive nipples that were hard and poking through the thin fabric.
"And all done! Wanna see before we cover it up? It's a shame you have to but can't let you leaving her not decent!"
Jillian brought him to a full length mirror and Tyler was shocked, bringing his manicured hand to his newly plumped lips. Before him stood a decidedly androgynous looking hottie. The pink toes shone through the stockings, tightly hugging his toned legs and thighs. The garters framed his panties enticingly. His pink panties were completely flat and when he turned around he saw his tight little butt looked decidedly feminine and perky thanks to the ruching on the back seam of the panties separating his cheeks. The garter belt didn't look out of place on his toned stomach, accentuating the feminine rather than masculine aspects. The bra was a wash of feminine pink and ruffles that no boy would ever think to wear if he was straight.
The hair was mostly masculine but Jillian played with it and flipped it around into an androgynous look. His manicured eyebrows were more prominent now with his gurly lingerie. The piercings shined in the dim light and his plump cock sucker lips parted into a shocked expression. Even without make up he looked at best a gay twink, but people would have issues saying if he was a gurl or a guy.
"Yayyy you look sooooooo good sweetie!! Like so hot! Guys are gunna be beating each other with bats over you, Tyler! Oooo are you gunna stick with Tyler or change it?? Don't tell me yet think on it! Ok ok enough preening in the mirror, let's get you home to rest ok?"
Tyler was in shock but thanked God for the Xanax so he didn't have a heart attack! He just stayed silent as he slipped on a pair of tight joggers and a white t shirt. The joggers stopped at the ankle, showing a bit of his stockings and when he sat the garters showed through but he didn't have anything else to wear. The white t shirt showed his bra and hard nipples. What the fuck? but again nothing he could do. Slipping on his slip on shoes, he stood up and Jillian hugged him.
"Oh honey I'm so so so glad you're doing this! You're gunna be so much happier I can already tell! I can't wait to help you further your journey too so dont hesitate to make another appointment. We're a full facility here and can do a ton with cosmetic work! I will clear my schedule don't worry! We gotta have lunch or drinks soon when you're ready! I know a great club we can go to thats right up your alley *giggle*. Oooohhh honey good luck and call me if you have any questions!"
With a final pat on his butt eliciting a girly yelp from Tyler, Jillian led him out of the spa and into a waiting SUV for his ride home.
The driver, while a professional, saw the feminine boy? Tomboyish girl? Enter the car and did a double take. His/her bra was clearly showing through their shirt, so he decided girl in his mind.
"Where to, Miss?" He asked Tyler.
Confused again, and ashamed this guy immediately thought he was a gurl, he gave his address. The driver nodded and looked back in the mirror at the gurly boy in the back seat. "These rich bitches are wild. Now they're dressing like fags. But... I ain't gay... but he does look cute" he mused to himself as he chuckled at the intrusive thought and drove off.
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Pair of Gurls
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Posted:May 18, 2024 6:05 am
Last Updated:May 20, 2024 5:7 am 736 Views
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She leaned in again, 'what's your preference in the bedroom? Top? Bottom? Verse?'
'Oh,' I said giving her a knowing smile that I now fully understood what she meant. 'Bottom with men and top with women.'
'What about trans women?' She smiled at me.
'I don't know, I've never had sex with another trans woman before,' I pulled a cute and innocent face. 'But I wouldn't mind topping a trans woman, only in the right situation though.'
'Well, I'm a verse top,' she said. 'So, we'll see what happens, we could say whoever cums first gets fucked?' I laughed, and then her hand slipped up the inside of my leg and she gently rubbed the bottom of my panties, 'I bet if I rubbed here for the next minute or so, I'd probably make you cum, wouldn't I?'
'Fuck yes,' I moaned as she discreetly rubbed my tiny cock, and I pulled her hand away before she accomplished what she was threatening.
'Should we get out of here?' She asked, 'we can get an Uber back to my place?'
'Let's go,' I said eagerly, and she directed me out of the club, walking behind me as we held hands. Once outside, we stood on the edge of the street while we waited for the Uber to arrive. How either of us would know it was here was a mystery, our lips were locked as we kissed and swapped tongues. When the Uber turned up, we both jumped in the back, and we continued to flirt with each other until we reached Danni's apartment. At one point she was kissing and licking my neck, and I thought I was going to cum just from that alone although I was slightly embarrassed that she was doing this in front of the Uber driver. It was a relief when we finally made it to Danni's apartment, we quickly exited the Uber and headed up the stairs and into her place.
'Drink?' She said as soon as we were in the front door.
'No, I couldn't drink anything now, I've already had more than I normally would,' I replied.
'I don't mean alcohol, silly,' she laughed. 'Just a glass of water in case you get thirsty.'
She grabbed two bottles of water from her fridge and handed me one as she walked towards me. She'd discarded her heels, so she was a bit smaller, but I'd also taken mine off, so I could kiss her chin if I wanted to. She leaned forward slightly and kissed me again. I rose onto my tip toes without even thinking as she wrapped her spare hand around my waist. We slowly moved into her bedroom where she turned on the bedside lamp to give the room a bit of ambiance. She jumped on the bed first and sat so that when I joined her on the bed, I was able to sit on her lap facing her and continue to kiss her.
Her hands roamed my butt and eventually she flipped my skirt up and started to rub my cute butt through my pink panties. I felt able to relax now, and I could feel my little cock reacting to her touch as it tried to get hard in its restricted position. 'Turn around for me,' she said when we broke off the kiss. I turned so I was sat between her legs and was leaning against her body. I had my knees up to my chest and she started to massage my legs, whilst gently kissing my neck. I instinctively moved my head to the side to give her easier access, my hair was tied up meaning there was nothing to move out of the way or restrict her from getting to my neck. Then Danni, gently placed her hand in between my knees and started to spread my legs wide. My skirt started to rise towards my waist the further she spread my legs. Once they reached a point where they wouldn't stretch any further, she rubbed her hand across the front of my panties.
'Cute panties Jamie,' she said as she played with the tiny bow on the front of them.
'I wasn't expecting any action this evening, so I went for comfort over sexiness,' I blushed, wishing I'd put something a bit more revealing on.
'I love them... so innocent,' she said as she slid her hand down into my panties and untucked my cocklet, which immediately became semi-hard. 'Is this, okay?'
'Oh, fuck yes,' I mumbled.
Her hand returned to the outside of my panties, and she slowly started to rub my small cock through the cotton. Within seconds, my clitty was hard, and I was moaning as she had her way with me. 'How long do you think it would take for you to cum? If I continued doing this?' She teased me.
'Not long,' I moaned. 'It feels good.' She quickened the pace as she rubbed my clitty and I could feel myself starting to throb, I'd thought about masturbating before I came out and I was now seriously regretting my decision not to. I could feel the cum starting to build inside me, 'fuck, you need to stop soon otherwise I'm going to cum like a slut.'
'What if I keep going a bit longer?' Danni moved her free hand to my chest and immediately found my pierced nipple. 'Very naughty,' she laughed. 'There's an easy way for me to stop,' she started gently tracing her index finger around the head of my cock.'
'How?' I asked, jerking my body to the sensitive feeling her finger was giving me.
'Just admit you're the one who wants to be fucked, and not the one doing the fucking,' she said.
'But...' I started but she grabbed my clitty this time and stroked it a couple of times, making me groan, 'does that mean I wouldn't get to fuck you tonight?'
'Not tonight baby,' she quickly responded. With every second I was edging closer to an orgasm, and I knew I wanted to top her, but at the same time, I ached for her to be inside me. 'So, just tell me what you want?'
'I need your cock inside me,' I moaned, and Danni finally let go of my hard 3" cock. I looked down at my panties to see a wet spot of pre cum.
'Good gurl,' she smiled. 'I knew you'd see it my way.'
I moved to the side of the bed after being asked to move by Danni so she could prepare. I readjusted my skirt and prayed my cocklet wouldn't explode to soon into the evening. Danni disappeared into the bathroom and was gone for a little while before she came back carrying some lube and condoms. When she walked back over to the bed, I stood, and we kissed once more before she started to fiddle with the top I was wearing. In the end, I helped her untie it and it dropped to the floor, exposing my small boobs to her. I grabbed my own chest and played with them as she reached for my skirt and soon had it around my ankles, leaving me standing before her in just my pink panties, my hard clitty extremely obvious now.
'So cute, and so small' she said as she eyed my clitty.
I sat back down on the edge of the bed, and Danni stood in front of me. I reached for the button on her jeans and quickly undid that, followed by pulling the zip down. She helped me as she shimmied out of the jeans to reveal that she was wearing a bodysuit. I undid the poppers on the bodysuit, and she lifted it over her head, revealing tits that were bigger than mine, but Danni had both nipples pierced. All that stood in between me and what I so desperately wanted was Danni's black thong which was starting to show signs of an obvious bulge and the head of her big cock started to peep out the top of the thong.
'Fuck,' I muttered as her huge cock continued to grow until it reached about 9 inches and was rock solid.
I grabbed onto the thin fabric on the sides of her thong and slowly pulled it down until it was resting around her thighs and her cock was staring me straight in the face. She was completely smooth with no hairs in sight around her cock and balls. I shuffled forwards, as close to the edge of the bed as I could get and looked up at her. She smiled at me as I took her cock into one of my hands and started to stroke it gently feeling the full length and girth of her cock which made my mouth water and my own clitty twitch. I leaned forward a placed a soft lick underneath the head of her cock which caused a little moan to escape her lips. The next time I moved my mouth towards her cock, I took the head into my mouth and started to swirl my tongue around it. Danni moaned again, and I continued my work of making her feel good. She was playing with her own nipples as I went deeper down her very long cock until my nose was pressed against her body. I wrapped my hands around her body and pulled her in close to me, until I started to gag and had to let her cock fall out of my mouth.
'Damn gurl, you don't waste any time,' Danni said. 'And this clearly isn't the first time you've sucked cock.' I laughed, and wiped my mouth clean of saliva before taking her cock into my mouth again. Now, I had one hand of her balls and was slowly playing with them as I continued to work her cock in my throat and tried to use my tongue the best I could to make her feel good. My free hand was used to play with the head of my own tiny cock, which was sticking out of my panties, but I couldn't do it for long. Any slight touch felt like I could cum.
'Fuck, fuck, fuck,' Danni moaned. 'Let me lay down.' I reluctantly let go of her cock, and she stepped out of her thong and laid down on the bed. I quickly got in between her legs and wanted to suck her cock again before she stopped me. 'Not like that, take those panties off and get on top of me.'
I stood up on the bed, wobbled a bit as the mattress sunk beneath me and dropped my panties to my ankles, my own hard clitty aching for a release. I quickly dropped back onto the bed and moved myself towards her head, 'just so you know, if you play with my clitty, it's going to explode,' I warned her.
'It's not your tiny cock I want,' she said as I swung my leg over her head. My clitty got trapped between my body and Danni's tits before she grabbed at my bubble butt and spread my cheeks.
'Oh fuck,' I whimpered in anticipation of what was about to come. I tried to take Danni's cock back into my mouth, but she quickly had me moaning as she started to work her tongue around my boi pussy. 'Fuck that feels good,' I moaned as she had her tongue directly on my hole. I could feel myself opening for her and relaxing the more she pleasured me. I tried to not move to much in case my clitty started to think it was getting jerked off in between our two bodies. My hole started to twitch, and I eventually managed to get Danni's cock back into my mouth but that just ended up with me moaning around her cock.
'Keep sucking my cock baby,' she told me. 'The more you get me worked up now, the quicker my cock ends up inside you.' Not that I needed any inspiration, but that was all I needed to hear. I sucked her cock with a vengeance. I moved my head up and down quickly and rubbed my hand up and down the shaft of her cock as her warm tongue went back to my hole.
Whilst I was busy with her cock, I hadn't noticed that she'd managed to reach across to the bedside table and I felt a cool substance leaking down the crack of my butt before it met one of Danni's fingers which was slowly pushed inside me. 'Oh fuck, yes please,' I begged as she started to slide that finger in and out of my boi pussy, going just deep enough to rub against my prostate before withdrawing and doing it all again. For the next ten minutes, I completely forgot about her cock, my head was buried right next to it, but I was fully focused on the finger banging I was receiving. One finger soon turned to two, and then to three as she opened me up slowly and carefully, until I was bouncing back against her fingers, begging for more and more.
'Do you think you're ready for my huge cock?' She asked, knowing full well what the answer was going to be. And as I tried to answer the question, she pushed her fingers deep inside me causing a loud moan followed quickly by a yes. Danni slapped my ass and told me to move off her so she could get ready to fuck me. I rolled onto my side and started to play with my own hole as I watched her climb off the bed, her hard cock bouncing in front of her as she grabbed a condom. I watched in anticipation as she tore open the condom and rolled it gently down her cock. She grabbed the lube from the bed and applied a generous amount to her cock before grabbing my legs and pulling me to the edge of the bed. I spread my legs wide and held them behind my knees as she spread some more lube on my ass. The bed was the perfect height for her in this position as she lined up her big cock and started to push.
'Oh fuck, your cock is so big,' I moaned as the head pushed passed the entrance and into my hole. She continued to push herself deeper inside me, my head fell back onto the bed, as I moaned with every inch, she had inside me.
'Does that feel good?' She teased me, 'you're such a naughty slut aren't you.' She started to slowly rock backwards and forwards as she started to fuck me. Her cock felt incredible as it worked its way inside me and brushed gently across my prostate every time. My clitty stayed rock hard, and I really wanted to grab a hold of it and start jerking but I knew I couldn't, it would be over in a second.
'Fuck me, oh God, fuck your slut,' I moaned and groaned as she started to pick up the pace and fuck me a little bit faster. She pushed my hands away from legs and replaced them with her own as she pushed my legs back towards my head, bending me in ways that I didn't know was possible. My hands went out to the bed, grabbing fistfuls of the bed sheets as I allowed Danni full access to my body. A couple of times, she slapped my tiny cock which remained hard and wasn't going anywhere anytime soon.
'Look at you,' she taunted, taking a hold of my clitty. 'Rock hard whilst I fuck your hole. I should've put you in a cage, shouldn't I? Have you ever had your cock in a cage?'
'No, fuck, so good, fuck, I haven't,' I somehow managed to respond even though she waited until I wanted to talk before pushing her cock inside me.
'Maybe we should try one some time,' she continued to fuck me. 'I think you'd look cute all caged up.'
Her cock was now sliding effortlessly in and out of my hole. The lube and my relaxed hole were making this more pleasurable than I could ever imagine. My hands were digging so far into the bed sheets and my head was bouncing backwards and forwards with every thrust of her cock. Our eyes were fixed on each other, and Danni was smiling down at me as I laid there, mouth open and moaning as she just fucked and fucked.
'Fuck me... harder... please Mistress,' I moaned at her.
'Oh, you want to be fucked harder slut?' It almost seems like she was mocking me, but I found it hot. She pulled her cock out of my hole, and I whimpered in disappointment. 'If you want to be fucked harder, then turn round and get on all fours.'
I took that as a command and not an offer, so I quickly turned round onto my knees. Danni gave my ass a stinging slap when I didn't move into the middle of the bed so she could climb on behind me. Once I'd scooted over to the centre of the bed, I felt Danni behind me as she climbed onto the bed and applied more lube to her cock before placing one hand on my hip and guided her cock back into my ass with the other. I groaned with appreciation when her cock entered me again, I didn't like the feeling of being empty, and being filled with cock was what I needed right now. As soon as her cock was fully inside me again, her other hand grabbed a hold of my other hip and she started to slam herself in and out of my ass, giving me exactly what I'd asked for.
'Oh fuck, fuck, your cock feels so fucking good,' I said in between her thrusts.
Danni laughed, 'my little cock slut likes to talk when she's got her ass full.' She grabbed a handful of my hair and pulled my head backwards and she used this to pull me back onto her cock, driving her deeper inside me than she'd gone so far. I started to scream with pleasure which echoed around the room mixed in with the noises of her body slapping against my ass. 'No, no,' she said releasing the grip on my hair and pushing me into the bed. 'We can't have you waking the neighbours,' she said as my head was pushed into the bed sheets meaning my moans were now muffled as she continued to pound me.
My legs felt weak as she continued to fuck me, they felt like they were turning to jelly as the pummelling of my asshole continued. I'd never been fucked like this, but from now on, this is exactly how I wanted to be fucked. My whole body felt incredible. 'Your asshole is still so fucking tight,' Danni moaned. 'I can feel myself building towards cumming, it's just so fucking tight.' It didn't stop her, and she was still relentless. I couldn't withstand the fucking anymore and my legs gave way, her cock fell out of my ass as I laid on the bed panting for breath. 'I hope you're not done,' Danni teased me, 'I haven't cum yet.' I felt her weight as she almost sat on top of me, just below my ass and pushed her cock back inside me.
'Oh fuck,' I moaned as I realised that this was me done. Danni was going to make me cum fucking me in the prone position. The minute she started rocking back, my tiny cock was going to get the friction of the bed sheets and there'd be nothing I could do. She slowly started to fuck me again, and my body started to move forward and backwards ever so slightly. The head of my cocklet was rubbing perfectly between my body and the bed. 'Fuck, oh no, fuck, no,' I moaned.
Danni started to thrust faster, I had a feeling she was also on the brink of an orgasm and was now just fucking me harder and faster just so she could blow her own load. And as soon as she increased her speed, that was me done. I was over the edge and there was nothing I could do about it. I could feel my cocklet starting to pulse and throb before cum started to shoot out of the tip of my little cock. I could feel how warm it was as it stuck to my own body. 'Oh fuckkkkkkk,' I let out a long moan as soon as my orgasm started.
'Oh my God, are you cumming?' Danni sounded surprised as she started to feel my hole tighten around her cock. 'Are you cumming for me? Like a good gurl should?'
'I am,' I moaned as my small cock continued to shoot beneath me. 'I'm fucking cumming.'
'Are you ready for my load?' She then asked me. She hadn't stopped fucking me throughout my orgasm which I think extended it, but it helped bring her to a climax. 'I'm going to cum, fuck, I'm going to cum. I'm gonna fill you up slut.' She moaned loudly before pushing herself deep inside me and holding her position. She then withdrew and fucked me with short deep thrusts as she filled the condom with cum. All I could think as I laid there completely spent was how I wished that cum was deep inside me rather than the condom. I wanted to feel it leaking out of me. Danni pulled her cock from my boi pussy and laid down next to me. We laid like that for what felt like an eternity. I was completely fucked.
After a while she had me roll over to the side to see what mess I'd made on the bed. I had a lot of cum on my stomach, and a lot on the bed as well. I'd even managed to ruin my panties which had obviously got stuck in between me and the bed from when I took them off earlier. She offered me the use of her bathroom which resulted in us showering together. Once we were out the shower, she asked if I'd like to stay over which I quickly accepted. She lent me some of her panties and a shirt to wear to sleep in. Once we'd gotten into bed, we were both asleep within minutes. I had some wonderful dreams and woke up the next morning tenting in my borrowed panties. I turned over and noticed Danni wasn't there. She returned soon carrying a couple of coffees as I started to gather my things together and got ready soon after.
I picked my panties up off the floor and looked at them, 'you can borrow another pair if you want,' Danni smiled at me. 'Second drawer down.'
I looked in the drawer, 'you're clearly not a fan of comfort are you,' I said when I saw that most of her panties were either lace or thongs. I picked out a pink pair of Brazilian panties and slipped into them and Danni gave me an ironic wolf whistle as I put the rest of my clothes on.
'We must do this again some time,' she said and kissed me goodbye as I began my walk of shame to the Uber that was waiting outside for me. As soon as I got back to my own place, I showered and climbed into my comfy pyjamas and sat with a smile on my face. The smile on my face lasted days, as I was reminded of how good the fucking, I received was due to the slight soreness in my boi pussy.
My next few weeks at Uni passed without any real incident. Once my lectures started there was a lot less time to focus on sex and a lot more time to focus on essays and research. I managed to motivate myself to go to the gym after a few weeks as well. And the more I went to the gym, the more comfortable I became in wearing my gym gear around other people. I started off initially by wearing joggers when I first started going to the gym, but by about the 4th or 5th time I was there, I was now in sports leggings and then very quickly into cycling shorts. I was able to tuck my tiny cock quite neatly when I wore my leggings or shorts, so nothing was noticeable, unless you were eye level with my crotch. I'd enjoyed a quiet few weeks since my night with Danni, we'd kept in touch and kept trying to find a time when we could both meet, but our Uni schedules never seemed to match.
I had made a few friends in my class, as well as one friend who worked at the gym. The friend at the gym was called Nathan. He was in his first year, obviously studying personal training and was given the opportunity to work at the university gym to gain some hands-on experience. He helped me a lot with my exercises and had improved my gym life massively. He was very cheeky; he was always trying to be flirtatious with me. I never took him seriously, so when he kept offering to take me out for a drink, I kept laughing it off. I didn't know if he was being serious, but I didn't think he knew enough about me, and I would never date anyone without telling them that I am trans. The other part of me also didn't believe that he would be interested in me. He was HOT. Nathan was mixed race, one arm covered in a sleeve tattoo. He had his hair shaved very short, piercings in both ears and when he lifted his shirt to wipe the sweat from his brow, quite clearly had a six pack.
One day I was in the gym, and he was helping me with my weights as he usually would, when he began his latest attempt to ask me out, 'so when are you going to let me take you on a date?'
'You don't really want to take me on a date,' I told him as I stood and sipped on my water.
'I do,' he laughed. 'I don't understand why you think I'm not serious?'
'Because there's things you don't know about me, and things you think you might know about me but don't,' I think I confused him and myself with that statement.
'Try me,' he said defiantly. 'There's nothing you could say that would put me off wanting to take you out.'
I leaned in towards him, so I didn't shout it out too loud for everyone to hear, 'I have a cock,' he didn't react.
'Oh, you're finished,' he said, as if he was expecting me to continue talking. I gave him a funny look before he said, 'I'm still waiting for the reason I wouldn't want to date you.'
I was trying not to warm to the idea of giving in to his constant flirting, 'I haven't fully transitioned,' I said, trying to give him the hint, and I think he understood.
'Congratulations,' he said and smiled again. 'I'm still waiting for a reason, everything you've said so far doesn't bother me.'
'Really?' I was shocked, and his reply was about to shock me even more.
'Yeah, you wouldn't be the first ts gurl I've taken on a date. My last relationship was with a ts woman,' he gave me a look that told me that I had no reason to say no now. He knew I was attracted to him.
'Fine,' I finally gave him what he wanted.
'Fine what?' He teased.
'You can take me out, but nothing serious, I prefer fun dates and I'm not free for another couple of weeks, with the gym and coursework, you'll have to wait,' I told him.
'I'm fine with waiting,' he said. 'What about bowling?'
'Sounds good to me,' I agreed. 'But now I have to go, you've already distracted me enough.'
'Fine,' he relented. 'But I'll see you in a few days for your next session?'
'Of course,' I called back to him as I left.
A few days later, I had a friend round from class to work on some research proposals. Her name was Allie, she was slim, a little bit taller than I was and had straight brown hair. She was an extremely attractive girl. She'd moved to Neport Beach, and we got on like a house on fire since our first lecture. She knew I was trans, and was a member of the LGBT group as well, so we got used to spending a lot of time together, which wasn't a bad thing. I enjoyed being around Allie and she was very easy on the eye. I told her everything about my night with Danni and Nathan asking me out. Just as she told me everything about her sexual encounters at school and how she had been hooking up with all kinds of guys and girls since she got here.
But I hadn't updated her on my latest secret, 'I need to tell you about what happened at the gym the other day,' I told her.
'What? About Nathan asking you out?' She replied.
'Not that, it's something else, I saw him at the gym last night and I was a little bit naughty,' I could feel myself blushing.
'Oh no, what did you do?' She laughed.
'Well, I had a late session booked in with him because of all the work we've had to do lately, so by the time we finished our session it was just me and him,' I started. 'He was locking up while showered and when I came out of the changing rooms, he was behind the reception desk waiting for me.'
'Uh oh, I think I know where this is going,' she gave me a knowing smile.
'I walked over to him, and we started talking and soon, we were making out. He pushed me against the wall and started kissing me. And before I know it, I'm sliding down the wall and pulling his trousers down with me.'
'JAMIE,' Allie exclaimed. 'You little cock slut.'
'So, to cut a long story short, I pulled his cock out of his underwear, and it was huge. I'm talking like 8 inches, 9. And then I sucked him off until he came, and because I couldn't get the floor or my clothes messy, I swallowed.' I threw my arms out when I finished in a way that said 'silly old me' getting myself in these situations.
After I'd managed to finish my little story, we both went back to doing some work for a short while. I was rock hard after telling that story but luckily my comfy joggers were baggy which meant Allie couldn't see anything. But I found myself looking at her and wondering if she was turned on just like I was. I'd been hoping something might happen between us for a while, we spent a lot of time in each other's company, and a few times I thought the way she looked at me, something might happen, but nothing had yet. She was laying on her front, chewing on the end of her pen, her leggings showed of her cute bum perfectly. The more I watched her, the less work I got done and the more I wanted to have sex with her. It'd been a long time since I'd fucked someone rather than being fucked, and I was missing it.
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Becoming a Gurl, cont.
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Posted:May 17, 2024 3:40 am
Last Updated:May 20, 2024 5:7 am 863 Views
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Cindy smiled. "Oh baby, I think it's great that you like being Frank's cock sucker. I know he liked the way you cleaned him. He told me secret before he left."
Curious, I had to ask what that secret was.
"Frank is going to reward you by letting you suck him off. Just think of it baby. Taking Frank's load directly from his big balls."
"Wow," was all I could say.
Later that week, Cindy asked me what panties of hers were my favorites. "I'm partial to the pink thong panties. You know the ones that have the sheer mesh front."
"You have great taste, baby. Let's try them on you."
"Huh?"
"You heard me. Come with me. I want to see you in my panties."
Not 5 minutes later I was modeling my favorite panties for my wife. "Damn, baby, your ass looks so sexy in those. Tell you what. They're yours to keep."
"Really? I mean like you can see my tiny boner and small balls through the fabric."
"Yes, really. Of course, your junk is visible. That's what they were designed for. And I think it would be a good idea if you'd wear them for Frank. He told me he thought you had a sexy ass."
"I know he does. He keeps putting his hand on my bottom. but why let him see my dick if he doesn't like to?"
"Oh, johnnie. You are so dense at times. When Franks sees your little boner when you're sucking his cock, he'll know you really enjoy it."
I wasn't so sure she was right but conceded to her wishes. "Okay, I guess."
"Well then, it's settled. You'll wear panties for Frank and maybe, just maybe I'll let you wear them all the time."
"What? Wear these same panties all the time?"
Cindy giggled. "No silly boy. We'll get you some of your own. Won't that be nice?"
Two night later I blushed as I greeted Frank at the door in my panties. "Nice, baby. Did you wear those for me?"
"Yes Sir."
He reached for my bottom. "Nice ass, baby. Looks better in panties than it ever did naked."
Cindy joined us wearing a see-thru robe under which she had on a black French-cut panty. I watched as she and Frank bid each other welcome. Their kissing and feeling each other up was breath taking to me.
I hurried off to fetch their drinks. I handed my wife hers first. Going to Frank, "Your drink Sir."
"Thank you, baby," he smiled. As I turned to go to my usual seat, Cindy told me to stop.
I stood not knowing why.
"Isn't there something you want to ask Frank?"
It took me several seconds of ear shattering silence as she waited for an answer before I realized what she meant.
"Please, no, Cindy."
She stomped her foot. "We talked about this, johnnie. I expect you to follow through on your promises."
"Promises," I thought. "When did I promises to suck Frank's cock?" I wondered.
More silence as they both waited expectantly.
I was unable to meet Cindy's glare and surrendered.
Turning to Frank, I took a deep breath. "Um, Sir, I mean if it's okay, may I suck your cock?"
"I didn't hear a please in there, johnnie," Cindy reprimanded me.
I think my whole body burned bright red. "Please, Frank."
He just smiled and took a sip of his drink before answering me. "Please what?"
"May I please suck your cock, Sir?"
As difficult as that was to get out, my boner throbbed. It did not go unnoticed by Frank. "You have a hard on, boy. You must really want to be my cock sucker."
"He does Frank," Cindy said from behind me. "Tell him it's why you wore panties for him, johnnie."
Would there be no end to the delicious humiliation they were putting me through?
"She's right, Sir. I wore my panties so you'd be pleased and let me," deep breath, "be your cock sucker."
The grin that appeared on his face should have told me that which I later learned. "Get my pants off and be my cock sucker, johnnie."
Shirt and trousers hung neatly in the closet, I was kneeling before this big man, this real man. Holding cock had become old hat for me by then. I leaned in and kissed the tip. I noticed my wife was now seated by Frank so she could watch me.
I pursed my lips and covered the crown of his not-yet-hard cock, using my tongue to stimulate him. Holding his balls in my hand, I stroked his fat long shaft feeling him starting to grow stiff.
"How's he doing, Frank?" Cindy asked after she broke their kiss.
"The little boy is doing a fine job. Told you the other night, johnnie's a natural cock sucker."
It may sound sick, but I got some satisfaction hearing that compliment. I worked harder to please this real man. I moved down to lap his balls, kissing each one before moving back up his cock. I made eye contact with Frank and Cindy when I took him deep in my mouth. I was determined to maintain eye contact. I can't say why that seemed important to me but it seemed right.
I heard Frank give a little moan and knew he was happy with my efforts. I ran my lips up and down his cock, my hand moving in harmony with my mouth. I struggled to take his cock in my throat and choked but kept trying until I was able to accommodate his prodigious member while breathing through my nose.
My panty was wet with my own leakage as I pumped and sucked, sucked and pumped. Finally, after a half hour, Frank told me he was cumming. I jacked his cock and swallowed his savory seed as he roared and called me his cock sucking faggot.
Frank's sperm trickled from the sides of my mouth as his cock began to deflate. I used his cock to collect the spillage and licked it clean. Then I held him in my mouth until he pushed me away. "Enough, johnnie. Damn."
I sat back, my bottom on my heels. A sense of pride washed over me that I tamed that big cock. It was me who made this real man cum.
"Aren't you forgetting something, johnnie?" Cindy asked.
I knew precisely what she meant. "Thank you for feeding me Sir," I smiled at Frank.
The remainder of that night was them fucking and me cleaning both. I really felt a part of their coupling and was happy to be included.
Later, they called me in and told me I deserved my reward. I hadn't jacked off in front of Frank before but my dick really needed some relief. I tugged my 3" boner a few times and as was habit by now, I came in my hand and licked my sperm while they watched.
STEP 8: "Now's the time to take his manhood forever, Cindy. Have that faggot you married wear something very sexy, hose, a garter belt and her panties. That's right; her. Have her made up for her big night. I'm going to fuck any and all vestiges of male out of her. johnnie is a naturally accomplished cock sucker. Next up is to have her giving up that pussy to real men, like the sissy she was born to be. What I need you to do is give her and I an hour alone. I'll seduce your husband's inner bitch to let me fuck her. "
"Baby boy, I'm afraid that when Frank visits us on Friday evening, I won't be here to welcome him. Could you do that for me?"
This would be the first time Cindy would leave me alone with her lover. I'd been looking forward to his next visit. I liked him and the sex was pretty good too. "I'll be more than happy to welcome him while you're out. Any idea how long you'll be gone?"
"Oh, maybe an hour or so."
"Sure. Anything I should do for him while you're out?"
"I'll help you get ready. I know you want to suck his cock again, don't you?"
"Well, only if he wants me to. It's not something I'm dying to do," I lied.
"Uh huh," Cindy said disbelieving me.
Friday after work I was whining and complaining that Cindy wanted me to wear black hose and matching garter belt.
"Quit bitching, baby. You know how Franks loves to see his woman sexy."
"But I'm not a woman, or did you forget that?"
"Okay, so maybe you're not a woman. But look at you babe. Look at your wide hips, that cute, come-fuck-me ass you're trailing. Now quit fussing and put that fucking negligee on."
The pale pink panty and top was sexy, I had to admit. "You really think Frank will like seeing me in this?"
"You're beautiful. If I had a cock, I'd fuck you myself."
That statement had me wondering. "You don't think Frank will want to do that, do you?"
"Do what to you," she asked as she applied the mascara to my eyes.
"You know; fuck me."
"All done," she said stepping back to admire her work. "Well baby, you know how horny that man can be. Now pucker up and let me finish your new look."
The bright red lipstick she had me wear made my lips look inviting. I was sure Frank would want to part them with his cock.
My hair was in a page boy style, curling below my ears, compliments of my wife. As I stared into the mirror, I saw myself as the sexy almost woman she wanted me to look like.
"You look so damned sexy, johnnie. I think Frank will love your new look. You'll have to wear makeup more often when you're entertaining men."
Cindy didn't give a chance to protest, as she hurried to leave. "Treat Frank good, johnnie."
"I will."
I went to the kitchen and pulled out the Scotch and a glass in preparation of Master Frank's arrival.
I didn't have long to wait or fret. I hurried to the door at the sound of the bell. Frank entered as he always did; as though it was his house. "Damn girl, you are a sight."
"Thank you, iSr. I'm afraid Cindy is out. She'll be back in an hour or so."
"No problem, Miss. johnnie. That will give us more time to get to know each other better."
With that said, Frank put his hand on my panty covered bottom and escorted me to the couch where he had me sit beside him. "Tell me baby, did you dress sexy for your man tonight?"
I knew I'd better answer that question right. "I did, sir."
"And tell me baby, where is your man right now?"
"Sitting beside me, sir. Right here, right now.
"Am I your man, sweet heart?"
"I hope so," I gushed quietly.
"Do you want to be my gurl?"
"Sir, I'd love to but I'm a man."
Frank chuckled. "No, johnnie. You're not a man. You've never been a man; not really, anyway. No baby, you may be a male, but you are not a man. You're a beautiful sissy. More female than male. You were made for men like me to use and abuse. Sissies like you are born to serve real men, serve and service them."
I wanted to cry.
Tell me Miss. johnnie. Do you like sucking my cock; being my cock sucker?"
"Yes, Sir. Very much."
"And I know you like wearing your panties especially for me."
I nodded. But I was beginning to see the light.
Frank sipped his drink, holding it with his left hand. His right hand placed my hand on his cock then he began to caress my nylon covered legs.
His cock was already hard. I clutched it through his trousers and squeezed it. "See what you do to me baby gurl."
It was a statement rather than a question. "I do," I smiled sweetly as I unzipped his fly and reached in for his wonderful cock. Pulling it out, I leaned down and gave it a welcoming kiss. "You've got a beautiful huge cock, Sir," I told him.
"Yeah, so I've been told. I'm glad you like it. You've become a wonderful cock sucker, baby."
"Thank you. Sir," I said using my tongue to circle the crown.
"Get me out of these clothes baby gurl. Then we'll go lay down."
I watched Frank head to our bedroom admiring his naked form. I hung his trousers and shirt in the closet and followed after him.
He had me lay beside him, my face against his broad chest, his hand holding my bottom. I reached for his cock and stroked it while he caressed my bottom which caused me to shiver a bit.
"My girl likes her boi pussy caressed, doesn't she?"
"I do, Sir."
He brought his hand to my face. "Suck my finger like it's my cock gurl. Get it wet."
He finger fucked my mouth for a few seconds. Then, he reached under my panty and found my most private place.
"Ooooo, Sir what are you doing to me?"
"Do you like it?"
"Yes, Sir. It feels nice."
"Let's drop the sir, baby girl. Call me Daddy."
I looked up from his chest into his dark brown eyes. "Yes, Daddy," I smiled and wiggled my bottom against his finger.
I could hardly believe what happened next. Daddy pulled me to him and planted his lips against mine. I nearly swooned being kissed by this man; this handsome real man.
I welcomed his tongue with mine and my passion grew as his finger probed deeper. I broke our kiss. "Daddy, I know you want to fuck me."
"Yeah? What else do you know?"
"I, um, well, I want you to."
"You want me to, what?"
"Fuck me, Daddy, please fuck me."
Daddy flipped me over on my back. Supporting himself using his arms, he looked deep into my eyes. "When my cock enters you, you will never feel like a male again. Getting fucked is your ticket to sissydom, gurl. You need to understand that should I ever catch you in clothes meant for a man, you will rue the day. So, think about what you want and where you're gonna end up. Then tell me."
I thought about it. I really did. And the more I thought about it, the more it felt right. "Daddy, make me a woman, please. Make me your woman," I said as I lift my bum, put my hands on his tight ass, and pulled his cock to me. "I know I'm not a man, not like you. I know I love sucking your cock and wearing pretty panties for you. I don't want to be a male. I want to be your sissy, your woman. Fuck your sissy, Daddy. Fuck her please."
Cindy arrived home and found Daddy balls deep in his sissy. My nylon covered legs were wrapped around his calves and she told me later I was blathering and begging Frank to fuck me harder.
My panty filled with my discharge as daddy fucked my senses and maleness out of me.
"I'm cumming you faggot mother fucker. Ahhh, fuuuuuck. Take it sissy. Take your man's seed in that sissy pussy."
"I see you two have come to an agreement," I heard my wife say.
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Happy Gurl
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Posted:May 16, 2024 3:53 am
Last Updated:May 20, 2024 5:7 am 1179 Views
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"Why are there so many wealthy powerful men who want to bang sissies?"
I was talking with Austin in an unguarded moment after he'd emptied a load of yummy cum in my mouth in a staff break room, that looked nicer than most peoples' houses, and that he could book for himself at any time, as one of the club managers.
A quick recap: I'm a quiet, competent financial consultant with a modest but reliable clientele for whom I often travel, doing risk assessments for their variously lucrative investment strategies. I'm good at what I do, and get rewarded well, but several of my have also recognized that my slender, pale, smooth, somewhat effeminate 5' 4" body might be useful for other things. There too I am increasingly well-compensated. In my home city, where I've settled in with a major firm where I do most of my work, I recently took on a free trial of an exclusive fitness and social club on the top floors of the building I work in. After a Grindr hookup with Austin got me a free all-inclusive membership there, it was a couple of weeks before I learned how I'd be paying for that membership. After my first job sucking and getting fucked my a visiting in the sauna, I'd been broken in by a group of staff who ran was essentially an exclusive kink/fetish sex club within a club, with reciprocal member privileges around the world. After video footage of that initiation was shared with around the world, I'd come into high demand, especially in Europe and Asia for some reason. I'm beginning to think the Grindr hookup that started all of this wasn't really as random as I'd thought, and that Austin and his group had figured me out and had their eyes on me for some time before bringing me into the fold as their free use club sissy slut.
Austin stood up, wiping his still alarmingly rigid large cock with a soft towel as he smiled at my question. I was nude and smooth, knees spread, hands crossed in front of my laughably small penis, which was the usual way I was to maintain myself after pleasing a or staff member.
"I get why you're asking," he replied. "I'm sure you've noticed that we have other... talent here for more conventional tastes. Young, sexually available women, buff men, several of whom have already taken your boi pussy, but are also available for our : gay submissive men, older successful women whose sex drive far outpaces their husbands."
He pulled on his pants, stuffing his now more flaccid, but still much bigger than mine, cock inside, then turned to face me.
"I honestly don't question what our want. I can tell you that, of my seven colleagues here, they'll fuck pretty much anyone: they're performance oriented and very good at what they do, in their fitness and wellness capacity, and in a variety of... extracurricular professions."
He chuckled here, paused, then continued.
"But I can also tell you that they really, really love fucking you. I guess it's the power dynamic and the aesthetics: you're small compared to them, slight, and very feminine in how you respond to them, and you really seem committed to their pleasure. The fact that you have an admittedly tiny penis and small balls seems to be far less important than who you are, as a sexual creature. Maybe some of our are the same? I mean..."
Here Austin paused thoughtfully, looking down at my pale hairless figure, kneeling submissively before him, chin raised, my gaze meeting his.
"... you really do seem like you exist to be fucked, and you really sincerely get off on being completely used by men. Male or female, that's rare."
As he said this, he stroked his big cock absent-mindedly through his pants. I noticed its outline was becoming more pronounced, straining at the fabric.
"I think," he began, now releasing his again-erect cock from his pants and letting them drop to his ankles, "that, especially for some very wealthy and powerful men" -
By now Austin had his cock in my mouth again. I maintained eye contact as he began to press deeper and deeper into my throat. At times I uttered a muffled, gurgling gurly squeal as he went especially deep, probing the limits of my cock sucking abilities.
"I think those sorts of men often have lives that seem very conventional to the wealthy. They have a wife and family, house staff and nannies, cooks, travel managers, vacation properties, yachts. Sometimes they secretly want to be dominated, and there are other people who can help them, although occasionally we can offer them our services as well. But as often, I think some of them get off on dominating others sexually."
By now Austin was deep inside me, turning a blowjob into a steady, ruthless throat fucking. I struggled to keep my swallowing in sync with his thrusts, desperately trying to avoid gagging as he systematically used my throat as a wet, supple sleeve for his very long cock. I love serving real men, that's why I exist.
"Sure they'll have mistresses and . Their infidelities are an open secret among their staff, and often also with their wives, who are happy to live their own lives, kept in wealth and comfort, without having to deal with their husband's perversions. Often they'll take their own lovers."
I could feel Austin's cock begin to harden even more, and the beginnings of that tell-tale pulsing of flesh that indicated I should be ready to swallow his yummy cum furiously any moment now.
"But for some of them, youthful mistresses and kept women aren't enough. They want pure submissive femininity that they can dominate, desecrate, defile. To know that a little boi has become feminine and compliant for their unmitigated pleasure? I think that's our clientele. And you..."
I felt the warm flood of Austin's delicious seed pulse in my throat, and I controlled the urge to pull him out and gasp for breath. Only once he'd pumped his entire load almost directly into my stomach did I slowly extricate myself, being sure to clean off the last few spurts and swallow before letting him go. As always, my eyes were glued to his, the entire time. I truly am a cum addicted slut.
"I love how desperate, yet aroused you look when you're used as my cock sucking gurl. You are turning out to be exactly what these wealthy bastards dream of. A pure submissive and obedient gurl who loves cock...........and cum."
He stroked my cheek gently, almost playfully, as I tried to control my heaving chest.
"Get cleaned up faggot, and check your email."
He pulled his pants back up and wandered off to the staff bathroom.
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Feminization
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Posted:May 15, 2024 4:18 am
Last Updated:May 15, 2024 8:09 am 1481 Views
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Did Jack want a subservient role to Denny. Did he want to be the bottom boi to masculine Denny, roles that Denny placed great importance on.
And here, come Saturday morning, was Denny coming straight at him and ordering him about again. "What's wrong with what I am wearing?" Jack whined.
"Too masculine," Denny responded abruptly.
"Come again?" said Jack, his gurly voice rising.
"Look, we're a couple right? When other people see us they need to know who is the male in the relationship and who is the little gurl."
"You want me to wear a very short pink skirt? Is that what you are saying?"
"No, no, Just a more feminine shirt and trousers."
"Oh." Jack could understand his logic even if he did not entirely agree with the process. "I'll go and change."
"Quickly then."
Did Jack like being bossed about? The answer would usually have been a firm "NO". But there is something a bit sexy in being dominated, isn't there? Especially if it carries on into the bedroom?
It carried on into the depilation clinic. The receptionist very quickly recognised them as a couple and whom was the dominant partner. Denny discussed the nature of the intended treatment just out of Jack's earshot, giving Jack leave to just acquiesce.
"The nice lady here says your waxing will take about three hours. I'll be back at one-thirty on the dot. You can depend on that, Jack. I'll take you to lunch afterwards. O.K.?"
What could Jack do other than agree? Running out of the clinic door may have been an option, but did he really want to? Instead he stripped nude just as he was instructed to do, submissive and obedient.
"What sort of music do you like?" asked the gorgeous clinician. "We are going to put some headphones on you and a mask for your eyes."
Jack chose audio stories about Rumpole of the Bailey instead. He was studying to be a lawyer after all. Three episodes over three hours passed in no time with Jack intent on the stories at the expense of what was being done to his thin body. In fact, to his annoyance, he was deprived of the last eight minutes of the third story. The clinician told him he could take the tape home with him and listen to the ending at his leisure.
Jack was hauled into a sitting position and handed a mirror whereby he could observe the changes to his body. He had already shaved his pubic area, so little change there apart for his pubes being very much more smoother. His chest hair had disappeared - no big deal about that. They had been straggly tundra rather than a verdant forest.
"You'll never need to shave your face again," said the female clinician helpfully. " And then there's armpits and little penis. Your head hair and eyebrows are saved. We have a nice range of wigs if you want us to go further?" added the woman a little facetiously for Jack's liking.
An element of doubt caused Jack to frown, but the deed had been done. No room for lamentation. When he was handed his clothes, including his pink thong panties, neatly folded into a wicker basket, he half expected they may had been swapped for the girlie clothes. There was a tickle of disappointment when he found that the genie had been asleep.
"Who paid for all that and why?" asked Jack of Denny as they sat in a burger bar later that afternoon.
"You have a benefactor and I am not at liberty to say who that is," said Denny, avoiding looking Jack in the eyes. "If you have a problem with that you should have asked the question before the waxing procedure and not after."
"What does this so-called benefactor want of me? You must know."
"I expect his motives are lascivious. The legal profession is full of sexual predators of one kind or another. Haven't you figured that out for yourself?"
"You're joking?"
"Taking you for an example Jack, you're only on the first rung of the legal ladder."
Those words pulled Jack up sharply. He felt himself blushing. In all honesty he couldn't really deny that being the case. Why did his small prick suddenly start taking an interest? Was the thought of being used cause for arousal? Jack put the question away and asked one of a more mundane nature. "What are we going to do now Denny? I should be playing football this afternoon."
"You've been dropped from the team Jack, remember, you're too feminine? We're waiting here for a girl called Carol and she is going to take you shopping."
"Take me shopping? Shopping for what?"
"You need a wardrobe to show off your new body."
"You mean feminine clothes?"
"Go to the top of the class."
"And who's going to pay for them? No, don't tell me - this mysterious benefactor of mine?"
"Got it in one," Denny turned on Jack with a contorted face. "Don't look a gift in the mouth," he hissed. "Go with the flow. You really haven't got much choice, have you?"
The nature of the words and the way they were delivered Jack found intimidating. Life for him was getting more and more complicated. Was he in danger of losing control of his own destiny? He had sort of sleep walked into the clinic that morning. His logical self had said "don't do it". His libido had urged otherwise. Anyway, what was done, was done. The loss of body hair was no big deal anyway was it? Count how much he would save in shaving paraphernalia over the years to come.
"Hello boys. I'm sorry I'm a bit late." A cute girl with long blonde hair wearing a pink coat, and lipstick to match, plonked herself down on a chair between them. "You must be the Jack, the guy we are turning into Jacqueline?" she suggested brightly.
Those few words brought Jack completely down to earth.
Jack staggered through the door of his apartment some three hours later. It took his taxi driver help him carry all the bags up two the flights of stairs to his front door. Not that they were all for Jack; crafty Carol had also procured some clandestine items for herself on the same tab. The total spend was well into four figures.
Jack downed a bottle of red wine in record time. With all the goodies stacked up in a pile in the living room Jack virtually collapsed on his bed from fatigue and then fell asleep for a good two hours. He may have been there longer had it not been for a violent rattling coming from his front door.
"I've come to collect my share of the loot," announced a somewhat discomposed Carol. "Doesn't your fucking doorbell work? Oh my, what a good job they've done on you."
Jack had hurried to answer the doot careless of the fact he was wearing just his lacy pink thong panties. "Oh, I'm sorry..." he started to say.
"Ooh, don't be," said Carol, "I'm just in the mood for a smooch." Her eyes glinted their confirmation.
"Perhaps some other time," said Jack hurriedly. "I'm totally pooped."
"We could just lie together. I could hold you and you could suck on my nipples."
"Hold that thought," screamed Jack's libido, but his brain failed to catch up.
"Some other time perhaps," said Carol miffily as she gathered up her purchases. Don't leave it too long though," she added as she sailed through the front door.
"Damn, damn, damn," whispered Jack as he looked down at the small tent in his pink panties. Still, it seemed to prove that he could rapidly get the hots for a female as well as a male body. Or was it just the thought of sucking on Carol's perfect boobs'.
Jack's mind was still somewhere in No Man's Land when his mobile summoned his attention. He saw it was Denny, but he accepted the call nevertheless.
"I'll be round in an hour. Make sure you're showered and dressed for me Sweety."
"No Denny. Not tonight," replied Jack flatly. No amount of cajoling would make him change his mind. If Denny had come and banged on his door Jack was determined he would not let him in.
There were to many clandestine things going on. Who was this man in the shadows who had paid for Jack to be depilated and had spent a fortune on clothing and accessories? Jack was being manipulated and that was not good for Jack. He knew he should have put an end to it earlier, much earlier, but better then than later. Let this distant admirer, or whatever he is, come out of the dark and show himself. Or herself?
Jack showered before turning into bed at his normal time close to midnight. Before doing so he rummaged through the bags on his living room floor and pulled out a full length silky nightie and a bottle of quite expensive perfume. Having treated his body to both he snuggled up in bed close to a state of contentment.
Denny was at him on the morrow, first in person at the door and, failing that, on the phone. "I'm not playing to your rules Denny and those of whoever is backing you. I may be a bottom boi, as you describe me, but I don't want to be your bottom, or your receiver, horrible terms, under any circumstances. Not unless you tell me who is pulling your levers and is trying to turn me into a slutty gurl".
"I can't tell you who is mentoring you Jack. It is more than my freedom's worth. But he is rich and powerful and he wants all the best possible for you. Trust me."
"And he wants to feminise me? Total emasculation. That's what you call his wanting the best for me is it?"
"Is that so bad Jack? He's very kind and very generous. Besides, you like being a gurlie don't you. You like dressing and you like cocksucking and you like....."
"I thought I did," Jack interrupted feeling his face begin to glow red.
"You're talking to me, Denny. I know exactly what turns you on, Jack."
"I'm trying to put that behind me, Denny."
"Since when?"
"Since today."
"So why did you stay at the clinic and have the treatment I arranged for you?"
"It was just a lapse Denny. You took me by surprise. But that is it. Now, kindly leave me alone if you won't tell me the name of the person who is pulling your strings."
Danny tried a few more times to repair his relationship with Jack. but to no avail. It was probably no coincidence that he was given a new legal assignment in another town relieving Jack from having to contend with him.
Prior to his re-assignment Denny had a meeting in a small office in the bowels of the Inns of Court. He was summoned there by Dom Luke Dangerfield no less.
"So what went wrong Denny. He went to the depilation clinic like a lamb so you say. I thought the rest would be plain sailing. Was it something you said to him?"
Denny looked shocked. "Oh no, Sir, not at all. I can assure you I played my part exactly as you instructed me to. To be honest with you Sir, not wishing to get her into trouble, I think it was something your niece Carol said to him."
"What did she say?"
"She sort of made fun of him and said he was being turned into Jaqueline. It was nothing really, but it just didn't go down too well."
"They still spent a fortune together at my expense?"
"What can I say to that? That was entirely down to Carol."
"Yes, O.K. Denny. I suppose you did your best. I am sending you off to our Boston office for a while. There's plenty of men wearing skirts up there and, they should not be wearing anything underneath. You should have a gay old time."
"You don't want me to.....?"
"No thanks, I can't spare the time."
With disappointment registered on Denny's face, he left the room. There was nothing he would have liked more than to have received a re-assuring mouthful of his Master's delicious cum.
Jack's new resolve lasted, of sorts, for the best part of a month, but in the fourth week he was wearing some manner of female silky apparel in bed every night. He had also had, spread out, five sessions with the cosmetics and the same number of dressing in full. At the very least, one could say, that his resolve was very shaky.
The fact that he had a mysterious mentor weighed heavily on his mind throughout the month. How dare somebody completely unknown to him connive with others to reshape his sexuality? He imagined his anger rising. But at other times, most time, thoughts of a force intent on feminising him and having power over him, sent the necessary electricity to his tiny cocklet for his sexual interest to start up again. Well, that was O.K. He wasn't in any way signing up to celibacy.
Jack noticed an interesting quirk in this months in a form of limbo. If he masturbated helped by film or photographs, these would be feminine based. If he tossed himself off using his imagination alone, it was always TS gurls with real men. Where did that leave him? he wondered.
One bottle of red wine drunk and a second decorked, and Jack faced defeat at last. He texted Denny. Asking an how he was - an arbitrary question of course, designed to explore the possibility of the recharging of their relationship. He was aware that Denny had comeback from Boston. Sent by a tipsy man feeling randy, Denny read the situation accurately.
Denny did not react. He did report Jack's message to Master Luke Dangerfield at the first opportunity. "Leave this to me," said Master Luke, his face giving nothing away.
Later Jack was called into see Luke in his chamber. It was done in such a way that team members usually expected to get a lecture for some misadventure they have had. Not so, Luke's severe face burst into a welcoming smile as Jack negotiated the chair he had been invited to sit on.
"I have been very pleased with your commitment to your work here in my practice Jack. Several of the senior staff have brought your name to my attention. It has also been suggested to me that, whilst you have worked hard, you haven't seemingly played hard. So I think a short break is called for, a mini vacation."
"Well, thank you Sir," said Jack genuinely pleased that his efforts had been recognised.
"I understand that you and Denny are close friends and that you tried to contact him a couple of days ago?"
Jack hesitated. This was not the time to explain his misgivings about Denny. "Yes, Sir?"
Luke handed Jack an envelope. "In there are reservations for a weekend stay in a top class New York hotel. All meals paid for, drinks and use of all the hotel's facilities. Additional there are tickets to a West End show and, what I especially want you to enjoy and describe to me afterwards, half a day at a body tuning clinic."
Jack was close to being flabbergasted. This was totally out of the blue and, in his modest opinion, not particularly warranted. True, he had worked diligently during his time in Luke's practice, but he had hardly been given the opportunity make a big splash of sort - not enough to deserve this star treatment. Somebody, not quite as naïve as Jack might have suspected that this happening was too good to be true - that there was probably some sort of catch somewhere. He would find out very soon if there was.
"Oh, and by the way, Jack, I thought you might appreciate some company. The tickets are for two persons. Denny has assured me that he would be delighted to accompany you. I know how well you two get on together, have fun."
"Oh fuck," said Jack, very much under his breath. He said the same when he arrived back at his flat, and again as he stood under the shower. "When he heard a summons from his front door he said "double fuck".
Denny was buoyant. His blue eyes seemed bluer than ever and they were twinkling too, With his blonde hair and lightly tanned skin he was one very good looking young man, to be sure. Any girl in her right mind would throw her panties at him if he appeared on a stage. And there he was, obviously very excited at the thought of sharing a weekend with Jack - and there was a good reason for why, coming up.
"You'll be able to wear all your new clothes," Denny beamed.
"What?" said Jack enquiringly.
"It was for this sort of thing that that Luke had Carol buy you a wardrobe of fem clothes."
"Luke bought them?" Jack gasped.
"Well, who do you think?"
"You're not enjoying his patronage for nothing Jack. Surely you've figured that out?"
"Well no, not really," whispered Jack, now very much on the defensive.
"He knows everything there is to know about you Jack. He knows you better than your mother does. He's been grooming you since that first day you walked into his office. And you are a very lucky - err - young boi that he has taken a fancy to you. He can open all the doors for you. You'll find yourself walking in Rumbold's footsteps."
"But, what's the price I'm going to have to pay?"
"Not a price at all is you lay back and let things roll over you. If you resist it will be a short road - and you'll be dumped and blacklisted."
What does he want from me?"
"You don't need me to tell you that. In the meantime he wants us to stay in the West End as boy and gurl and enjoy a romantic time together as lovers"
"A romantic time together?"
"Check the hotel reservation. It's for one luxury room with one very big bed. You are to be my gurlfriend for the weekend Jaqueline. Luke wants me to fuck your boi pussy so you're ready for him to take over."
Being called Jacqueline caused a surge of mixed lust and excitement in Jack's thin body. The fact that he had been given no choice about the arrangement for the weekend ahead, it was a fait accompli, sort of absolved Jack from any guilt, and he found himself looking forward and becoming excited about his forthcoming full feminine role. And the fact that it would be for a continuous three days too. What was more, he could rely on Denny to ensure he gets well and truly feminized.
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Feminization
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Posted:May 15, 2024 4:18 am
Last Updated:May 20, 2024 5:7 am 1466 Views
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Did Jack want a subservient role to Denny. Did he want to be the bottom boi to masculine Denny, roles that Denny placed great importance on.
And here, come Saturday morning, was Denny coming straight at him and ordering him about again. "What's wrong with what I am wearing?" Jack whined.
"Too masculine," Denny responded abruptly.
"Come again?" said Jack, his gurly voice rising.
"Look, we're a couple right? When other people see us they need to know who is the male in the relationship and who is the little gurl."
"You want me to wear a very short pink skirt? Is that what you are saying?"
"No, no, Just a more feminine shirt and trousers."
"Oh." Jack could understand his logic even if he did not entirely agree with the process. "I'll go and change."
"Quickly then."
Did Jack like being bossed about? The answer would usually have been a firm "NO". But there is something a bit sexy in being dominated, isn't there? Especially if it carries on into the bedroom?
It carried on into the depilation clinic. The receptionist very quickly recognised them as a couple and whom was the dominant partner. Denny discussed the nature of the intended treatment just out of Jack's earshot, giving Jack leave to just acquiesce.
"The nice lady here says your waxing will take about three hours. I'll be back at one-thirty on the dot. You can depend on that, Jack. I'll take you to lunch afterwards. O.K.?"
What could Jack do other than agree? Running out of the clinic door may have been an option, but did he really want to? Instead he stripped nude just as he was instructed to do, submissive and obedient.
"What sort of music do you like?" asked the gorgeous clinician. "We are going to put some headphones on you and a mask for your eyes."
Jack chose audio stories about Rumpole of the Bailey instead. He was studying to be a lawyer after all. Three episodes over three hours passed in no time with Jack intent on the stories at the expense of what was being done to his thin body. In fact, to his annoyance, he was deprived of the last eight minutes of the third story. The clinician told him he could take the tape home with him and listen to the ending at his leisure.
Jack was hauled into a sitting position and handed a mirror whereby he could observe the changes to his body. He had already shaved his pubic area, so little change there apart for his pubes being very much more smoother. His chest hair had disappeared - no big deal about that. They had been straggly tundra rather than a verdant forest.
"You'll never need to shave your face again," said the female clinician helpfully. " And then there's armpits and little penis. Your head hair and eyebrows are saved. We have a nice range of wigs if you want us to go further?" added the woman a little facetiously for Jack's liking.
An element of doubt caused Jack to frown, but the deed had been done. No room for lamentation. When he was handed his clothes, including his pink thong panties, neatly folded into a wicker basket, he half expected they may had been swapped for the girlie clothes. There was a tickle of disappointment when he found that the genie had been asleep.
"Who paid for all that and why?" asked Jack of Denny as they sat in a burger bar later that afternoon.
"You have a benefactor and I am not at liberty to say who that is," said Denny, avoiding looking Jack in the eyes. "If you have a problem with that you should have asked the question before the waxing procedure and not after."
"What does this so-called benefactor want of me? You must know."
"I expect his motives are lascivious. The legal profession is full of sexual predators of one kind or another. Haven't you figured that out for yourself?"
"You're joking?"
"Taking you for an example Jack, you're only on the first rung of the legal ladder."
Those words pulled Jack up sharply. He felt himself blushing. In all honesty he couldn't really deny that being the case. Why did his small prick suddenly start taking an interest? Was the thought of being used cause for arousal? Jack put the question away and asked one of a more mundane nature. "What are we going to do now Denny? I should be playing football this afternoon."
"You've been dropped from the team Jack, remember, you're too feminine? We're waiting here for a girl called Carol and she is going to take you shopping."
"Take me shopping? Shopping for what?"
"You need a wardrobe to show off your new body."
"You mean feminine clothes?"
"Go to the top of the class."
"And who's going to pay for them? No, don't tell me - this mysterious benefactor of mine?"
"Got it in one," Denny turned on Jack with a contorted face. "Don't look a gift in the mouth," he hissed. "Go with the flow. You really haven't got much choice, have you?"
The nature of the words and the way they were delivered Jack found intimidating. Life for him was getting more and more complicated. Was he in danger of losing control of his own destiny? He had sort of sleep walked into the clinic that morning. His logical self had said "don't do it". His libido had urged otherwise. Anyway, what was done, was done. The loss of body hair was no big deal anyway was it? Count how much he would save in shaving paraphernalia over the years to come.
"Hello boys. I'm sorry I'm a bit late." A cute girl with long blonde hair wearing a pink coat, and lipstick to match, plonked herself down on a chair between them. "You must be the Jack, the guy we are turning into Jacqueline?" she suggested brightly.
Those few words brought Jack completely down to earth.
Jack staggered through the door of his apartment some three hours later. It took his taxi driver help him carry all the bags up two the flights of stairs to his front door. Not that they were all for Jack; crafty Carol had also procured some clandestine items for herself on the same tab. The total spend was well into four figures.
Jack downed a bottle of red wine in record time. With all the goodies stacked up in a pile in the living room Jack virtually collapsed on his bed from fatigue and then fell asleep for a good two hours. He may have been there longer had it not been for a violent rattling coming from his front door.
"I've come to collect my share of the loot," announced a somewhat discomposed Carol. "Doesn't your fucking doorbell work? Oh my, what a good job they've done on you."
Jack had hurried to answer the doot careless of the fact he was wearing just his lacy pink thong panties. "Oh, I'm sorry..." he started to say.
"Ooh, don't be," said Carol, "I'm just in the mood for a smooch." Her eyes glinted their confirmation.
"Perhaps some other time," said Jack hurriedly. "I'm totally pooped."
"We could just lie together. I could hold you and you could suck on my nipples."
"Hold that thought," screamed Jack's libido, but his brain failed to catch up.
"Some other time perhaps," said Carol miffily as she gathered up her purchases. Don't leave it too long though," she added as she sailed through the front door.
"Damn, damn, damn," whispered Jack as he looked down at the small tent in his pink panties. Still, it seemed to prove that he could rapidly get the hots for a female as well as a male body. Or was it just the thought of sucking on Carol's perfect boobs'.
Jack's mind was still somewhere in No Man's Land when his mobile summoned his attention. He saw it was Denny, but he accepted the call nevertheless.
"I'll be round in an hour. Make sure you're showered and dressed for me Sweety."
"No Denny. Not tonight," replied Jack flatly. No amount of cajoling would make him change his mind. If Denny had come and banged on his door Jack was determined he would not let him in.
There were to many clandestine things going on. Who was this man in the shadows who had paid for Jack to be depilated and had spent a fortune on clothing and accessories? Jack was being manipulated and that was not good for Jack. He knew he should have put an end to it earlier, much earlier, but better then than later. Let this distant admirer, or whatever he is, come out of the dark and show himself. Or herself?
Jack showered before turning into bed at his normal time close to midnight. Before doing so he rummaged through the bags on his living room floor and pulled out a full length silky nightie and a bottle of quite expensive perfume. Having treated his body to both he snuggled up in bed close to a state of contentment.
Denny was at him on the morrow, first in person at the door and, failing that, on the phone. "I'm not playing to your rules Denny and those of whoever is backing you. I may be a bottom boi, as you describe me, but I don't want to be your bottom, or your receiver, horrible terms, under any circumstances. Not unless you tell me who is pulling your levers and is trying to turn me into a slutty gurl".
"I can't tell you who is mentoring you Jack. It is more than my freedom's worth. But he is rich and powerful and he wants all the best possible for you. Trust me."
"And he wants to feminise me? Total emasculation. That's what you call his wanting the best for me is it?"
"Is that so bad Jack? He's very kind and very generous. Besides, you like being a gurlie don't you. You like dressing and you like cocksucking and you like....."
"I thought I did," Jack interrupted feeling his face begin to glow red.
"You're talking to me, Denny. I know exactly what turns you on, Jack."
"I'm trying to put that behind me, Denny."
"Since when?"
"Since today."
"So why did you stay at the clinic and have the treatment I arranged for you?"
"It was just a lapse Denny. You took me by surprise. But that is it. Now, kindly leave me alone if you won't tell me the name of the person who is pulling your strings."
Danny tried a few more times to repair his relationship with Jack. but to no avail. It was probably no coincidence that he was given a new legal assignment in another town relieving Jack from having to contend with him.
Prior to his re-assignment Denny had a meeting in a small office in the bowels of the Inns of Court. He was summoned there by Dom Luke Dangerfield no less.
"So what went wrong Denny. He went to the depilation clinic like a lamb so you say. I thought the rest would be plain sailing. Was it something you said to him?"
Denny looked shocked. "Oh no, Sir, not at all. I can assure you I played my part exactly as you instructed me to. To be honest with you Sir, not wishing to get her into trouble, I think it was something your niece Carol said to him."
"What did she say?"
"She sort of made fun of him and said he was being turned into Jaqueline. It was nothing really, but it just didn't go down too well."
"They still spent a fortune together at my expense?"
"What can I say to that? That was entirely down to Carol."
"Yes, O.K. Denny. I suppose you did your best. I am sending you off to our Boston office for a while. There's plenty of men wearing skirts up there and, they should not be wearing anything underneath. You should have a gay old time."
"You don't want me to.....?"
"No thanks, I can't spare the time."
With disappointment registered on Denny's face, he left the room. There was nothing he would have liked more than to have received a re-assuring mouthful of his Master's delicious cum.
Jack's new resolve lasted, of sorts, for the best part of a month, but in the fourth week he was wearing some manner of female silky apparel in bed every night. He had also had, spread out, five sessions with the cosmetics and the same number of dressing in full. At the very least, one could say, that his resolve was very shaky.
The fact that he had a mysterious mentor weighed heavily on his mind throughout the month. How dare somebody completely unknown to him connive with others to reshape his sexuality? He imagined his anger rising. But at other times, most time, thoughts of a force intent on feminising him and having power over him, sent the necessary electricity to his tiny cocklet for his sexual interest to start up again. Well, that was O.K. He wasn't in any way signing up to celibacy.
Jack noticed an interesting quirk in this months in a form of limbo. If he masturbated helped by film or photographs, these would be feminine based. If he tossed himself off using his imagination alone, it was always TS gurls with real men. Where did that leave him? he wondered.
One bottle of red wine drunk and a second decorked, and Jack faced defeat at last. He texted Denny. Asking an how he was - an arbitrary question of course, designed to explore the possibility of the recharging of their relationship. He was aware that Denny had comeback from Boston. Sent by a tipsy man feeling randy, Denny read the situation accurately.
Denny did not react. He did report Jack's message to Master Luke Dangerfield at the first opportunity. "Leave this to me," said Master Luke, his face giving nothing away.
Later Jack was called into see Luke in his chamber. It was done in such a way that team members usually expected to get a lecture for some misadventure they have had. Not so, Luke's severe face burst into a welcoming smile as Jack negotiated the chair he had been invited to sit on.
"I have been very pleased with your commitment to your work here in my practice Jack. Several of the senior staff have brought your name to my attention. It has also been suggested to me that, whilst you have worked hard, you haven't seemingly played hard. So I think a short break is called for, a mini vacation."
"Well, thank you Sir," said Jack genuinely pleased that his efforts had been recognised.
"I understand that you and Denny are close friends and that you tried to contact him a couple of days ago?"
Jack hesitated. This was not the time to explain his misgivings about Denny. "Yes, Sir?"
Luke handed Jack an envelope. "In there are reservations for a weekend stay in a top class New York hotel. All meals paid for, drinks and use of all the hotel's facilities. Additional there are tickets to a West End show and, what I especially want you to enjoy and describe to me afterwards, half a day at a body tuning clinic."
Jack was close to being flabbergasted. This was totally out of the blue and, in his modest opinion, not particularly warranted. True, he had worked diligently during his time in Luke's practice, but he had hardly been given the opportunity make a big splash of sort - not enough to deserve this star treatment. Somebody, not quite as naïve as Jack might have suspected that this happening was too good to be true - that there was probably some sort of catch somewhere. He would find out very soon if there was.
"Oh, and by the way, Jack, I thought you might appreciate some company. The tickets are for two persons. Denny has assured me that he would be delighted to accompany you. I know how well you two get on together, have fun."
"Oh fuck," said Jack, very much under his breath. He said the same when he arrived back at his flat, and again as he stood under the shower. "When he heard a summons from his front door he said "double fuck".
Denny was buoyant. His blue eyes seemed bluer than ever and they were twinkling too, With his blonde hair and lightly tanned skin he was one very good looking young man, to be sure. Any girl in her right mind would throw her panties at him if he appeared on a stage. And there he was, obviously very excited at the thought of sharing a weekend with Jack - and there was a good reason for why, coming up.
"You'll be able to wear all your new clothes," Denny beamed.
"What?" said Jack enquiringly.
"It was for this sort of thing that that Luke had Carol buy you a wardrobe of fem clothes."
"Luke bought them?" Jack gasped.
"Well, who do you think?"
"You're not enjoying his patronage for nothing Jack. Surely you've figured that out?"
"Well no, not really," whispered Jack, now very much on the defensive.
"He knows everything there is to know about you Jack. He knows you better than your mother does. He's been grooming you since that first day you walked into his office. And you are a very lucky - err - young boi that he has taken a fancy to you. He can open all the doors for you. You'll find yourself walking in Rumbold's footsteps."
"But, what's the price I'm going to have to pay?"
"Not a price at all is you lay back and let things roll over you. If you resist it will be a short road - and you'll be dumped and blacklisted."
What does he want from me?"
"You don't need me to tell you that. In the meantime he wants us to stay in the West End as boy and gurl and enjoy a romantic time together as lovers"
"A romantic time together?"
"Check the hotel reservation. It's for one luxury room with one very big bed. You are to be my gurlfriend for the weekend Jaqueline. Luke wants me to fuck your boi pussy so you're ready for him to take over."
Being called Jacqueline caused a surge of mixed lust and excitement in Jack's thin body. The fact that he had been given no choice about the arrangement for the weekend ahead, it was a fait accompli, sort of absolved Jack from any guilt, and he found himself looking forward and becoming excited about his forthcoming full feminine role. And the fact that it would be for a continuous three days too. What was more, he could rely on Denny to ensure he gets well and truly feminized.
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Tiny
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Posted:May 14, 2024 3:56 am
Last Updated:May 20, 2024 5:7 am 1816 Views
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I take a deep breath in my car as I look at myself in the rearview mirror. My friend Michelle is hosting a party today, but a number of things are working against me. One, I wasn't able to get off work, and my grueling 8 hour shift turned into an even more dreadful 12 hour shift, making me quite a few hours late to this get together. Two, I took a closer look at the invitation I received earlier this morning to see this is a fancy dress party. Every few months or so, Michelle hosted a party, and every once in a while, there was a theme attached to it. This was one of those occasions, and I was in no way prepared.
I did not have nearly enough time to even come close to putting myself together for this. I texted a friend attending the party before leaving work and he said it was "totally fine" and to "just dress comfortably." Still, as I looked down at my black jeans and short sleeved collared shirt, I felt underdressed.
Shifting in my seat, I can't help but think of the other article of clothing I decided to wear to this event. A pink and white floral adjustable thong from Victoria's Secret. I had finally pulled the trigger last week and bought my first pair of panties. A long time crossdressing desire, paired with participating in "no nut november," had my horniness at an all time high for this early December gathering.
I'm not quite sure where my desire for crossdressing, or more accurately, panties began. I just love them. Not only that but the thrill of buying them in person and hoping I'd have to reveal they were for me and not for a girlfriend or wife was incomparable. At least I thought it was until I felt these panties I'm wearing now nestle in between my cute butt cheeks, knowing I was about to go inside Michelle's house and be surrounded by friends who would be none the wiser of my undergarment choice... knowing most of the girls inside would be wearing cute panties themselves... possibly even the very same pair I have on right now... Wow.
This was my first time wearing panties outside of my home, and I'm going to have to try to control my dirty mind to avoid sporting an erection at this get together. Heck, I had a tiny rock solid hard on the entire drive here. I waited for my small dick to at least get down to a half chub before making my way inside. At least my jeans may help to conceal my hard on right? Fuck, that's right, my outfit... I had forgotten all about how underdressed I was. Oh well, I can't be the only one not dressed up right? Wrong.
Michelle, dressed in an exceptionally stylish white dress, excitedly answers the door, hugging me, as I look behind her to a room full of people about as dressed up as dressed up could be.
"Andy!" Michelle squeals, "I'm so glad you could make it!" We hug and sway cheek to cheek as she tells me where the food and drinks are, but I pay little mind to the rest of what she says.
Everyone is dressed immaculately. Almost like it was a wedding or high end business meeting with a bunch of executives. I stick out like a sore thumb in my poor excuse of a "fancy" outfit. Surprisingly though, no one pays much mind to me, or at least says anything out loud. No one aside from Laurie.
"Really, Andy? This is what you call fancy?" she asks.
Laurie is dressed in a beautiful red flowing dress and heels. Almost mesmerized by her beauty I almost struggle to answer, but crack back with a weak apology, mentioning something about my work schedule leaving me with no time to appropriately prepare.
I continue mingling with the rest of the party, doing my best to ignore Laurie. Several games were played and drinks were had, all the while Laurie stared daggers at me. While playing pong, I notice out of the corner of my eye Laurie whispering something to another friend of ours Allie. Allie, who had been drinking the entire night, and wearing a tight fitting black dress that hugged her perfect curves exceptionally well, seemed to notice me and my outfit for the first time.
"What the heck is this Andy!" she practically shouts, "This is not acceptable." Calling out to the other side of the room, "Michelle, don't you have something of Todd's he can wear?" Todd is Michelle's boyfriend, and pretty well dressed himself. He's taller than me by a few inches, but I could maybe pull one of his outfits off.
Michelle, who is noticeably buzzed, comes over, sizing me up. "Hmm... Todd's clothes may be a little big on him, but we can at least try something, come with me."
Allie, Michelle, Laurie, and I walk up the stairs to Michelle's bedroom, and as soon as the door closes, Allie lifts my shirt, starting to say, "The shirt is fine but not appropriate for a..." her words stop in her tracks. "Andy, are you wearing a pink thong??"
I scurry away from her touch, cheeks blushing red. I touch my shirt at the hip and sure enough feel my thong underneath the material. It must have rode up at some point during the night, and now my three friends here know my deepest secret. She stares at me with a wide smile, Michelle and Laurie's mouths agape.
"No way..." Laurie says.
"Show us sissy boi!" Michelle says excitedly.
I'm not sure if it was the drinks flowing in me that raised my courage, but I decided to lift my shirt and show them the whale tail sticking out. The idea of someone catching me in my thong panties was thrilling. Something I constantly thought about and turned me on to no end. I knew the moment Allie saw my thong, my relationship with my friend group would change forever. I decided at that moment, I was going to play this out and see where it led. Maybe the girls will go shopping with me and dress me up further in the future? Little did I know the future would come so soon.
The girls clapped giddily in excitement. "Oh my gosh! This is wonderful!"
"So cute on our little faggot!"
"I want to see it all!" Nerves got the better of me as I lowered my shirt.
I start to say, "Guys, you have to promise not to tell any..." but my words fall on deaf ears as the girls excitedly chat to themselves.
"I know!" Laurie says, "Michelle, why don't we lend him one of your outfits so that he can properly attend this party?" I gulp, not knowing if I wanted this to happen or not. Sure, a situation like this has been a lifelong fantasy for me... but to have it be reality... in front of so many people...
"Laurie," Michelle answers, "That's a fantastic idea. And I have just the outfit in mind." She pulls out a very short shimmery silver mini dress and my jaw falls to the floor.
All of a sudden I'm sitting down in a chair in the bathroom with two girls lathering my face in makeup. Blush, eyeliner, mascara, lipstick, the whole works. Michelle is squatting down rubbing some type of lotion on my legs , before standing me up and continuing to rub it on my ass. She gets to my genital area and I get a bit apprehensive.
"Guys, this seems to be moving so fast. Yes, I like to dress in panties, but to go completely feminine with everybody downstairs... I don't kn-" I'm cut off before I can finish my sentence with Allie reaching down and gripping my hard tiny dick.
"You can't fool us, Andy. As soon as we caught you in your pretty panties and you saw the pretty dress Michelle picked out for you, your little dick has been hard as a rock. So save it."
She was right. This entire scenario is a dream come true. A fucked up perverted dream, but a dream nonetheless. The alcohol in my system was loosening my inhibitions.
"That's right, Andy. It's painfully obvious. Now quit acting like you don't want to do this. It'll be a lot more fun if you really let loose..." Laurie pauses before gripping my clitty herself and whispering, "And admit you want to dress like a slutty little gurl."
Fuck.. I was leaking precum heavily and Michelle even chimed in. "Yeah, Andy. And there's nothing to be ashamed about either! All us girls have a slutty side, and it's clear you want to be one of us... at least in some ways." She eyes my dick up before teasing, "Plus... that thing right there... Well, let's just say you'd have a hard time pleasing any of us, little dick sissy boi."
They all laughed at my lack of size, and Laurie with her hand still on my dick stroked it, "Look guys, it's barely a handful, one half stroke and I nearly slip off it. It's so cute!" She continued the half strokes as they laughed. The snickering paired with the stimulation was too much for me and I came. Cum came shooting out of me onto her hand and the floor. The laughter only doubled in volume after that. "Oh my God, Andy.. Did you just..."
"Cum from us laughing at your tiny dick?" Allie finished and they all started laughing again. Embarrassed, I said nothing. Face red, I kept my head down and apologized.
"Sorry."
"Sorry?! There's nothing to be sorry about, Andy."
"Yeah! It was cute."
"I didn't even know a dick that small could cum!"
"Guys!" Michelle exclaimed, scooping up the cum that landed on her floor. "Let's see if she likes cum!"
"Yes!" Laurie and Allie answered her in excitement.
Before I could even protest, Michelle put her cum covered fingers in my mouth. I obediently sucked and swallowed, getting lost in the moment. And it was at that moment my life would change forever. I had never tasted myself prior to this. Never had any sort of relations with a man. The entire act of putting cum anywhere close to my mouth was just... taboo.
But as soon as Michelle stuck her cum covered fingers in my mouth, the taste was just... magnificent. It was salty yet sweet... thick... creamy... I instantly fell in love with it. I wanted more. I needed more....now a cum loving slut.
"She does like it!" exclaims Allie as I continued sucking Michelle's fingers.
Michelle takes her fingers out of my mouth and I say thank you, not really looking at any of them, before my eyes settle on Laurie's hand, still covered in my cum. I lick my lips.
Laurie chuckles, noticing my stare, "She doesn't just like it... she loves it!" Laurie brings her hand to my mouth and I immediately lick it up. She laughs again before saying, "Michelle, Allie... I think we just created a cum slut." I pay no attention as I savor the taste of myself. She was right. I didn't make the connection until she said it, but I was a cum slut. And I'll do whatever it takes to get some more. Whatever it takes...
"And... walla! Done!" Michelle exclaims. I stare at myself in the mirror, amazed at the beauty on the other side. The boy I was who entered this household is completely gone. Instead, a bombshell of a gurl is staring back at me.
The mirror reveals a petite gurl, in a shimmery silver dress that goes about a quarter of the way down her thighs, with 4 inch matching heels that really bring out her elegantly long legs. The blonde pig tailed wig really brings out her gurly side, and the dusty red eye shadow compliments her red lipstick beautifully.
And I'm only thinking in the third person because I refuse to believe that's me... And I look so fucking hot...
"She's mesmerized," Allie giggles.
"We did so GOOD!" Laurie adds.
"Only because we had such a beautiful canvas," Michelle says, pinching my cheek as if I was a .
"Now go ahead, Andi, walk for us," says Allie.
I do my best, to walk in the heels, tripping every few steps. "Guys, this isn't so easy."
"No, no, it takes plenty of practice," Michelle remarks.
"Guess you're going to have to lean on some hunky guys when we get you downstairs!" Allie exclaims, making herself and the other two laugh.
Cheeks blushed red, I think about the situation I'm in once again. I wasn't nearly as drunk as I was when this "game" of dress up started, and while I was admittedly loving it, revealing myself to both friends and strangers downstairs was an entirely different story. Though, the thought of hunky guys did intrigue me. Did these hunky guys have... cum? ... for me. Snap out of it Andi!
"Are we sure it's a good idea to go downstairs dressed like this? Sure, I'm having a good time with you guys but..."
"Oh, we ARE going downstairs, Andi," Laurie declares.
"YES," Michelle emphasizes, "this is a fancy dress party after all, and your old outfit was just not doing it."
"Nope, not at all."
"Besides," Michelle starts before I hear the shutter of a camera. I stumble over turning around before the camera goes off again, this time my face clearly in the shot. "When I show fellas this picture downstairs, they're going to be DYING to meet this gurl."
"HEY," I said flustered. I look down at the floor to see my old clothes piled up. Anybody who isn't clueless will know those are the clothes I came here with and be able to put two and two together. Guess there's no getting out of this one or maybe I was just thinking too much about it and no one would know... I take another step forward, still stumbling a bit before settling down on the bed. Either way, deep down, I know what I really want...
I then think back on my predicament. Will any guy really recognize me down there? Sure, if they looked closely at the photo, they may be able to put two and two together. But just seeing the bombshell they turned me into may not. I take a deep breath before saying, "Okay, fine. But you guys have to promise not to tell anyone it's me dressed like this! Introduce me as someone else."
"Yeah, yeah, slut. We won't tell anybody," Allie says, linking one arm.
Laurie links the other, "Let's party!"
I walk arm in arm down the stairs with Laurie and Allie, stumbling as I go, painfully aware of how exposed this outfit makes me. The air drifts up my freshly shaven legs to my itty bitty thong and a chill rushes down my spine. My heeled feet plant on the floor, taking in my surroundings. I catch some eyes, but it doesn't seem anyone is staring at me too closely. At least not in an inquisitive or accusing nature. I am catching some lingering stares from the guys, but they aren't looks of disgust. Far from it. In fact, as I see one man lick his lips, I realize they are looks of lust, for me!
This one man eyes me up and down, then stares me in the eyes. He's easily over 6 feet tall, muscular and dark skinned. I've never been attracted to guys before, or maybe I have been and I refused to admit it, but with the way this man was staring at me... I'd be lying if I said I didn't have butterflies in my stomach. My eyes instinctively went to his groin, wondering if his cum tasted as good as mine. I bet it tastes great... STOP... Get your mind out of the gutter, gurlie! Oh no, I was subconsciously calling myself gurlie... What did these girls do to me?!
"Okayyyyy," Allie exclaims, "Me and this pretty gurl want to play some pong. Who's in?"
"Jamal and I want in," the sexy man I was still staring at responds. He walks up to me and holds his hand out, "Hey. The name's Marcus."
I daintily put my hand out, struggling to figure out what to call myself. His hand engulfs mine, instantly turning me on. If his hand is this big then his dick must be... Who knows how long I was standing there just staring at this hunk of a man. Luckily Allie answers for me as I blush, "This cute little thing is Andi with an I," then she moves in close whispering, "And she's very horny!" I blush even more in response and Marcus laughs. I guess I was Andi with an I, tonight...
"You're something else, Allie," he continues to laugh. His eyes continue to linger on me, as I look up at the muscular man, before Laurie chimes in. "I think she's in love, Allie."
Allie laughs answering, "Okay, let's play! Loser owes the other team a kiss!"
"I think we can agree to that," Marcus says, still smiling.
At the table I stare down at my groin to see I'm still smooth, despite having half a tiny bulge in response to Marcus. I guess sometimes it pays to be small.
I've never been very good at pong, and with everything going on tonight, I still wasn't very good.
I kept getting distracted as well. I felt so exposed in my dress, yet so sexy. I can see why girls love dressing up. The thrill is just... unmatched.
Another thing that kept coming back to my mind, my cum. It wasn't even an hour ago when the girls made me taste mine, but I couldn't get it out of my head. It tasted so good. I stared at Marcus, eyes lingering down to his groin, wondering if his tasted like mine... Maybe it's even better...yummy, delicious cum, to make me more feminine.
"Hello... earth to slut," Allie called out. "Stop staring at Marcus' cock and go. It's your turn." The boys laughed at this as I finally came back to my senses to see the guys only had one cup left to hit!
I tossed my ball, and it fell short of the plethora of cups on the other side my partner and I had yet to hit. Marcus, it being his turn, picked up the ping pong ball and sunk it into the final cup. Geez, that was a quick game.
Marcus grabbed the other ball from his partner and said, "Let's make a deal. The games over, but let's do a little double or nothing. If I miss this, you girls won't owe us a kiss. But if I make it... Andi's going to have to stick with me the rest of the night."
"Deal!" Allie answers before I can even say a word.
"Allie!" I whisper. "I don't want to be away from you guys."
"Relax, Cindy. It's not like we'll be leaving the party. You'll just be giving all your attention to Marcus over there. We'll keep an eye on you, make sure things don't get out of hand." She could see I was still nervous and rubbed the small of my back. "It's going to be okay, gurlie." Quietly, she follows that up with, "Besides, I know you want to do more than just kiss him." She lowers her hand, giving my butt a squeeze through my dress as Marcus sinks the second shot in a row. I gulp.
Allie faints a shocked gasp and runs over to Jamal and gives him a fat kiss. She turns around, still arm in arm with him and says, "Andi with an I, be a proper lady and own up on your end of the bargain."
I shyly walk over to Marcus. I stumble over my heeled feet and fall into him, my hand somehow finding its way to his groin (and his cock) by accident. Omg, this thing is huge... He helps me up as my hands find his chest. Looking down at me, he says, "Don't rush baby, there'll be plenty of time for that later." My clitty hardens at his brazen comments. Just get this kiss over with... I tilt my head up and plant a kiss on his lips. It was meant to be a quick one, but he pulled my body even further into his as he opened his mouth and slid his tongue inside. My eyes went wide in surprise, but I quickly closed them, getting lost in the sensation. He squeezed my cute butt, as I let his tongue invade my mouth, fighting it back with mine, wrapping my arms around his big manly neck.
We made out for a while. Easily over 2 minutes, and my mind was blind to my surroundings. He caressed and squeezed my butt cheeks the entire time, and I seriously couldn't get enough. He was so strong, and it felt so right to be in his grasp. I loved the way he squeezed my butt and he was such a great kisser!
I've never felt like this before. In that moment, I wasn't some dude in a dress. I was all gurl and I didn't want this moment to end. He pulled away biting my lip as he did. I looked up at him with puppy eyes, wanting more. Forgetting where I was and even who I was at that moment. He gave my ass a light but firm smack. "More later, babe," he quietly said.
I came back to myself, embarrassed at what just went down. I looked around and no one was really paying attention to me, until I got to the section where Laurie and Michelle were standing. Laurie mouthed the words, "Hot" to me. Allie walked past me towards Laurie and Michelle. She whispered, "Somebody's getting some dick, tonight." I blushed red.
Michelle, clanged a knife on her glass and announced, "Attention everyone, to all those who'd like to play truth or dare, make your way over to the seating area."
Marcus grabbed my hand and pulled me over. I guess I was playing...
The seating area Michelle was referring to was in the adjoining room, closed off by two doors separating it from the rest of the party goers. Filling out the room included 4 guys, none of whom I was more than acquaintances with leading up to today. They included Marcus, Jamal, a tall, lean white guy named Matt, and a tall, more muscular guy named Curtis. The girls included Allie, Laurie, Michelle, and myself (if you want to include me in that). I couldn't help but feel tiny in the presence of these men. The shortest of the bunch was Jamal, and he was still a solid 6 feet 3 inches tall. I didn't really mind it though. It made me feel...gurly and more feminine. A feeling I was becoming increasingly more pleased with.
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Dom TS
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Posted:May 13, 2024 4:29 am
Last Updated:May 20, 2024 5:7 am 2358 Views
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Billy Bausch checked his very expensive gold Rolex as he turned off the highway...damn. He had come straight from the office and was still attired in his finely tailored suit, but due to the Friday rush hour traffic he was going to be fashionably late for the cocktail hour. At the age of twenty-seven, William Harrison Bausch III had it made, with a great executive position that he loved along with a $10,000,000 trust fund, he was already very financially secure. Not only that, but Billy had also been blessed with good looks, leaning more towards handsome than pretty, with a full head of fine blond hair, blue eyes, a gym toned body and a dimpled smile that made him a notorious ladies' man. Yeah, life was good. Billy pulled his Porsche up to the iron gate of the old Carson Estate and handed the guard his invitation. He chuckled to himself at the pretentious shiny gold stationery printed with fancy black font like it was a golden ticket to a magical place.
Maybe it was...Billy had no idea what was in store for him this wonderful evening.
Publicly, these exclusive "by invitation only" alumni events at the Carson Estate were just stale fundraisers for a university scholarship fund, but in reality this was a gathering of a select group of well-heeled perverts and kinksters for an evening of unbridled debauchery. Each event usually had a fetish theme; oral, anal, bdsm, watersports, age-play, rope bunnys, etc. but tonight was to be something special, a Sissy Boi Auction. Given how much he had to "donate" to get his golden ticket, Billy was expecting that this event, and the merchandise, would both be extraordinary.
What was a good looking, well-heeled straight young man like Willliam Harrison Bausch III doing at such an event? In a word, "Boredom" ... Billy enjoyed breaking up his pampered, entitled lifestyle with the occasional thrill of indulging in some forbidden fruit. Except for a couple of drunken mutual jerk-off sessions with his frat bros, his sexual history had been totally straight, but tonight Billy would be crossing a line into engaging in gay sex. Sure, the mincing little gurl would be dolled up like a chick, but underneath the frills it would still be a dude sucking on Billy's big dick or taking it up her boi pussy. However, in Billy's head, fucking a sissy boi just seemed a lot less gay than fucking a dude. It didn't make sense, but somehow it did.
The guard handed back Billy's invitation and waved him through the gate. The Carson Estate was an old Tudor style place with a dozen bedrooms that sat on about 160 acres and was surrounded by an eight-foot-high brick wall that provided excellent privacy from any nosy neighbors. Billy pulled into the courtyard where high priced cars were already parked, but instead of pulling in line with the other cars, he backed his little baby into the tight space between the garage and a tree where she would be safe from door dings. He loved this car that his parents had given him as a prep school graduation present almost more than life itself. He put his leather driving gloves along with his phone in the glove box and checked his look in the mirror one last time before he got out and headed for the main entrance with the confident stride of a young stud in his prime.
The front door was open to the early night air, but as Billy approached, he saw that it was manned by another security guard. Having been here many times before, it was not a surprise when the guard waved a wand over him and asked if he had his phone on him. The rules were quite strict about NO recording devices or cameras being allowed on the premises in order to protect the privacy of the guests.
"Hey, Charlie. Am I the last to arrive?"
"Hey, Billy. No, we still have a few more coming," Charlie replied nonchalantly as he took Billy's golden ticket and crossed him off the guest list on his clipboard.
"How's the food? I'm famished."
"Great as always. I hear the lobster rolls are going fast..."
"Thanks. I'll make sure to get some. Catch you later..." Billy headed into the living room and scanned the crowd, noting the usual suspects amongst the guests and also taking in the cute sissy boi/gurl merchandise.
This was a very different scene than he was expecting. He had expected the sissy bois to be like something out of a drag show with exaggeratedly feminine acting twinks in heavy makeup, big longhaired wigs and outlandishly frilly outfits, but instead found normal acting college sissy bois sexily attired in female clothes with tasteful makeup, their actual hair nicely done up and for some reason they all were wearing tiaras like they were in a beauty contest. Billy smiled to himself. This was an auction, so you could say that was sort of like a beauty contest...
In fact, there was one gorgeous sissy boi that was dolled up like he was in a beauty contest, in a red one-piece women's swimsuit and red heels with a sash over his shoulder that proclaimed ironically "MISS PERSONALITY". All the feminine sissy bois were decked out in what could only be described as sissy fantasy outfits. There were two maids, one in black and one in pink, a playboy bunny, a schoolgirl, cheerleader, nurse, meter maid, etc.
Billy scored a lobster roll from the closest sissy boi...if you could call him that, or was it her? Either way, he/she was hot... a tall athletic black gurl with a ripped bod wearing a purple and gold belly dancer costume that left his washboard abs on full display. From bottom to top, his feet were in gold trimmed purple slippers, diaphanous purple harem pants permitted a view of his muscled calves and thighs as well as the purple thong that cupped his healthy bulge and cleaved his solid protruding buttocks, the short gold embroidered purple vest left his trim waist and solid pecs exposed, his full lips were painted a rich dark purple and his striking light brown eyes were lined in black like an ancient Egyptian. His dark mahogany skin made a perfect contrast to his golden tiara and the rings, bracelets and necklace that he wore. Sure, it was all costume jewelry, but on this Nubian stud they looked like a million bucks!
Billy checked out her name tag as he took a bite of lobster roll, "Thank you, Sheba."
Sheba smiled revealing white teeth and killer dimples. "Anytime, Sir," she replied coyly in a rich baritone that made Billy's knees turn unexpectedly weak. Thankfully she moved onto the other guests, but Billy found himself devouring his roll and swallowing hard while checking out her solid butt cheeks rolling hypnotically as she moved on...
No way. Billy didn't think he could survive a night with a gal Sheba...
Billy needed a drink. Now.
He turned to a tall sissy holding a tray with flutes of champagne that had her back to him, giving him a chance to check out her discreetly. He admired her tapered waist that had a wide black belt around it, the perky butt that stretched her fingertip length red minidress becomingly and the sheer black seamed stockings that led down to four-inch red fuck me heels that had straps around her ankles secured with little red heart shaped locks. Her outfit practically screamed "SLUT". Nice...Very nice...
Billy's revery was broken when she turned around and caught him checking her out. She seemed surprised to find him there and smiled, "Oh, hello... Who's little boi are you?".
The normally confidant William Harrison Bausch III was totally flustered by her. "I-I'm Billy..." he stammered. She had found his Achilles heel. Billy was only five foot four inches tall and he was a little sensitive about his one shortcoming...to coin a phrase.
"You look like you need a drink, little Billy," she smiled down at him as she held out the tray. Tawny, at Five foot eleven inches, made Billy feel like a little boi.
He eagerly took a flute of champagne, "Thank you...Tawny." Billy said as he noted her nametag and quickly downed the contents. As he put the flute back on the tray, Tawny took a cocktail napkin and gently wiped his mouth.
"You really did need that, didn't you little man?" she smiled. Billy noted that her lips and nails were painted the same deep crimson red as her dress and heels. Was she teasing him or flirting with him? Or both? Either way she was putting him off balance and he was at a loss as to how to respond.
"I-I like your outfit..." he lamely responded to her taunts.
"Well, thank you, Billy. Aren't you sweet? You look very nice in your little suit."
The compliment had a lot of backspin on it. Billy pretended not to notice, "Thank you, Tawny."
She offered him another flute and as he took it, she leaned in and whispered, "You can call me Mistress Tawny, my sweet little sissy boi Billy."
"Thank you... Mistress Tawny," he whispered back. His big cock was rock hard in his boxer briefs. WTF?! He was flirting with a tranny and couldn't remember the last time he was this turned on.
Tawny then took it up a notch. "Let me show you the bidding table, little Billy..." she grabbed Billy's bicep in a tight grip and steered him across the room.
Blushing furiously and all too aware of how strong Tawny was, Billy submissively allowed himself to be guided to the table where the silent auction for the sissy bois was taking place. There was a bidding sheet for each gurl on the table and a glamour shot of how they were dressed this evening along with an earlier picture of them in their previous male persona. Billy could hardly believe that the smiling young college student in the photo was actually the smoking hot, intimidating gurl that still had a vicelike grip of his bicep.
"Finish your drink, little Billy." She husked in his ear and squeezed his arm even tighter.
"Yes, Mistress," he replied automatically and emptied his glass. Why did obeying her orders feel so good?
"Good boy. Take another one and read the rules. I expect a generous bid from you Billy. Do NOT disappoint me."
"Yes, Mistress Tawny." Damn... it even felt good to just say her name. Billy took another glass of champagne like a good boy and Mistress Tawny moved on to the other guests.
Billy took a look at the rules. It was simple enough, take a room key, then fill in a bid for each gurl on the bid sheet by their photo along with your room number. At the appointed time they would announce the winning room number for each gurl. Billy grabbed a key. It was for room nine. He added the room number and a generous bid for Mistress Tawny.
"Hi, Billy,"
He turned around to see a fellow perverted kinkster checking out the gurls' photos. "Oh, hi Phil. Should be an interesting night."
"Oh, yeah. Umm, I would have thought that one of those sweet maids would be more your speed."
"Well, the night is still young," then he noticed which sissy Phil was bidding on. "Sheba? Really...?" Phil gave him a wry smile. Billy smiled back, "You're a better man than I, Gunga Din..."
Phil laughed and shrugged his shoulders.
Billy noticed another familiar face approaching, "Hey Tom. Who are you bidding on?"
Tom gave him a stern look, "Miss Personality over there. I want to spank that smirk off the little bitch's face..."
Billy grabbed his glass and circulated among the crowd. He got a spring roll from Billy the pretty little blond in a black maid dress and an empanada from the other very cute maid Pink, who true to her name, was in a pink satin maid dress with a lock of her hair dyed pink. Maybe Phil was right, maybe he should bid on one of those pretty maids.
"Another drink, little Billy?" Shit. Tawny was at his elbow again. It sounded to Billy like more than a suggestion. He took another flute of champagne. How many was this already? "Good boy. Drink up." She stood there expectantly. Billy drained the glass and put the empty on her tray. "Thank you, Goddess Tawny. my Mistress." She glanced down at the tray. Billy got the message and took a fresh glass. Christ. He had only been here a half hour and was getting buzzed from slamming champagne on a mostly empty stomach. He grabbed a spring roll from Miss Personality and decided that Phil was right, someone needed to wipe that smirk off the little bitch's face.
Billy weaved through the crowd toward the auction table to put in a bid on Miss Personality and her spankable little bubble butt. He smiled at the thought of the squirming little gurl bent over his knee squealing for mercy as he spanked that curvy little butt until it was as red as her swimsuit. He got to the table and checked out her before and after photos. Damn, even as a boy he had that same smirk that made you want to smack him in the face.
"What do you think are you doing, Billy?" a stern Mistress Tawny demanded quietly. Suddenly he was a bit more sober. Tawny took hold of his tie and led him down the table to her photo, "Do you realize that you have been outbid?" Billy looked through bleary eyes to see that he had indeed been outbid... Twice! No wonder Mistress was cross.
"I'm sorry, Mistress Tawny..." Billy put his room number down and doubled his original bid.
"That's alright, little Billy..." she soothed. Then with a conspiratorial look she added, "If you double that number again, you can have me for the whole weekend... all to yourself, sweet little boy..."
Billy polished off his drink. Even for him, that was a lot of money...
Tawny was tempting him like a devil on his shoulder, except Tawny was standing in front of him, holding onto his tie like a submisive's leash. "Just think about it sweet boy. Just you and me, little Billy... it's just a number... write it down and Mistress Tawny is ALL yours, ALL weekend. Do it little man, make Mistress Tawny happy..."
Billy glanced down at the bid sheet and with trembling fingers, picked up the pen. "That's my good boy. Do it for Mistress Tawny..." Billy wanted so much to please her in that moment, that he did it. He bid a ludicrous amount of money for the company of a domineering gurl.
"Oh, Billy. You're such a good boy. You've made Mistress Tawny so happy. Your ALL mine now...I OWN you for the weekend...ALL weekend." She gave him a quick peck on the lips, a swat on his butt, a fresh drink, and then went off into the crowd. Billy stood there for a moment staring at the bid sheet, feeling like a gambler who had just lost it all on one roll of the dice. Slowly it dawned on him that he hadn't so much bought Tawny for the weekend but somehow had sold himself TO her.
He took another drink of his champagne and another treat from a passing sissy. What the hell just happened...?
Ding...ding...ding...
The president of the group got everyone's attention by tapping his glass with a fork like it was a wedding. "Attention everyone. The bidding closes in five minutes, so please get your final bids in now. Thank you."
The crowd of perverts descended on the biding table like vultures. Billy looked around and noticed that some of the sissies were starting to look nervous. It had all been fun and games up to this point for them, but their gurly fates were to be sealed in the next five minutes.
Billy was nervous too. Part of him was hoping beyond hope that he would be outbid for Tawny so he would be off the hook for the insane price she had pushed him to write down. But what if he lost? He would be going home alone and frustrated. Maybe he should bid on one of those very cute little maids while there was still time...
"Last call, Billy boy..." Shit. Tawny was at his elbow again like a mean cat playing with a helpless little mouse. He drained his glass and took a fresh one. "In less than five minutes you'll belong to me for the whole weekend, little man...sissy boi" she whispered before moving on.
Billy's big cock rose to full staff at the threat. He started to sweat as he saw people glance at Tawny's bid sheet, react in surprise and move on to another sissy. The hope for a last minute rescue seemed to be slipping away...
Ding...ding...ding...
"One minute, people..."
Shit. Please...please...please...
Ding...ding...ding...
"The bidding is closed."
There were some groans from those who had been outbid and giggles from the rest of the crowd. Billy had a sinking feeling in his stomach and considered making a run for it, but all too soon they were ready to announce the winners.
Billy polished off the last of the liquid courage in his glass.
"Before we begin, let's have our hostess for the evening who has generously opened her home to us for these shenanigans, Mrs. Emily Carson," Everyone gave the sweet old gal a round of applause as the president waved her up to the front of the room. "I think it only fitting that we bend protocol and announce Emily's winning bid first. Congratulations Emily, you placed the winning bid on Sissy Juliet!" There was a round of applause as a sweet little doe-eyed pantyboy in a poofy pink sissy dress minced forward on her Mary Janes and curtsied to her new owner. The crowd applauded and wolf whistled, making Juliet blush.
Shit. I could have nailed that tonight Billy thought jealously...
"Next up we have Tawny." Billy swallowed hard. There were wolf whistles and applause as Tawny stepped forward. "Tawny was by far our highest bid for the evening, and she goes to... Number Nine!" There was more applause, but in his head, Billy just heard the fateful echo of "Number Nine...Number Nine...Number Nine..." With a nervous smile on his face, Billy wove through the crowd to stand next to Tawny, who with a flourish took off her tiara and placed it on Billy's head, claiming him as her property. They looked like a prom king and queen as they took a bow before Tawny took him by the hand and led Billy away to his fate. "You are all mine, little Billy boy," she whispered in his ear as they left the room.
Instead of taking him upstairs, Tawny led Billy towards the entrance where Charlie was still on duty. "Got my stuff, Charlie?"
"Right here, Tawny," Charlie replied after giving a quick glance to Billy's tiara. He'd seen weirder things before on his job. He handed Tawny a gym bag and plastic grocery bag.
"Thanks, Charlie. You're the best," Tawny smiled, handing Billy the gym bag, then leading him by the hand out the front door into the night.
"You play safe..."
Before Billy could say anything, Tawny asked, "Where's your car?"
"By the garage." Tawny stopped and gave him a stern look. "By the garage, Mistress Tawny."
"Better, slave boy." Billy felt a shudder of submissive pleasure race through his core at Mistress Tawny's comment.
What neither of them knew was that the tiara Billy was wearing was specifically designed by Doc Dante to magnify any stimulation of the pleasure centers of a male's brain. Basically, any pleasure that a wearer would normally feel was cranked up to eleven! When Billy had arrived he was certain that a gurl would be sucking his big cock this evening............nope, Billy was going to be Tawny's cock sucker. Billy would be hooked for life and became a sissy boi, thinking about cock and yummy cum 24/7.
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Professor Slave Boi
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Posted:May 12, 2024 5:58 am
Last Updated:May 12, 2024 9:49 am 2677 Views
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"Bring it with you on Thursday. Fortunately, I picked out some other things for you to wear today. You'll find your clothes on and next to the spanking bench in the dungeon. You can change in there and then present yourself to us before you start cleaning."
"Yes, Princess. Thank you Goddess."
As I walked downstairs to the dungeon, I was still trying to process Anna's extremely troubling remark a moment earlier. Not the fact that I had to work longer than two hours, nor that the mansion was especially messy. Rather, it was the fact that they were planning on inviting guests on Thursday, the day I was to spend four hours with them, including preparing and serving them dinner. They had promised me that I wouldn't be subjected to further exposure to other teachers at my university. Still, I had to risk asking, at some point, who they planned to invite to their "little get together."
Expecting to find a maid's uniform in the dungeon, I was not completely mistaken. Draped over the spanking bench were sheer black, thigh high stockings and a garter belt as well as a white lace maid's cap. On the floor next to the bench were a pair of what appeared to be brand new, black high heels. Presumably, these were purchased specifically for me and would not painfully pinch my small feet.
The garter had a velcro clasp, so was relatively easy to put on. I initially struggled attaching the metal clasps to the thigh highs, but got those on as well. I then put the on the ridiculous cap. Finally, the most challenging part: the heels. They were my size, thankfully, but I was very unsteady in them, even partially twisting my ankle when I first tried to walk in them. Regarding myself in a large mirror hung inside the door to the dungeon, I looked utterly absurd, especially with my bare torso and rock-hard sensitive nipples sticking out.
Anna laughed loudly when I wobbled my way into the living room, where she and Paul were now reclining on the couch. My tiny cock strained against its cage as I stood before my young monarchs, watching them scrutinize my ridiculously attired form.
"Don't worry, professor. You'll get used to the heels before you know it. Now let's see you curtsy."
The moment I was dreading. Should I confess to her that I had forgotten her instructions and beg her forbearance? Or should I wing it? I chose the latter, and chose unwisely. Not having a skirt to lift, I sort of mimicked lifting a phantom one and lamely bent my knees before standing straight again. There was no extending my right foot behind my left, no holding my position for two seconds when I bent my knees, no lowering my chin, no maintaining eye contact with my mistress. In other words, my improvisation was a dismal failure.
"That's pathetic sissy boi. Did you bother to practice at all?", asked Anna, with a scowl.
"Yes, Princess. Maybe I picked a bad how-to video."
"You only watched one? You didn't read anything about the different steps involved? It's not hard to find instructions on Google. I checked myself. You either are lying to me or you're a complete brainless bimbo. Is it really true that we can't leave marks on his cute ass.?", she asked Paul.
"For now, yes, unfortunately. But I think I've figured out some ways to punish our professor that won't leave any long lasting marks."
"Good. He deserves it. Maybe a little pain will help you remember to do what we tell you to do in the future, and to do it properly," said Anna to me.
"Yes, Princess Anna. I promise to study how to curtsy very carefully before Thursday."
"You better. Including a deep curtsy."
"But that doesn't get you off the hook for fucking up today," said Paul. "Now get busy."
I gathered up their dirty laundry first and started a load. The mansion was indeed a mess. I later learned that Paul and Anna simply never picked up after themselves. Why should they when they had a seemingly ever increasing stable of menials to do so for them. However, when one of the servants fell ill or for some other reason failed to clean on their allotted days, the next one paid the price, as I did that day. It was quite challenging walking in the heels, but Anna was correct that I got used to them fairly quickly. By the end of the nearly four hours I was with them that Tuesday, I was managing to walk in them reasonably steadily.
As I worked, I caught snippets of their conversation.
Anna said, "It's a bummer we don't get to control his little cocklet."
Paul replied, "I know. But I'm working on that. It's going to take a little time."
"That's good. Without control of his tiny cock, it doesn't feel like he's truly our slave, you know what I mean?"
"I do. Just be patient."
"How do you plan to do it?" Anna glanced at me. "Or don't you want him to hear?"
"I don't care if he hears or not. There's nothing he can do about it. The key is to make friends with Luke. He was willing to lend Rollins to us at the Ren Fair when we asked. My guess is he'll be willing to share him again. And regularly. Besides, Professor Larson told me Luke built a huge pool at his house. I'd love to swim there when the weather gets nice. Indoor pools just aren't the same. We enjoy nude sunbathing."
I knew that Paul had taken one of Neil's classes last year, but hearing that they had been in touch since the Ren Fair -- bonding over their shared love of nude swimming, no doubt -- was concerning. I hoped that there wasn't anything else they were bonding over.
Anna instructed me to use the Johnsons wax I had purchased to polish the expensive coffee table and end tables in their large living room. They watched TV as I worked around them, ordering me as they did last time to serve them drinks. The toothbrush was for me to clean the crevices in the tiled bathroom floor of the huge master bathroom. Anna said that the crevices made it difficult to thoroughly clean with a mop. That may have been true, but I suspected this was more about humiliation than cleanliness. She supervised me as I worked on my hands and knees, scrubbing the first few tiles, urging me to pay particular attention to those closest to the toilet. She stood in the entrance way, as I bent over with my panty-clad butt sticking out. Although my clitty fought against its chastity cage almost the entire time I was there that day, there were certain moments such as this that the throbbing was particularly unpleasant.
As I was mopping the kitchen floor, I heard an alarm go off.
"Get your ass in here slave.", I heard Paul yell from the living room. "It's time for your punishment. Normally, I don't administer correction until a servant has completed all assigned tasks for the day, but since we can't leave any visible marks on you for the time being, I'm going to make an exception for you. Five demerits from last week plus one from today. Not to mention your compete failure to learn how to properly curtsy. Get over my knees."
"But what about the punishment lines, sir?"
"You're questioning me? They were to address a separate issue: your idiotic obsession with academic integrity, professor."
"But, Sir, didn't you say that you would address my demerits on Thursday when I would be here longer?"
"That was before I knew you could stay here longer today. I intend to take advantage of it. But I'm also happy to administer part of your punishment today and part of it on Thursday. I'm sure that our guests will enjoy it."
"Uh Sir, I was meaning to ask you about that. You, you...you and Princess Anna promised you wouldn't tell anyone or show anyone..." My tongue was tied.
"Don't get your panties in a twist, professor. Our guests are Kelly and Archer," said Anna.
"Archer Princess?"
"Archer is Kelly's boyfriend. You two go way back. He saw you cleaning Luke's truck in a pink speedo and you cleaned his muddy boots at the Ren Fair. That was so much fun!, Anna giggled.
"What are you waiting for?," Paul snapped.
I walked over to him and lay across his knees. Across the knees of my student, dressed as some fetishized faggot maid. It was a truly surreal moment.
"The advantage of a hand spanking is that it can hurt quite a bit, but it won't leave marks. The redness will fade in a couple of hours, and I think I know how to go right up to the edge of leaving bruises without actually leaving them. The key is lots of repetition. I'm going to give you twenty spanks for each demerit. Normally, it would only be ten, but that's when I'm using a paddle, strap or crop. Or cane. We will inspect your cleaning when you're done, and any additional demerits you earn today will be addressed on Thursday." Paul rubbed my bubble butt with his hand as he spoke, a sensual exertion of control that I did not expect, making my tiny clitty throb in it's steel prison.
"Did you ever think you'd get to spank one of your professors?", Anna asked her dominant boyfriend with almost childlike delight.
"Great to check this one off the bucket list. Someday, I'd like to have a Senator or Governor over my knees."
"How about the President?"
"You never know. There are submissive cucks and closet masochists in all walks of life."
And with that observation, Paul's hand came down hard on my panty-clad bottom. It came down again and again. The first strike hurt, but it was the cumulative effect that really turned this hand spanking into a tear-inducing punishment. I managed to be fairly stoic until about the 30th strike. By around the 50th, I was kicking my smooth legs. Eventually I kicked with sufficient force that both of my heels came off. Although my sheer panties offered next to no protection, about midway through my punishment, Paul pulled them down and struck me on my cute bare bottom. Around the same time the tears came, I started squirming around on Paul's lap.
"Stay still slave!"
I tried, but as the spanks kept coming, I continued to squirm on his lap. Paul then reached between my legs and firmly grabbed my small balls. That certainly got my attention.
As he squeezed them, Paul said, "Do you think you can be still now slave?"
'Yes Master. I do Sir."
Through great exertion of will, I was able to remain still as Paul delivered the final twenty strokes. He pushed me roughly off his lap onto the floor after he finished.
"Normally, I would now make you stand in the corner with your ass on display for 30 minutes or so, but I want to make sure you have time to finish cleaning."
I wiped the tears from my eyes and replied, "Yes, Sir. Thank you Master, Sir."
Anna sat down next to Paul on the couch and, inserting her hand into his sweatpants. said, "That was hot. Did it excite you as much as it did me? Oh, I can feel that it did! Please fuck me with your huge cock on our freshly made bed."
"Sounds good, babe. If we're quick, he can wash the sheets again before he leaves."
Which is exactly what happened. Their inspection of my work only resulted in two additional demerits that day.
Before I left, Anna gave me detailed instructions for the meal I was to prepare on Thursday. Princess Anna also mentioned that I would be introduced to the art of cock sucking, which made my tiny clitty throb!
It was 9:30 PM by the time I got home. Given that Luke was away, I was hoping Brooke would release my tiny clitty when she got home and give me footjob or maybe even allow me to make love to her like she did on Thanksgiving. As exhausted as I was, I had been in a near constant state of frustrated sexual arousal throughout the day and its myriad humiliations, and I was dying to be released.
Unfortunately, Brooke had a difficult night at the restaurant (two men who hit on her, and one who stiffed her after she politely rebuffed him) and was in a foul mood. So instead of being released, I spent still more time on my now truly aching knees, giving her a long foot massage as she silently watched TV.
That was still the highlight of my long, long day. That's the life of a submissive and obedient sissy boi ........ with a tiny clitty!
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