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erring_ways 52F
1 posts
3/16/2023 9:38 am
Wicked Deeds - Story


It was late, nearly midnight, when someone pounded on the door. Whomever it was clearly hadn’t taken the dark windows as a clue. I didn’t budge. They’d get the message. After a moment, my phone buzzed with a text message.

Scott: It’s me. Open the door.

Stunned, I read the message three times until a second message appeared.

Scott: Molly! It’s pouring! Open the door.

Squealing, I yanked on the nightshirt I’d tossed over the foot of the bed and raced down the stairs, then back up to grab the key for the deadbolt. By the time I pulled open the door, you were soaked. “I can’t believe you’re actually here!” I blurted, reaching for your hand to tug you into the house. Once you were inside, I slammed the door shut, locked it and replaced the chain before leaping at you for the long-anticipated hug and yelped as I came into full body contact with a lot of cold and wet fabric. You laughed but wouldn’t let me squirm away and we both warmed quickly. “I wasn’t expecting you.” I said, inanely.

“Probably because I didn’t tell you I was coming.” Leaning back, I looked up at you more carefully.

“You look tired.”

“I am. I’ve been up for over twenty-four hours but I wanted to get here as soon as I could. I need sleep though.”

“Shower first? You’re freezing.”

“Yeah.” I led the way upstairs, collecting a fresh set of towels for you and turning on the water in the shower. You’d been out of comms for a few weeks and to have you just show up was wonderful but throwing me off my game. I was glad I’d just made the bed up fresh that day.

“Let me.” I said softly, joining you in the bedroom. Smiling, you dropped your hands away from the buttons on your shirt. I made quick work of undressing you. Some other time, I would linger and tease but this wasn’t the time for that. In a matter of moments, I had you naked. “Go on. Have your shower.”

Not ten minutes later, you were back, scrubbing your skin dry with a towel. “Sorry baby.” You told me. “Whenever I imagined this, I was sure we’d start with fucking but I’m just too tired.” Smiling, I put my Kindle away and patted the mattress where I’d pulled back the covers for you.

“I know. It’s okay. Come to bed. We can fuck when you wake up.” You chuckled and slid naked into bed, moaning with pleasure as you sank into the mattress. Reaching over, I pulled up the covers, enjoying the sound you made under the weighted blanket before turning off the light. Tired you might be, but it didn’t stop you from reaching over and pulling my hips back so your cock was nestled between my ass cheeks.
“Expect to be woken up early.” You warned, nuzzling my shoulder.

Thirty minutes later, I knew you were still awake. “Can’t sleep?” I asked quietly.

“No. My brain won’t shut down.” I wriggled a bit until you let me roll over onto my back, my legs draped over your thighs. There was just enough ambient light to let me meet your gaze.

“Scott, I know you said you were too tired to fuck but are you too tired to be fucked?”

“What do you mean?”

“You know how we talked about exploring pegging together?”

“Yes.”

“Well, I wanted to be ready if you ever managed to get out here again. So I bought a strap-on harness and a modestly sized dildo so that if you wanted to try, we could. If nothing else, it might give your brain something else to focus on?” I knew from experience that sometimes even just a few moments of distraction from a worry was enough to release its hold on my mind. Against my hip, I felt your cock twitch. “I’ll be very gentle.” I promised.

“That’s definitely not how I imagined our first time together to go.” You told me, sounding hesitant.

“I know. But we can do what you imagined tomorrow. For tonight, I just want to help you get the rest you need.”

“Let me see it.” You said, pushing yourself up into a sitting position. Turning on the light again, I retrieved the harness and dildo from the toy bag. It was a clear silicon cock, five inches long but not too girthy. Even for someone untrained, it wouldn’t be too challenging. I could tell that you weren’t entirely sure about this. I could also tell that it had effectively distracted you from whatever had been bothering you a few moments before. “Yes. Okay.” You finally said, handing it back to me. “How do you want me?”

“Help me get the harness on.” I said, tugging it up my legs. You grinned and tightened the straps, forcing the dildo upright against my pelvic bone.

“Let me get the lube.” I told you. Going into the bathroom, I considered for a moment what would be best. I wanted you to feel as comfortable and safe as I could manage and for me, that meant giving you a sense of control. As a sub though, I also knew that it was a fine line with making you feel like you were responsible for making this a good experience. You weren’t. That was my job tonight.

I slipped a glove on my right hand and a condom over the dildo before collecting the homemade coconut and olive oil lube. Smirking, I also slid the bullet vibrator into the small pocket on the harness. You wouldn’t be able to see it but you were certainly going to feel it. “Slide your ass to the side of the bed.” I told you, returning to the bedroom. Stepping between your legs, I patted your thighs. “Feet up against the bookcase. That way if you need to push away, you can.” Your legs were long enough that your knees were well bent when you complied. I knelt down and checked the height. I was a bit too low and reached for my yoga blocks to raise myself slightly.

“So face up?” You asked. Looking down at the impressive erection you were now sporting, I nodded and smiled.

“Face down would be uncomfortable, I think. Besides, I want to see your face and play with your cock while I fuck your ass.” I knew that graphic language was a turn on for you and telling you what I had planned was just ratcheting up your arousal.

Scooping a glob of lube up with two fingers of my gloved hand, I first coated your dick. As I spread the oil over you with my other hand, I took more lube and this time ran my fingers along the crack of your ass, gently teasing your hole. Your thigh muscles twitched as I played with your cock and ass.

When I felt your asshole relax, I slid a finger in and thrust gently a few times, spreading the lube. “You’re doing so well, Scott. There’s no rush. Take it nice and slow.”

Your cock bucked in my hand and some pre-cum leaked out. “Don’t tease me!” You growled. “I won’t last long like this.” Nodding, I withdrew my hand and collected more lube, smearing it thickly on the dildo before lining it up.

“Ready?”

“Yes!” I nodded and guided the knob into you, pressing just enough to get past the ring of muscle before moving my hands to the tops of your thighs and pulling you towards me even as I pushed my hips forward.

I was mesmerised by your face. Having never been on this side of the equation, I had never watched the parade of expressions that came with being penetrated like this, except in porn. There was something about the initial pleasure you’d shown when I first touched your ass, followed by the flash of panic as you felt yourself yielding to the intrusion, and now the collision of sensations as the shaft slid past your sphincter and the knob rubbed on your prostate. It was amazing knowing that I was the one to make you feel all that.

I set a slow, gentle pace to start. I wanted to give you the chance to adjust, but also process, what you were feeling. I played with your cock and with my free hand reached down and turned on the bullet vibrator, chuckling as you almost bucked off the bed in surprise. “Fuck!” You yelped. Feeling wicked, I ground my pelvis against your ass, the full length of the dildo sinking into you. “I’m not going to last long.” You warned me.

“I hope not. If you do, I’m doing this wrong.” You chuckled and then tensed. “Faster!” You demanded. Pulling back, I started fucking you with more speed, leaving only the knob in you as I thrust in and out. “I need my hands. Play with your cock. Show me how you get yourself off when I send you a new story or pictures.” I told you. You raised an eyebrow at this very unsubmissive instruction but complied, sliding your hand up and down your cock, your gaze never leaving my face even as I watched your hand move. I tried, as much as possible, to match your rhythm, pushing in on your upstrokes and pulling out on the downstrokes. My hands were back on your thighs, ensuring that we stayed perfectly aligned. “You’re doing so well.” I encouraged, knowing that there was a lot for you to process. After a few moments, you arched and came. It was beautiful. I wanted to imprint every detail in my memory.

When your legs began to shake, I pulled out of you and gently eased them down so your feet were on the floor. Reaching for the pile of towels I’d folded but not put away earlier, I cleaned you up as best I could before removing the harness and setting it down on the used towel.

“Come on. Let’s get you settled properly.” I offered, urging you back into a sleeping position on the bed. “Do you think you can sleep now?” I asked.

“Not until I get a good night kiss.” You mumbled, though you were obviously well on your way to sleep already. Smiling, I pressed my lips to yours.

“I’m glad you’re here, Scott.” I whispered. You didn’t hear me. You were already asleep.

Pleased, I collected the towel, harness, and dildo and went to clean them before climbing back into bed with you and considering what would happen in the morning.


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