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A little fun This week I only had 2 dates. Nothing extreme just lite sensual play. So I have been training a slut online getting him ready for taking strap on for the first time. I am not a fan of online training but he lives in my area so I needed to get him ready for meeting we were going to have. He is an anal virgin. He is learning how to enjoy and crave the pleasure from being fucked. How he was trained. Two weeks ago he was given instructions on a few things he would need to have for the training to start. I sent him to the sex shop with a small list. A black trinity anal training set, a vibrator, lube, and a pair of black women’s thong. He reported back to me online within 1 hour of getting the items that I had asked for and we started play. I sent him a small gallery of pictures of myself so he would have a lovely image to stare at while we talked. He turned on his cam an instructed him to get naked. Starting 1st with the smallest plug I instructed him on how to tease his ass. Pushing the plug fully in and then removing it out. I told him to do this a small number of times before letting him keep the plug in and then stroke my ego. Tell me how pretty I was and things he liked about me. Then allowed him to stroke for a number of minutes before instructing him to do the teasing process all over again. For 2 weeks this went on building up to the medium size and by the end of the 2 weeks he had moved on to the largest size plug. For me this seems to be the easiest way to train a slut for anal. The process lets him get use to the feeling of doing it for himself before actually losing the control of having a Top do it. So you don’t have to bother with the whining of them not being able to take it. So finally after training we met. I arrived at his house, dressed in a short black dress that fell mid-way to my shapely chocolate thighs. My hair was simply done, pulled up in a well-placed bun. Shoes black leather 5in Vince Camuto closed toed heels with a bow laced with studs, and studs running along the back of the heel (thank you bird). Walking in to his home he hugged me, took my play bag sat it down on the couch. I told him to take off his clothes. I sat on the couch and watched as he removed each article of clothing. He hung his head low from embarrassment; I laughed and told him to get his plug, panties, lube, and some gloves. I told him to bend over the couch and spread his cheeks. I inspected his body making sure it was clean. Placing the gloves on I lubed up my finger and dipped it in his ass and checked to see if he was clean anally. I lubed up the medium size plug and slid it in his ass. Then he put on his black thong and clothing and he walked me to the car. Driving to the mall we went to Victoria Secret, bought a few matching panties, a black teddy for me and found a really cute pink one for hum to wear. Walking around the mall, we went to a few stores bought a few more things and went back to his place. We had a few drinks and he tried on his teddy and paraded around for me while I teased him and laughed. I took my strap on out of my play bag and put on my 8in black strap on. He lubed my cock once it was on and I told him to beg me to fuck him. When I pleased by his begging I slowly entered his ass. Starting with the head I pushed inch by inch until I was I him balls deep. Working him ever so slowly sliding in and out of him, he moaned and took my cock so well. I would reach around and teasing stroke his cock, when he told me he was close to cumming I would pull out my cock and let him he better not cum. Once he regained himself I would slide back in his ass. Going faster than before he was trying his best not to cum, enjoying the power I had over my little slut I fucked him more and to him to beg me to let him cum. Once I was pleased by his begging I allowed him to cum. It squirted all over the bed below him, leaving him panting and moaning from pleasure. I told him to lick the cum off the bed and he was happy to do so. We sat and talked about his 1st time and drank a bit more wine. The night had ended so I grabbed my things and went on my way home. I told him not to go to bed until I had called him and said that I made it home safe. I called him once I arrived home he wished me a good night and cleaned up to go to bed. |
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3/17/2015 8:11 pm |
Lovely, the training on line obviously made it all the easier for him on his big day...
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A lovely story Mistress
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