5'10 240 pounds and ready for whatever. So jail, even tho it was my first time, wasn't all that scary. But in truth deep down I was terrified of the the stories and all I had heard from friends and family who had been. That and I was always a chronic masterbater. I knew this wouldnt be and option for months.My first day in I was the third largest black guy and my racial group took good care of me. Favor here and there or me needing to handle some "business" (fight) they called me and I took care of it, I even got lucky and got in a all black tent. For the time being I thought, most guys were in for thirty ninety or 6 months very few had long sentences unless waiting to be transferred to prison for their time being. About the third weekend I met the man I would later know to be in control of the tent I lived in. He was huge bulging muscles, 6'3 and he looked to weight 255, all muscle. Although he was taller then me he was not any threat to me I knew he was slow and bulky so if it came. .I wanted to beher sissy maid. She had no idea of my "tendencies" but I did try to hint abit at times. I even purchased her a pink sissy maid uniform, completewith thigh-highs with pink bows, pink ruffled panties, a small whitepetticoat...but the key ingredient that should have set off an alarm wasthe 80-yard pink petticoat straight from my secret sissy stash. But shewore it for me on Valentines day regardless, and she had no idea that whatI really wanted was for her to make me wear the very outfit I hadpurchased for her to wear for me. And while I had her bent over the bed,thrusting in and out of her, all I could think about was being that sissymaid bent over while taking it in both ends. When I came into her, Iimagined that instead of me cumming, it was the two men who were doing me(one in the mouth, one in the butt) who were gushing out loads of cum intome.After Valentines Day we settled into a bit of a rut. We'd have sex everynight before bed, nothing too kinky or anything and.
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