1. Heather's Sissy


    Date: 7/28/2015, Categories: BDSM, Fetish, Shemales, Author: klammer, Rating: 50, Source: xHamster

    strap-on...I think it's time we started letting you su-k the real thing.' I wanted to say something in opposition but her boyfriend had started thrusting harder. He was gripping my stinging cheeks with both his hands as he rammed his c-ck into me repeatedly. With hard, punishing thrusts, he hammered me from behind, slamming my body and making me dizzy from his efforts. And then, unexpectedly, he stopped. Clutching my stinging buns hard enough to make me cry out, he suddenly lunged forward and f***efully stuffed his battering ram all the way in, roaring as he came with boisterous gusto. I felt a warm infusion of creamy goo filling my back passage as he exploded in a tortuously long orgasm. Holding me in place, I felt his engorged c-ck convulsing as he f***ed me to take his seed, emptying the contents of his big balls deep within my rectum. Being pinned down and unable to move, I heard him gasping for air behind me as he slowly began to recover from his incredible climax. At the same time, my poor, aching hole was sore from being stretched so far and for so long. Quietly, I wept with shame. I knew only a true sissy would have put up with this and I shuddered at what I'd become. 'Julie,' he finally said between draughts of breath, 'Get me a buttplug.' Julie winked at him and disappeared down the hall returning with my pink rubber plug and a wide smile on her face. Oh No... Slowly easing his flaccid member out of my hole, Heather's boyfriend quickly replaced it with the thick ...
    synthetic buttplug, forcing my anus to remain stretched open, as well as trapping his ej-c-lation of creamy semen inside me. 'That'll help serve as a reminder to you,' he informed me as he slapped my red bottom. I winced and sniffled as Heather came up behind me and began pulling the sides of my diapers up. Bending over me, she held the ends together and secured the safety pins, sealing me back once again in my infantile prison. 'No...please,' I begged her, but she only smiled down at me with that superior look of hers. 'You've had a quite a night, Bobby. And now its time for your beddie-bye,' she said as she retrieved my plastic panties. They must have come off while I was being spanked and she held them open for me patiently, while I inserted one foot after another into the leg holes. Slowly, teasingly, she pulled them up my smooth, shaved legs, drawing out the humiliating ordeal to further demonstrate her dominance and superiority over me. My face was beet red and I kept my eyes downcast but I could feel the stares of the other two as they watched me being dressed like a helpless baby for his bed. I watched her long, finely manicured fingernails as she circled them around my waistband, working the shiny waterproof panties over the bulky cloth diapers pinned around my hips. After ensuring that the panties completely covered my diapers, she let them go with a snap of the elastic. I was still looking down when she put her slender finger under my chin and raised it, forcing me to ...