1. Heather's Sissy


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

    little girl than a grown man. I was utterly ashamed as I clutched the side of the table, trying to brace myself while he patiently grew used to the tight embrace of my back passage. My face and chest were a bright shade of shameful red as he slowly slid it in as far as it would go. Bottoming out, he held his monster deep inside me, making me squirm in discomfort. It felt like he was splitting me in two and I squealed again, trying to escape, but he easily held me in place, grinding his hips against mine as he f***ed me to take every millimeter of his big, fat c-ck. Across the table, Heather and Julie smiled at me in wicked agreement. Whatever humiliation I had felt in losing to her earlier was paled by this experience. To have a hard, thick c-ck buried all the way inside me made me feel completely emasculated and humbled. My hole ached from being stretched so wide and in an effort to relieve the pain, I tried to spread my legs wider to accommodate him but it did little good. I moaned again as he pulled his hard, slippery c-ck out, only to shove it back inóeven harder this time. 'Now you know who's boss around hereódon't you Sissy-boy,' he stated breathlessly. 'Ye-yesóOOOHH!!!óyes Sir,' I replied between moans. I could feel his heavy weight against me and it was equally obvious I could do nothing whatsoever about it. I could see Heather reaching into her purse for her digital camera, and she pointed it at me, taking several humiliating shots just as her boyfriend stuffed his ...
    massive, rigid c-ck deep inside me again. 'I want to make sure we capture this moment for all of posterity,' she giggled, 'I'm going to frame it and hang it up on the wall in your nursery, Bobby, so you'll always remember what it was like when your virginity was taken.' I moaned weakly, helpless to stop this big brute from sodomizing me. After stretching me out and getting used to my snug passage, he began a long, degrading rhythm, in and out, going deep inside with every thrust. I lay there submissively, feeling every meaty inch of his monster c-ck as it plunged in, until it bottomed out, making me respond with my feminine sounding moans. 'You've needed this for a long time, Bobby,' Heather smugly assured me, as she looked down at me with her hands on her curvy hips, 'And you'd better get used to it, because it's the only kind of sex you'll be getting from now on.' Tears of frustrated humiliation trickled down my cheeks as I looked up to her pretty face to behold her superior look of confident satisfaction. 'No...no...' I begged her weakly as I panted from the enthusiastic humping I was receiving, 'no...OHHH!!' Another hard thrust pushed me against the table as he buried his ramrod to the hilt, deep inside me. 'And I think its time we allowed you to show off your talent for cocksucking too, Bobby,' she continued in her wicked tone. I shook my head no but she went on, ignoring my plight. 'Oh yes, you've demonstrated quite a talent when you've had your lips wrapped around my ...