1. Heather's Sissy


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

    sissy like him was entitled to such an adult pleasure. Of course, this made him even more subservient than before and our unequal relationship only became even more lopsided in my favor. It was then that I decided it was time to start seeing other men. And by that I mean, real men, not sissies like Bobby. It was absurd to think that a woman of my needs could be satisfied by someone like him and I was still being swamped with offers from good looking men. I really enjoyed flirting with them, even when Bobby was nearby, just so I could make him feel inadequate (which is exactly what he was). During the first year of our marriage, I didn't take it any farther than that, but I soon found myself needing the strong arms of a real man around me. In addition, it had been many months since I had been sexually satisfied and I felt it was time for me to take care of that need as well. I started dating some of the guys I was meeting and although I think Bobby was getting suspicious, I never told him any details about my evenings. I just sent him to bed early, got myself made up and put on my sexiest outfit before leaving for the night. Bobby would be sullen and sulky when I got back (usually the next morning) but I found that after I administered a nice long enema, it usually put him right back in his place. And of course, I liked to threaten him with extensions to his period of chastity if he didn't straighten out his attitude to my liking. On a couple of occasions, I also felt it was ...
    necessary to give him a good, hard spanking just to help clarify things again for him. By then, he was one contrite sissy! As my time became more and more tied up with the men I was dating, I found I had less time (and inclination) to spend with Bobby, changing his diapers, disciplining him, and releasing him from his CB-3000 for his once-every-three-weeks orgasm. That's why I hired Julie, the perfect solution to my predicament. With Bobby's bank account, I had plenty of money to hire this sexy heartbreaker from next door to keep an eye on things while I was gone. I wasn't worried in the slightest that she'd make a move on himówith his big, bulging diapers and dresses, he looked absolutely ridiculous! I gave her full authority to discipline and punish Bobby whenever and however she saw fit and I was pleased to see how quickly she slipped into her new role. Bobby would often complain to me later that, in addition to the innumerable humiliations she had subjected him to, his new babysitter had refused to grant him his one, rationed orgasm. However, my usual reaction was to simply shrug and tell him he'd have to take it up with her. Julie had little but disdain for the overgrown baby and she was only too happy to deny him any sexual pleasure he might feel he was due. Unfortunately, the poor sissy's balls were getting swollen from all the accumulated semen so one day, I decided to have mercy on my hubby. Using a slim vibrating dildo, I was able to ëmilk' all his fluids from him ...
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