Turned Into A Sissy Boi - Sex Stories

Turned Into A Sissy Boi

... spanked ass. “Glad to see you keep him in line” she laughed. “I’ll need to give him a few more whacks since he was clumsy” Jenny remarked, “Unless of course you want to. After all, he was handing you the money.” “Sure. Why not? I’ll beat his ass a little” the woman chuckled. I could hardly believe my ears! Jenny was inviting a total stranger into her apartment to spank me! The woman had me bend over and grab my ankles in the middle of the living room. Jenny showed her a few of the things she normally used on my fanny. The woman chose the wooden hairbrush and gave me about a dozen hard smacks with it. Both women laughed as I turned around after the spanking with my dick sticking straight out at them. Jenny explained that I enjoyed getting spanked as well as having my butt hole explored. My face turned redder than my behind. “Honey, some advice” said the woman after hearing all about my quirks. “Keep this one around for laughs but get yourself a real man with a real cock.” She pointed right at my little stiffy and said, “This one can’t be enough for you.” After a few weeks, Jenny announced that were going to have company for dinner one evening. During this time, I had answered the door numerous times dressed in slutty outfits. A few people were surprised, a few laughed. A lot of them looked at me in disgust and made loud insulting remarks. One or two guys thought I looked sexy in my outfit! Jenny took great pains not only with her appearance that evening but with mine as well. ...

... She made sure I was completely hairless and smooth, super clean inside and out, and that my outfit was perfect. I was dressed in red fishnet stockings that left my ass and crotch areas completely bare and accessible. I had a black thong, the front of which had tiny bows on it. A pair of black high heels and a small white lacey apron completed my outfit. Jenny had on a long low-cut dark blue dress with a small gold necklace and earrings. Her hair had a slight wave to it, and she also wore high heels. She looked lovely and I told her so. She smiled. “This is a big night for both of us” was all she would say. The doorbell rang, and I went to answer it. When I opened it, there stood a tall well-built handsome blond man. He looked to be in excellent shape without being muscle-bound. “Hi. Jenny told me all about you. Nice outfit.” He said with a smile. I really didn’t know what to say. He sounded sincere! “My name is Richard. May I come in?” “Yes. Please” I stammered. As the door closed, he put his arm around my waist and we walked into the living room. Jenny was there with a smile on her face. Richard smiled back and held out his other arm. Jenny sided up next to him, and they kissed deeply. I was going to untangle myself and quite simply leave and not return. Jenny had found someone else and I wasn’t needed anymore. Before I could move, Richard ended his kiss with Jenny and turned towards me. His mouth found mine and he began to passionately kiss me! I was too surprised at first ...