"Oh Jack! Can you come over and help me a minute?" I stopped in my tracks and looked over. Samantha lived in the condo next to mine and was very friendly. I'd introduced myself when she was moving in and ended up helping her all afternoon. We talked easily and I'd started thinking of asking her out. We'd even been flirting a little bit here and there. She w...
At first I was a little pissed she just discarded me like that so easily, but I quickly got over it, as I was now free. Thankfully there were no other houses nearby that I had to worry about being seen in all my naked glory. It took me a few minutes before I was able to drive away, as I had to get dressed first. I kept looking back at the house, as I wanted...
I had returned to work after my first nite with Ms Storm. The night she turned me from a young man to her slave. Ms Storm had came to my work place and had talked to my boss for a long time but I don't know what she told her but my boss, Ms Hunter, had talked to me like never before. Then I had been ordered to return to Ms Storm's house that night. Upon arri...
Up until eighteen months ago, I pretty much had it all. I was a multi-millionaire, I had a beautiful wife, a great house with nice cars in the garage, and a network of friends and business acquaintances. I was successful. Now? I am a complete slave to my wife, who controls my every move and enjoys humiliating me as often as possible. She comes up with new fo...
After a long week at work, I was looking forward to a quiet weekend of relaxing in front of the TV with a beer, but my fairy godmother had other ideas. "Good morning sissy," came her stern voice as soon as I woke up Saturday morning. I whimpered, immediately knowing I was in for a humiliating weekend. She frowned, not pleased with my whimpering. She's an ol...
When we got to the car Elaine said, "This won't do, you are missing something Sissy Boy. Kneel down here," as she pointed to a place just behind her car. I immediately knelt down, hoping no one would see. "Lisa my little Slut, remove your stockings and garter belt," it wasn't a question. As Lisa was getting done removing the items, smiling at Elaine as she...
It was dark when I finally exited the walk-in clinic. My first shock was the blast of night air that swept up under the short nurse's shift and chilled my thighs. How women managed to tolerate wearing skirts and dresses in winter was a mystery to me. The sheer white panty-hose felt utterly foreign against my skin and provided little insulation compared to th...
This is a true story, with just the names changed for obvious reasons, and tells of what (I think!) led to my becoming the submissive guy I am today, and how I have a constant need to be humiliated by my partners. I apologise in advance if it’s not as racy as some stories, but that’s real life for you I guess. * My (now ex) wife Kate and I had been married...
Ch. 5 I am a sissy cross dresser that has been living as a woman in Madame's brothel for about 3 years now. During that time I have perfected my skills as a cock sucker and a top notch prostitute. I have my own room in the brothel where I live and entertain clients in other parts of the House. My sister, Becca, does not live in the brothel, but whenever she...
While my date sat back and relaxed with a drink while the limo continued down the freeway, I smiled that I was able to please him. It made me feel so good that I was able to make him cum so much. Here I am, this man's man by day, a man that runs a company that employs over a thousand people, dressed as a slutty MILF in a limo with a stomach full of a black m...