Cross-Dressing

Author's Note: Its a dark story, with no happy ending Paul had been an TV escort for a couple of years, he had regular clients, lived in a nice flat and earned a lot of money. He could pick and choose, opting only for the men he fancied, most just wanted to give him a blowjob. He always dressed up for them, 5" heels, stockings, basque and a tight dress, he looked very feminine and passable, with stick on fake boobs, growing his hair long and styling it in a feminine way. A trim 5’ 8" tall without the heels he could play any role his clients wanted. ...

How did this happen to me. I’m handcuffed spread eagle to a four post bed wearing a black leather catsuit, blindfolded, and have no clue when I’m going to be set free, or what time of the day it is. Tyler and I met in an internet chat room. I’ve always had a fetish for bondage, being tied up, and bound. He told me that he had experience keeping someone bound and offered to fulfill one of my fantasies. He asked me about myself and I told him. I’m 32, a vice president of a corporation, pretty tall, about 6'2, 195 pounds with really short brown hair. ...

Author's Note: This is an true account of what happened last month. Enjoy! Every year, I get a few days alone all to myself. And each year, I try to take full use of that time with some intense self bondage while doing some lovely cross-dressing. The plan for this year hatched, like all good plans do, a few months before my free time was set to start. What I had worked out I suspected would be my best episode yet. And man was I right. ...

“Why the hell have you bought that thing for when we have more than enough things to pay for?” Sally screamed at John. She was pointing at the open chastity belt on the table. John said nothing. He felt ashamed. He knew she was right, but the need for it had become far too strong to resist it. “It is not as if I said anything about your cross dressing. I went along with it. I even went along with your bondage and tied you up didn’t I? Don’t you love me anymore? Aren’t I good enough?” ...

It is bonus check time at work so I get to buy extra toys this month. It stinks being on a limited budget but with this extra money I’ll be able to buy this new slick looking Latex-Rubber hybrid suit that I have been eying. It’s a full body suit with an open face. The crotch area is made to look exactly like a female. My dick would have to go into a pouch and condom like tube and my dick would end up pointing up and be flat against my stomach. There is also a tube that acts like an external catheter where if I peed the pee would come out the pussy on the suit. The back part of the suit has a hole and special rubber that goes into the anus allowing for pooping while wearing the suit. ...

Author's Note: My first story, hope you like Part I: My First Time The sliding door swooshed open as I stepped into the airport on nervous feet. With my small duffle bag in hand I survey the airport looking for anyone who might spot me. My plan was to put togetHer a trip to teach a class at anotHer station. As far as work knows though, I am really on vacation. Everything will be cool as long as I make it out of Here undetected by anyone who might know me. ...

Author's Note: The majority of this story is true—I was directed by Mistress Jennifer to write her a story that very closely mirrored our relationship. The Dream Lover element is fiction, but she assures me that she plans on making it happen :). Part One The alarm clock rang and a hand appeared out from under the blankets and after 4 failed attempts was able to hit the “off” button. The hand belonged to Jennifer and the scene looked no different than that played out in millions of bedrooms at 7:00AM on a Wednesday—someone reluctantly getting up for work after a long night. Jennifer started to rub her eyes when she suddenly seemed to have remembered something important. She quickly hopped out of bed, ran over to her desk and hit some random keys until her screen began to glow and come to life. ...

Author's Note: This story is fantasy but is based in part upon various personal experiences. I open my eyes in the small hotel bedroom and everything seems the same as usual. But then the events of last night flood back into memory and I realise how drastically my world has changed. Yesterday I was a fairly average straight guy (okay, I liked to dress as a sexy woman now and again, and I’ve always enjoyed bondage, but nothing too kinky); today I don’t know what I am! I admit that I have on occasion wondered if I might be bisexual, but hadn’t put it to the test before last night! ...

Author's Note: Continuation of a switch relationship during scene play. Sorry this is longer than I normally like but could not leave anything else out. Thank you for reading and hope you all enjoy. I currently have no desire for further scene play but I think that will pass in time. I read all comments. Full story (added: ) Category: N/A Codes: F-m, Consensual, Non-Consensual, Bondage, Extreme, Suspension, Analplay, Violent, Tricked, Crossdressing. ...

Author's Note: A fantasy story of a long serving male sissy maid being lent out to another Mistress and her daughters. When my mistress informed me that she would be going away on a business trip for several months I was secretly quite pleased at first, until she informed me that I would be staying with a friend of hers; Mrs Chappell. The dread set in, I knew any friend of hers would not bode well for me. My thoughts turned to my recent dealings with another friend of hers, Miss Allison and I inwardly shuddered. ...