Cross-Dressing

Author's Note: A very possible scenario, one which the author would love to be the subject of. This story is developing as it is being written. Chapter 1 It was after my divorce, I was alone, I could do exactly as I wished. I had long, during my marriage, been visiting BDSM sites on the internet, I had even visited Mistresses in realtime, I had even visited transvestite Mistresses. I enjoyed nothing more then getting my ass raped, by a strap-on, or a real cock. I had never had anything really big up there but I was training it up with dildos etc.. ...

Monday Brooke and Ashley were lovers. Brooke was a bit of a tomboy, but not butch. Slim in stature with pointy breasts and short blonde hair, she could catch the eye of most men, not that she wanted to anymore. Now that she found Ashley, being with her was all that mattered now. She dressed casual with low heels or cowboy boots, shirts and jeans or sometimes leather pants. She wore minimal makeup, and would wear dresses and high heels only on special occasions like a wedding. She had a take charge attitude that Ashley loved, and although they were equals in the relationship, Ashley deferred to Brooke for most of the decision-making, trusting her to make the right choice in any given situation. ...

Author's Note: This is the fantasy I have been having recently. Hope you enjoy. I would welcome any feedback, and let me know if you are interested in hearing more about these characters. i arrived home a little after four on Friday evening. It had been a long week, and i was relieved that it was finally over. i headed to the bedroom to get out of my work clothes, and i was delighted to find that my Mistress had plans for me that evening. She had laid out Her favorite one of my outfits on the bed. It was all there: shiny black satin panties with a small bow in front, pantyhose with a garter belt, and a sexy black bra. She left the inserts next to the bra because she liked Her sissy maid to have a nice feminine figure. The rest of the outfit consisted of a latex maid uniform with a short skirt, elbow length latex gloves, a full latex hood with small openings for the eyes and mouth, a maid’s headband, and my thigh high lace up boots with five inch stiletto heels. She had also laid out locking wrist and ankle leather cuffs and a locking leather belt adorned with multiple attachment sites for properly restraining sissy maid. There was also a locking leather collar with a leash, a locking chastity cage, a medium sized butt plug and Mistress’ favorite vibrating strap-on. Well, at least i had some clue what was in store for sissy maid this evening. i picked up the note Mistress had left next to Her padlocks and crop on the silver serving tray. ‘I will be home at 7.’ was all that was written there. ...

Chapter 1: Foot Cleaner Fred set up his laptop on his bed with his hand over his dick, preparing for a long night of masturbation. The 22-year old college senior had pretty much given up on ever scoring any girls for himself due to a total lack of confidence, and was at this point just happy to have a house alone off campus where he could enjoy his prolonged masturbation sessions in peace. ...

I never thought that this past Saturday night I would experience it all. By all I mean forced cross dressing, self-bondage, fem dom, humiliation and orgasm control. But I am getting ahead of myself. Let me tell you a little about me. Ever since I started noticing girls I was always attracted to the girls that dressed the sexiest and wore the highest heels. No flats, summer dresses and the no makeup look for me! I tried to talk all of my girlfriends into dressing my way and most of them did, if only to make me happy. ...

Author's Note: Follows story of Anna/Julia/Donald from “Engaged”. “Kneel my dear. That’s right.” Donald was naked except for the Lori’s Tube, Anna was naked except for the high-heeled black court shoes. “Kiss please dear.” Donald kissed Anna’s shoes enthusiastically. “There’s a good boy. Now, let’s have a little chat.” They both knew that having a little chat involved Anna talking, Donald listening and agreeing where asked to do so. She always asked, never ordered. Always polite. “No need to stop kissing dear. You can move up. Slowly though. If you go too quickly I shan’t be pleased.” Donald knew that Anna not being pleased would not be in his interest. He’d been wearing the Lori’s tube now for four months. He had never loved Anna more. But he knew that she’d begun to get a taste not just for keeping him in chastity, but also for increasingly dominant behaviour. Her latest ‘innovation’ was the riding crop. “I love horse riding” she’d explained, “And men are so like horses darling. Julia was saying that both species want to get between your legs and both need a little correction from time to time, don’t you think?” Donald had agreed, as he always seemed to do these days. Anna was so right about things. He loved her. Not Julia though, he didn’t love her at all. Why did Anna need a friend like Julia. He’d probably be shagging Anna’s brains out if it wasn’t for that bitch! ...

Part 1 - Preparation I awake early, intrinsically realizing that today is the day. I have know that this day would come; planned a hundred times in my mind how it might unfold, seduced by the finality of it. Today is the day. A cup of coffee brings me to full awareness and my preparation begins. Everything that follows must conform precisely to a plan that is being dictated by a voice in my head, my companion self, present since childhood. ...

Author's Note: the first part of the story is like beginning of the journey of the main character. so depending of readers interest, there will be more parts. Part 1 It was half an hour remaining to reach the train to the station of my destiny. I was a fresh graduate from a designing school n was moving to big city to fulfil my dreams. But there was a dream I was living while since years, and that was of cross-dressing. I started Cross-dressing since I was 14. Whenever I get chance, I used to wear my mom’s cloths or few from my own hidden collection. Now I was 21 and have nice n smooth body. Thin and toned waist just about 28 inches, lady like hands and small wrists, nicely curved hips which I earned with some hard work. Eventually with some of God’s bless and with some of my effort I am succeeded to maintain my body which can make a girl jealous if I would b a girl. My weight is only 51kg and height is 5'6". ...

Author's Note: Hope you all enjoy. stephanie As always, I wanted to size up my captive’s predicament. She was beautiful, although it was hard to tell at the moment since she had a black leather hood over her head. Her mouth was plugged with a rather large penis gag, and the only identifiable parts of her head were her lovely green eyes (very rare for an Asian girl) and the lustrous mane of black hair sticking out of the back of her hood. The green eyes on an Asian were a specific request of the buyer, and he was paying top dollar for the honor. It took me awhile to track such a woman down. ...

Author's Note: Playing online gets me in deep trouble. Part 1 It all started as just a game. i logged into a forced feminization chat room and portrayed myself as a slave being punished by my Mistress. Saying She had instructed me to enter this room for 5 minutes and obey any command given to me. It seemed harmless and exciting. How stupid could i have been. Instantly i began getting messages for me to strip and show my ass and my face in various poses. There was one in particular who led the show. He forced me to put on lots of makeup and lingerie and pose myself as a sissy slut begging for cocks to serve. Everything was done on cam. i was naked spreading my ass and on display. After the 5 minutes were up, i left the room still getting messages from everyone who participated im my degradation. It seemed harmless and fun to portray myself and get so much attention. Then, It happened! ...