Cross-Dressing

Author's Note: My Health Cleanse: Becoming a Sissy for my own Board In front of the Cleanse Company corporate board in our modest country retreat, 50 acres, standing at the head of the solid oak table with the other ten members, I continue “and that is how I brought our highest profits ever!” in my confident, strong, happy voice. As founder, president and CEO I do more than anyone else. Everyone is happy with my results. “This is the best investment I ever made!” Sarah smiles buttressing my domination over the company. We leave the meeting together on a high note as I offer “Feel free to observe any of our customers in their healthy weight loss fantasies. You can’t hurt them and they won’t know you were there.” Joan and several other board members take me up on my offer, going up to the observation deck. She smiles “I always like the unique ones… you should try it sometime, Brandon.” as she playfully taps my modest gut. I just smile in response as the room empties. Ten successful years of profitable business. ...

It all started one day at work. My boss was ticked off and he took it off on me. I’m doing this project at work and she moved my deadline for next week. I got so pissed because I had a lot of work to do still. So after work, I went straight home. My girlfriend Neyra and I talked about out day. Then she got mad at me for not being done with the work project and walked away. I’m into bondage games but she isn’t too much fascinated or interested in bondage. So I started to change clothes. I got into somewhat tight jeans but not that tight and also a pretty tight black shirt that showed off my very well built body. See I play soccer and im pretty good shape. So then i decided to go to a new club in town I heard about. ...

It was Halloween night and me and my friend Ashley was going to her friend house for a Halloween party I was going to be a mummy but Ashley wanted me to go as a jail mate because she was going to be a cop. So she said that I have a jail jumpsuit that I will bring over for you to wear. So I wait for her to come over with it. I saw her pull in and the door bell rang I went to answer the door and she was dressed in a hot sexy police uniform. She had on a knee high boots with a short mini skirt and the button up shirt. I said damn you look amazing. She said now let get you dressed now I sad ok. She pulled out the orange jumpsuit and laid it on the couch she then grabbed out a black lace bra and panties that matched the bra I said what are those for. She said there for you to wear under the jumpsuit I asked why cause you are going as a female jail mate. I asked why and she said cause it would turn her on and I would get a rewarded after the party and of course I wanted to have sex with her to night and I also want her happy so I said I guess I will wear them. So I stip down and slid on the panties and she helped me with the bra cause I never used one before. So now I was in women bra and panties in front of her. She then grabbed on more item from the bag and they were fake breast she then slid the into the cups of the bra and adjusted the bra so they would be pulled up to look right. ...

Author's Note: Dedicated to a friend of mine, she knows who she is. Also I am dyslexic so bare with me, have done as best i can with spell check etc. Thanks Cath lay in bed looking at her phone screen, or rather the background screen . It had been nearly half an hour since he last massaged and she wondered had he gone to sleep. Her phone was the only thing lighting the room as she otherwise lay in complete darkness. She was waiting for her friend Neil to message back. She had known him a few years now and they had worked together for most of that. She had always liked him but never really acted on it as he was in a relationship. However he had recently revealed that he fancied her and had always done so, but for obvious reasons never acted on it. Neil was still unfortunately in a relationship but after a lot of talking with Cath they had discovered something about themselves, never once raised in their years of friendship. Neil had told Cath he was very much into bondage and as conversations progressed it became obvious Cath had a fascination with this to and they had begun to share their inner most fantasies with each other. They both realised that nothing could ever come of this and had agreed as long as it stayed as conversation it would be treated as a bit of fun and they would both just enjoy this new if not slightly forbidden experience. ...

Author's Note: A man’s kinky evening with his wife takes him much further into his fantasies than he expects. My wife Jess and I had finally gotten away for a long weekend, a change in the routine in a different city. Although we live a pretty conventional life in our suburban home, we share a love of travel as a way to cultivate new experiences and just to kick us out of comfort zone. Our sex life was no different. Although we started out quite vanilla, our natural curious natures had us experimenting starting soon after. We’ve always been into trying out each other’s fantasies and kinks, each one expanding the world of our sexual lives and our loving relationship. ...

Author's Note: I published this a few years ago on another site. I don’t recall where or if the site is still up. I hope that is OK. Chapter 1 “.. but you will spend the rest of your life as a plaything for me and my friends. Now open your mouth I need to…” CLICK “What was that?” Dickie Johnson’s head popped up off the pillow leaving his favorite fantasy behind. Had he just heard a noise? It sounded like a key in his apartment’s door’s lock. Dickie would have gotten up to investigate but he was tied down pretty good. His feet were locked in cuffs, and spread apart with a 24 inch bar. The bar itself was tied in a very tight complex knot to the base of his bed frame. It would take a lot of maneuvering to get into position to untie that knot. Once he did that he would have to get off the bed with the spreader bar still in place and find the key to the cuffs. He had mixed the lock’s key with a few dozen others and then spread keys all over the apartment. He had no idea where the right one was. ...

Mistress leads me across the club, and I can feel everyone’s eyes following us. It’s my first night in public as a latex sex doll. My bright pink rubber catsuit is eye-catching enough, but its built-in G-cup silicone tits really make heads turn. They stick out even further thanks to the armbinder pulling my arms together behind me, and the tight black patent leather corset pulling my waist in by a full eight inches. The rubber hood I wear has eye and mouth holes, but the mouth has thick red rubber lips that double as a ring gag, forcing my mouth open. My posture collar with glittering letters spelling “FUCK DOLL” dispels all doubt of what I am. A tight rubber mini skirt and six-inch heels complete my ensemble. Everything is locked on: collar, hood, corset, armbinder, heels. Mistress locked everything on at home, and jingled the keys at me before saying, “we won’t be needing these,” and locking them in her wall safe. There’s no escape for me tonight. ...

Author's Note: Hi guys! I had this idea recently and wrote it as quickly as I could so it got done! Hope you enjoy! Part 1 My girlfriend said that she wanted to hang out tonight, so I told her we could. She got to my house and i was still doing my homework. She told me she would help me with it for a cost. I asked her what she wanted and she answered to be tied up. So I made her a bet. After my homework, I would tie her up and if she could get out in ten minutes, she could dress me up, give me a makeover as if I were a doll, and tie me up and keep me tied up for as long as long as she wanted. I also agreed to be her personal bondage slave every weekend for a year. If I won, I could strip her down and tie her up 10 times a month for a year. She hastily agreed. ...

Part one (added: 2012/07/12) Before we married, my future wife and I had met each other casually in the corridor on the floor of our office building. She owned a large employment agency which occupied most of the floor on which I worked and the floor above. I worked as a bookkeeper in a much smaller office in a corner of the lower floor. At first we would walk by each other in the corridor leading to the elevators and just nod in a cordial way. I was frankly quite intimidated by her. I found her to be extremely attractive but clearly so far out of my league that I did not dream of ever connecting with her. She was extremely well dressed, had an air of authority and confidence, and was tall and rather athletic looking under her tailored business suit. No woman of that description has ever shown any interest in me. I am shorter than she is, with a slender build. I have always lacked confidence in myself even though I am not bad looking. For that reason I was too shy to speak to her, but she continued to nod pleasantly, smiled, asked my name. One day she surprised me as we passed in the hall by suggesting we meet for a short lunch. I was startled but managed to stammer “Yes.” she replied, “I will meet you at the Acquella Café around the block at 1 p.m. in ten minutes.” ...

Author's Note: Continuing story of Anna, Julia and Donald. Also mentions Joanne from “Holidays” “So it’s agreed then my dear, we’ll postpone the wedding and in the mean time we’ll have you collared, as a sign of commitment to our relationship. We’ll have to have a little dinner party with a few friends to celebrate.” Anna beamed and looked down ad Donald, on his knees between hers. “I’m not sure Anna, er I mean Mistress.” He still hadn’t got used to calling Anna Mistress – another idea planted by Julia in Anna’s head he assumed. Julia was now Ma’am, Anna Mistress. “ I mean, you already know that I’m committed. The Lori’s Tube……..” “Yes, yes the Lori’s Tube. I know you’ve been wearing it for a while. But it’s just a way to show me that you’re faithful. You’re not saying that you want to be unfaithful are you?” “No Mistress, but it’s been eight months now. We said our engagement would be eight months, then……” “Then what Donald?” Anna was becoming impatient “Then we’d get married, live happily ever after…….. or you’d fuck my brains out?” “All of that I suppose Mistress.” Donald looked up hopefully and smiled weakly. Anna hitched her skirt up. “You may nuzzle.” ...