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First Time With A Crossdresser: Part 1 of 2
I’m Scott, 36 years old and recently divorced from my wife of 12 years. It was an amicable split with no kids to complicate matters. We sold up, divided everything two ways and went on our merry way. Our sex life was good and regular but a little boring. We stuck to the same three positions – missionary, her on top and spooning. I’d give her oral but she wasn’t that keen on going down on me and her facial expression when she was blowing me put me off asking for it! I’ve never needed more than four hours of sleep a night and often found myself up late alone.…
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A Fantasy
I have been dressing in women’sclothes since I was little. My grandmother used to dress me up in her old dresses and pretend I was her granddaughter. As I grew older it started becoming more of a sexual fascination and turn on for me. I have been more a closet cross dresser getting clothes here and there and then dressing up and having incredible masturbation sessions looking at tranny porn. Only in the recent couple of years I have discovered about sissy maids and bondage and bdsm and how it pertains to cross dressing. I had a girlfriend once that dressed me up for Halloween and she was really the…
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My First Taste of Cock
After fantasizing for so long about what it would feel like to dress as a slut and suck a cock, I decided it was time I tried the real thing. I posted an ad on Craigslist with a couple of pictures of me dressed, asking for someone to let me dress for them and swallow their load. I got a lot of responses and most of them just sounded creepy except for Matt. Matt was 36 (I was 25) and a hot tall red head. He sent me his face and dick pic and I right away knew he was the one. After a couple of emails we decided I…
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My Sexual Odyssey Part III:Becoming a Slut (Continued)
We got to Tom’s car, and he opened the door for me, then walked around and got in himself. The drive was short and uneventful, and we parked behind the club. There were some people arriving at the same time we were, and I noticed several who looked like they could be CD’s. We approached the club’s entrance, and I began to feel more relaxed. It is always uncertainty that is anxiety-producing, and once we arrived, the uncertainty diminished considerably; I now could see, not merely imagine, what we were going to be doing. As we entered the club, someone stamped out hands. Tom paid the entrance fee for himself,…
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Blindfolded wife has fantaises cum true
Finally the weekend was here. Stephanie had been looking forward to itall week. Carl had promised her a very exciting weekend but that is all he would say. They have shared many fantasies but this was the weekend that Carl told her to relax and enjoy because some of her fantasies were going to happen. They had arranged for the kids to spend the weekend at her parents andStephanie was told to go shopping and pick out the sexiest sheer negligee she could find. When she arrived back home Carl told her to put it on and to walk into the bedroom. Stephanie point of view As I undressed in…
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The Train Comes Off The Tracks
I arrived home after a crazy night at work. To recap; my supervisor found me wearing women’s underwear, made me eat her out, then fucked me with her nightstick. Now I am basically her bitch. What is my next step? She said I should be better prepared. How the heck could you be prepared for what happened last night? Never in a million years would I have guessed my supervisor would be pegging me with a nightstick. I had to decide how far I was willing to go with this, and figure out what I needed to do to make it happen.I was remembering what Pam had said. “You have a lot of work…
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Imogen Opens up part 2
“Morning Imogen!” called Mr Fellowes as I entered the office floor from the lift. I could hear him before I saw him, the old creep probably saw me on the CCTV. We took over two floors in an office block not far from the city square I was in yesterday. The old man liked to make sure he knew where people were so a camera opposite each lift, and another outside his office…or possibly he just heard my heels.“Morning boss!” I answered along the corridor where his office was at the end. Most of the two floors were a mixture of open plan and private offices, Fellowes had the Side…
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My Crossed Life – Chapter 11: Jenni Gives All Of Herself To Her First True Love
Like many sixteen-year-old boys, I was at that age where I had moved on from department store magazine bra and panties pages to the pages of Playboy magazine. There was not much left to the imagination in these pictures, and I quickly became fascinated by the female form. As much as I admired the female body, I couldn’t help but be drawn to their makeup, hair, and everything satin, lacy, and sexy that gave them that alluring look. I started imagining what it would be like to wear some of the things they had on, especially the bras and panties.It was on a dare from my buddy Jimmy that I…
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Outdoor Entertaining Area Available
They stopped speaking once they hit the water, both women abandoned their clothes in the heat of the sun, a little light breeze caressed their skin, speaking of the afternoon, threatening them with the cool that comes with night time. A little bit of wine under the same telling sun, earlier in the day had led to Cat unwrapping the scarf from around her friend’s neck and gently running its feather weight one whole length of her thigh. The delicate trace of the fabric had made the other woman ache to for continued caresses. From the first sensual moment, she had wanted to kiss, just to be kissed. To taste…
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She stood at my doorstep drenched
A cool summer evening, I was home alone, my hubby had left two days ago on a business trip. It was around 7pm, all was quiet except for the thunder so I continued to watch TV. Then I heard it again, so I turned on the foyer light and looked out the peep hole. Sure enough, it was a woman at my door, drenched from the rain storm. I opened the door because she looked alone and she was. She asked me if she could borrow my phone. She had some car problems and her car was making funny noises and she did not want to chance it in this weather.…