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Sissy crossdresser in gas mask and ballet boots is fucked hard by machine

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  • 2017-12-27 03:08:16
Sissy crossdresser in gas mask and ballet boots is fucked hard by machine
Categories: Amateur, Anal, Crossdressing, Fetish

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My job as a sales rep meant I had to work away a lot, traveling around the country to various events and conferences. It suited my lifestyle as it meant I was able to indulge in my secret obsession of crossdressing.  Every week I'd pack my suitcase with a new outfit of sexy lingerie, heels, wigs, makeup, a vibrating cock; all the things I'd need to satisfy my sexual urges each night when ... Continue reading >>
It had been several months since I moved away from the big city. It was hard moving to a city with not a lot of people I could hang out with or be with. I had become really good at dressing up and having anal sex, but was becoming more and more restless of not having a regular, daily thing with someone.  I began fantasizing about being with the pool man. He was always friendly when he came ... Continue reading >>
I had dressed up since I was a teenager but it was only occasionally. Usually, it was just lingerie and it was always for me and just for masturbation. It was about ten years ago that I decided I wanted to go further and start using makeup and breast forms and wigs etcetera. Quite by chance one day, I rang an old friend just for a chat. I found out that he had rented his house out while he ... Continue reading >>
That evening I thought about Gene and what had happened in their old fort. I finally had the opportunity to wear something besides the slip I  had shoplifted. I really enjoyed dressing up for his friend and what had happened as a result. I didn't feel weird or strange about it. "Maybe I should have been born a girl." I mused before falling asleep. Two days later Gene appeared at my door ... Continue reading >>
When I entered college, I was a virgin. Not to say it was particularly unusual; I was a quiet, nerdy kid. I wasn't ugly by any stretch of the imagination, but a little short, not very masculine, a little self-conscious and not hugely used to interacting with girls. I was eager to change this fact, but I felt like something of a romantic; I didn't want a random hook-up, and besides, I ... Continue reading >>
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