by
johnjinglez1
on Jun 6, 2018
Transsexuals & Crossdressers
This is a continuation of my "Sex Diary." For the better part of a year and a half I decided to try some new things in the world of CD / TS / Sissy boys. All stories are 100% real.
***
After my first three encounters with TS and CD's left me feeling unfulfilled I gave it up for a few months and figured it just wasn't for me; I went back to having sex with...
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by
Stardog Champion
on Sep 15, 2017
Transsexuals & Crossdressers
"Do you have some extra cash on you?" Trina asked from the passenger seat as we headed downtown to meet Summer's Husband.
"Why?" I turned and asked.
"I told Larry while we were IM'ing earlier that I would bring some blow to the room...as drunk as he was I thought he was just kidding and I told him I'd do what I could," Trina sighed.
"It probably wouldn't...
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by
MicheleNylons
on Sep 16, 2017
Transsexuals & Crossdressers
Chapter Two -- The Butterfly Emerges
"So why Valerie Swindon?" Sally asked, sipping a gin and tonic with her stocking feet up on the coffee table.
"It's the first name that popped into my head so no one should associate it with anything to do with my past life," William replied, also sipping a G and T and smoking a cigarette.
"That's smart. A lot of trann...
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by
Sucker4Gurls
on Sep 19, 2017
Transsexuals & Crossdressers
I knew it was a tranny bar. I had worked down the street for almost four years and had heard all the stories. Our parking structure was just across the street from Fern's Place, so many of us had occasionally seen what we believed to be transsexuals. And although I had a fascination with shemales I had never been in the place.
Tonight was different. My wife...
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by
libidinal
on Sep 14, 2017
Transsexuals & Crossdressers
Tina had mentioned to Dave a bar she’d heard about that catered to certain sorts of sexual adventurers and suggested she and Dave visit one night to check out the scene. A friend had described it to her and said she occasionally liked to go there with her husband. These two were old fashioned ‘swingers’ and Jane had told Tina that this bar catered to those l...
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by
BethanyJ
on Sep 16, 2017
Transsexuals & Crossdressers
"Er - is this for a man?"
She surprised me. Elaine that is, the woman at 'Transform'. How the hell had she known? I mean it was really for me but I had to admit there was a man involved. About 35, slightly plump but well built. I didn't know his name but - yes, this was for him. But how had she known? I'd come into the store an several hours earlier and ask...
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by
TonyaTV69
on Sep 25, 2017
Transsexuals & Crossdressers
I grew up out in the country as a boy with my mother and 2 sisters. My dad was never around since he was always off working or as we found out some years later running around cheating. If we saw him at all it was on the weekends for a quick family outing to the mountains or park. Once in a while mom and dad would get all dressed up and go out to dinner. This...
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by
1946EW
on Sep 12, 2017
Transsexuals & Crossdressers
Bernie looked around as he entered the Cavalier d'Eon, checking out the patrons. Spying his friend Ron, he worked his way over to him. Ron was sitting at the bar, back to it, also checking out the patrons.
"How's it hanging, Ron boy," Bernie asked, easing between Ron and the guy sitting next to him.
"Low as usual, Bern," Ron replied, turning to his beer on...
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by
BobbyFingers
on Jul 17, 2019
Transgender & Crossdressers
Miranda liked to browse the lingerie department of the big store in town. It was an adventure to go out into the world fully dressed and made up as a girl. To see the admiring and lust filled glances she would get from men of many ages. To be able to just feel free and feminine and a little wild, knowing that beneath it all she had a secret hidden.
She had...
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by
MicheleNylons
on Sep 18, 2017
Transsexuals & Crossdressers
Chapter Five - Redemption
Tina and I, rightly in my opinion anyway, decided that we wouldn't move in together. Sure, we would save on rent if we did, but the temptation to constantly give into our urges would undoubtedly distract me from my studies and Tina from her work. Also our relationship was volatile, there were periods of serenity when I thought I mi...
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