by
esclaro
on Mar 31, 2020
Transgender & Crossdressers
After I returned from my trip to Hong Kong to visit a Filipina transgender woman, I never heard from her again. So I spent the better part of the next year online looking for someone with whom I could connect mentally. If she was an attractive transgender top, well that would be great too.
After many online chats and web cam conversations with numerous peop...
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- 2 Comments
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by
SarahCD
on Dec 18, 2018
Transgender & Crossdressers
I first published this story a few years ago. Since then, my writing skills have improved a little. While, I cannot change what actually happened to me, I have added some more details and corrected some grammatical mistakes.
***
I was on vacation in Florida. On the second day, I decided to visit the 'glades. I wore a matching red bra and panty set, with a...
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- 1 Comments
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by
justincbenedict
on Sep 24, 2019
Transgender & Crossdressers
Dear Shoeblossom,
I didn't think there were any transgender men in Alabama, but apparently my husband and I got one as a client! This little convo was funny and somewhat arousing to friends of mine, so thus, I submit it.
Syndi
"Oh, thank you for letting me out, Syndi."
"How was it, Won Joo? Let me sponge off those perky tits of yours."
"Oh, that feels s...
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by
AlexiaAlexander
on Dec 10, 2018
Transgender & Crossdressers
Being secretly Transgender in a rural area can be frustrating. I live a life of quiet desperation and a whole lot of masturbating to porn. Reading and watching transformation stories stir my imagination for my own dreams. Finding a weird glass purple gem allowed dreams to become reality. It all started at the Flea Market.
I was really on the low money side...
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by
RomeoDelta
on Mar 12, 2018
Transsexuals & Crossdressers
I'd now been on the waiting list, for my surgery, for almost two years and now had a date in less than a month. I was lucky because living in the U.K., our overstretched and understaffed health service, cared enough to offer people the chance to live as the gender they preferred. I know this wasn't possible in other countries, the costs being prohibitive for...
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- 2 Comments
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by
CrimsonClown
on Sep 16, 2017
Transsexuals & Crossdressers
I first met Tori when I was twenty nine going in to thirty. Best friend knew I'd come out of the closet as bisexual and she'd decided to take me to a restaurant serviced by drag queens and transgender individuals. At first the trip was nice and fun, but I'd garnered the attention of Tori, who was at first cordial with me, but soon very flirtatious.
I was o...
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- 1 Comments
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by
TheSevenSeas
on Apr 20, 2020
Transgender & Crossdressers
She was my first.
Before I tell you more about her and how I ended up in bed with this gorgeous creature, I should probably make a couple of things clear. First, I am a straight, alpha male. Ex-military, been through a few wars, worked in Africa for a while, have been married and never even looked at another male in a sexual way. Still don't, as there is no...
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by
brendachaplin2000
on Sep 24, 2019
Transgender & Crossdressers
Chris picked up his car keys and lead me out the door with my arm in his. He was taking me out for dinner.
I felt like Julia Roberts from Pretty Woman.
Chris to took me out for a lovely dinner at a 5-star restaurant, no one paid me any attention other than a few men eyeing me up. We drank Champaign, ate Michelin star food.
He drove back us back to his apa...
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- 5 Favorites
- 2 Comments
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by
Dar_Jisbo
on May 7, 2019
Transgender & Crossdressers
Editor's note: this story contains scenes of incest or incest content.
*****
My dad and my mom were both 31 when I was born. One of those storybook romances -- high school sweethearts, both went to college at the same local school, they graduated, got good jobs, got married and eventually had a son.
But for Mom, it was not to have a storybook ending. Whe...
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- 5 Comments
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by
StarrOftheNite
on Aug 20, 2018
Transsexuals & Crossdressers
Most people like to have a mind's eye picture of what the narrator of a first person story looks like, and since this is a true autobiographical story about my personal quest for gender identification, sexual orientation and self-realization, it's probably important to the narrative, too. Physically, then and now, I'm almost six feet tall, broad shoulders, n...
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- 3 Comments
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