by
Submissive Timmy
on Sep 16, 2017
Letters & Transcripts
My Sexual Fantasies (OD Repost)
I wrote this in November 2002 for my online journal on Open Diary. I'm posting this simply to have something posted. I do intend to actually write eventually.
*****
I have a penis. Isn't that amazing? I also have two testicles. The flu had a stranglehold on them and killed my sex drive. But, I've since driven the flu off wi...
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by
Digger66
on Oct 3, 2018
Fetish
[Massive re-write of this story. Good feedback. I flushed out the character's motivations.]
*
It all started because I jerk off too much. Every night, I would retreat to the basement after my wife, Kate, would go to bed early. Both of us are in our mid-forties. I often asked for sex, but my wife complained that I was never any good at it. She always said t...
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by
MicheleNylons
on Jul 15, 2020
Transgender & Crossdressers
The predator peered through the bedroom window and smiled; he couldn't believe his luck. This woman was just to his taste; he felt himself begin to stiffen as his eyes devoured her; he couldn't wait until he had his hands on her. In his mind he played out the scenario that he envisaged would soon take place. His thickening member began to engorge and throb....
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by
DCJessicaCD
on Sep 16, 2017
Transsexuals & Crossdressers
My name is Jessica and I've been a crossdress most of my life. I'm about 5'11", leggy and really cute. I've long reddish brown hair and I usually am able to fit into a size six.
One time I got the chance to be alone for the weekend so I had to find a way to amuse myself...
Didn't find any luck on the chatlines...so I got up enough nerve, packed my stuff (...
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by
Lovinhose
on Sep 16, 2017
Transsexuals & Crossdressers
This story is fiction. It did not happen...but I wish it would. It's been a while since I've written anything, but as it's been a while since anything real has happened, I wanted to add another story to my 'collection'. Thank you all who've replied with positive, encouraging words. This is for you. One more little 'disclaimer'...this story is a fantasy about...
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by
iwant2suckabig1
on Sep 16, 2017
Transsexuals & Crossdressers
My job involves a lot of travel which lends itself to keeping the risk of this kink as low as possible. I'm often in strange cities where no one knows me. This particular experience took place on a visit to a city in Southern California.
My hotel was in an affluent section of town but during my exploration of the neighborhood I discovered that there was a l...
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by
GirlyCumslutBoy
on Sep 16, 2017
Transsexuals & Crossdressers
CONTINUED FROM DORM FLOOR BITCH V3
After that night, when I had gone into the guys room and he had fucked my ass, I had an inspiration. I had laid under his bed, cum leaking out of my asshole, my own cum coating my chest, as the guy who had just fucked me rammed his cock into his girlfriend. I found it so erotic, I had almost passed out...her moans of pleas...
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by
KAshton
on Sep 16, 2017
Transsexuals & Crossdressers
This is an introduction to my crossdressing experiences, touching upon highlights along my journey. I will write more about these, and other encounters in detail, in time. These really are all true stories, no embellishments whatsoever.
I had always been fascinated with women's clothing, specifically tights (pantyhose) and anything silky and sheer, like sli...
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by
SluttyChrissy
on Sep 21, 2020
Transgender & Crossdressers
My wife Tiffany had been hinting for a while about my birthday surprise. She wasn't great at keeping secrets, and I normally figured out her surprises in advance only to have to act surprised, but this time she was being super cagey. She asked if I would be able to leave work at noon that coming Friday so I figured we were going out of town for the long week...
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by
KinkyPotato
on Sep 13, 2017
Transsexuals & Crossdressers
I never considered myself to be gay or anything like that, but my first time was with my sister's boyfriend. It happened a week ago now. I was at home alone, parents away on vacation, and my sister gone on business. These times were fairly common, so I would use them to indulge in a little habit I had. I liked to crossdress in my sister's clothes. Nothing se...
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