by
MrHenry
on Sep 16, 2017
Transsexuals & Crossdressers
I was in a bar one night with some friends. You know, the usual beer and bullshit session. Conversation turned to how many women we used to pick up when we were younger and how, as you get older, it's not as easy as it used to be. And of course after a few beers, there's always the one who wants to make a wager. Everyone puts in 20 dollars and the first one...
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by
jableabee
on Mar 9, 2020
Transgender & Crossdressers
Do not ever doubt that your life can change in a moment. Mine did. And oh so much for the better. All it took was a knock on the door.
On Saturday mornings I take care of my chores: some cleaning, the laundry, shopping, the usual tasks. I'm generally done by noon and then it's time to transform myself into "Barbara", my feminine self. I'll shower, shave, do...
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by
Quantarx
on Mar 2, 2020
Transgender & Crossdressers
This is the sixth segment of the Erika story, if you would like to know how we got to this point please go back and read the other chapters. Also I appreciate feedback, comments, and a 5 star rating is appreciated if you think the story warrants it.
***
I slept like a baby that night, I think I was worn out from all the excitement of the day before. Mary h...
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by
DrLuverotica
on Sep 25, 2017
Transsexuals & Crossdressers
"Hey! Hey! Wake up, wake up!"
"What? Jo, what is it? What's going on?"
"I think you should be telling me that!"
"I don't understand." I was slowly coming round now, But I was still mystified as to why my wife had woken me at 2 a.m on a Saturday morning.
"Erm your cock is as hard as nails and you were waving your ass in the air," Jo said, starting to laug...
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by
mattpantyhose
on Jun 15, 2020
Transsexual
Like all of my other stories this one had been already published on Literotica. You can find it here:
https://www.literotica.com/s/feminine-fate-fulfilled__
For whatever reason Chyoa doesn't include Crossdressing in the category of Transsexual and doesn't have a separate category for that theme. This story does not include any transsexuals, but I considered...
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- Interactive
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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.
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After collage, my girlfriend's best friend, Alison, and I found ourselves working in the same city and...
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by
SarahCD
on Sep 16, 2017
Transsexuals & Crossdressers
I love to dress-up as a girl and get naughty with someone who understands the love of dressing as a girl. So I advertised on Craig's List for a crossdressing buddy; someone to play with and get naughty. A guy emailed me and we started exchanging emails and then a couple of phone calls. We discussed what we each liked to do. I love to kiss and cuddle before e...
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by
Dennis_St_John
on Sep 19, 2017
Transsexuals & Crossdressers
'I am ready, Sir.' I texted on my cell phone. 'Room 28.' A few moments later, the cell phone pinged and a return message appeared.
'You know what to do -- I'll be there very soon.'
I took a shuddering breath and looked at myself in the bathroom mirror. An angry frown marred the soft made up sissy face looking back at me, framed as it was by dark straight h...
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by
Chatomana
on Sep 18, 2017
Toys & Masturbation
Disclaimer: Although this is a work of fiction, some parts contain actual facts and events. The author can not and will not be held responsible for any injuries that may occur if the reader tries to reproduce of these events. The author holds all copyrights to this story, printed and/or digital.
Prologue
This story is not about love, nor about romance, or...
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by
dmk241
on Sep 12, 2017
Transsexuals & Crossdressers
My name is Chris and I'm a 25 year old, white, bisexual male. I stand 5'9" and weigh 135 pounds with light brown hair and brown eyes. I've always had somewhat of a feminine body and I've always enjoyed being a "bottom" when with other men.
I met my boyfriend Mark about a year ago at a bar. The minute that I saw him, I knew I had to have his cock inside of m...
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