by
Lovinhose
on Sep 16, 2017
Transsexuals & Crossdressers
Finally, I get to give you another TRUE story after a WAY too long 'dry spell'. This story is completely true (and may be a little boring maybe...would love any feedback). Only the names have been changed to blah blah blah...
Anyone who is familiar with my writings knows my stories are true and not made up unless I openly state at the beginning that it's a...
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- 8 Comments
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by
pantyhigh
on Aug 7, 2019
Transgender & Crossdressers
Recap - Crossdresser Evolution - Ch 01 - How I got started crossdressing
I was becoming addicted to masturbating while wearing panties. I could feel the arousal but at the same time was ashamed that I was wearing my wife's panties knowing that I would soon be cumming in them.
There was this part of me that was telling me, "I CAN'T like this," but there was...
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- 1 Comments
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by
SarahCD
on Sep 16, 2017
Transsexuals & Crossdressers
I posted a listing on Craig's List for a "cum buddy". I explained that I am a crossdresser and that I wanted to find a regular sex buddy. No commitment, just sex. I love to get on my knees to give a blow job. I had several replies. One was local and sounded promising. I don't rush into meeting with a total stranger. First I always exchange a few emails and m...
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- 4 Comments
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by
Dark_Rose90
on Sep 15, 2017
Transsexuals & Crossdressers
~The following is entirely fictional and just a fantasy of mine. Any likeness to actual persons or events is unintentional and coincidental. Also, this is just a Pilot. If the story gets enough positive feedback, I'll continue it on a regular basis.~
My name is Rosalie or just Rose for short. At least it is when I'm dressed up like a 20 year old college gi...
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by
sarahchica96
on Sep 16, 2017
Transsexuals & Crossdressers
Introduction
I'm Sarah a 20 y/o closet Bisexual crossdresser, 5ft 6 , slender body I achieved by working out a bit. I love dressing up in short skirts, dresses, heels, typical lingerie and I have a fetish for the Naughty Secretary look.
Main story starts here
I had come back home from college for the winter holidays. It was just dad and me at home since...
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by
Sissyhalo
on Sep 15, 2017
Transsexuals & Crossdressers
I sat quietly in the office with Kate and sort of explained things.
"I met a guy, I met this really pretty beautiful guy and I...I well thought that he'd make a good girlfriend...a sissy type."
She looked at me. "Sissy?"
"It's like a sort of trans thing and a gay thing it's a very submissive bottom thing."
"You're into that?"
I nod. "I am...was...am."...
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- 2 Comments
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by
pantyhigh
on Aug 12, 2019
Transgender & Crossdressers
Recap - Crossdresser Evolution - Ch 01 - How I got started crossdressing
I was becoming addicted to masturbating while wearing panties. I saw myself in these cum soaked pink panties. I could feel some sense of arousal but at the same time was ashamed that I was standing there wearing my wife's panties.
Recap - Crossdresser Evolution - Ch 02 - Getting my wi...
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- 9 Comments
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by
Danielle987
on Sep 16, 2017
Transsexuals & Crossdressers
Bit of background to understand the context. I am Danielle, I am 18, very petite 5" 8 65kg and have long blonde hair. I have been a crossdresser since I was 12.
Australia, it was the middle of summer as I was driving to my friend Kate's house. We had planned to go to the beach as I became more brave in my crossdressing adventures. Kate was the same age as...
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- 9 Comments
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by
SarahCD
on Sep 16, 2017
Transsexuals & Crossdressers
I posted a listing on Craig's List for a "cum buddy". I explained that I am a crossdresser and that I wanted to find a regular sex buddy. No commitment, just sex. I love to get on my knees to give a blow job. I had several replies. One was local and sounded promising. I don't rush into meeting with a total stranger. First I always exchange a few emails and m...
- 21,620 Views
- 9 Favorites
- 7 Comments
- 1,073 Words
- www.literotica.com
by
Lovinhose
on Sep 15, 2017
Transsexuals & Crossdressers
Prior to writing this next installment in my awesome sex life as a bisexual crossdresser, I thought I had already written about all of my worth while, true life experiences, but I had actually forgotten about this one.
It happened in, I believe, 2008, during the end of the summer. I was driving my truck. I am a truck driver by trade. Three hours and a co...
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- 6 Comments
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