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...
- 28,742 Views
- 10 Favorites
- 4 Comments
- 1,688 Words
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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...
- 18,549 Views
- 7 Favorites
- 3 Comments
- 1,394 Words
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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...
- 110,704 Views
- 21 Favorites
- 3 Comments
- 1,460 Words
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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...
- 18,159 Views
- 9 Favorites
- 1,505 Words
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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...
- 74,375 Views
- 55 Favorites
- 6 Comments
- 1,450 Words
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by
WildDaisy85
on Dec 12, 2017
Transsexuals & Crossdressers
This story is completely fictional. All characters are willing participants in all activities and similarities between other fictional characters is unintentional.
I hope you enjoy the story and welcome all feedback. This is my first time writing so expect there to be a few mistakes.
Thanks and I hope you enjoy reading this story as much as I did writing...
- 54,147 Views
- 40 Favorites
- 8 Comments
- 1,728 Words
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by
bullockhall
on Sep 14, 2017
Transsexuals & Crossdressers
I walk up the steps of the old Victorian house where I live and slide my key into the lock of my door. I smile. It is Saturday. My day. The day I get to dress up, explore my feminine side. I enter the house and drop my keys into the bowl by the door. My roommate, Jack, walk into the living room with a sandwich and a beer. He picks up the tv remote and sees m...
- 22,607 Views
- 17 Favorites
- 7 Comments
- 1,799 Words
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by
TwistedPanties
on Jan 22, 2020
Transgender & Crossdressers
I appreciate you all asking me for more of the story - It would be hotter if you begged ;) Sissies can be so over-eager...
(Keep the feedback coming please, Sweeties)
Background: Bryan's roommate Caitlin has just discovered his crossdresser girl Tinder profile, while her friend Allison was swiping for a new girlfriend. Bryan is in the kitchen with a baby...
- 10,531 Views
- 8 Favorites
- 5 Comments
- 1,504 Words
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by
Sissy_Chantel
on Sep 25, 2017
Transsexuals & Crossdressers
Preface: Welcome to my next sissy story. This one is based around the exciting ideal of a married sissy, crossdresser. It will have many ideas based on my thoughts about how life could be for me as a married, crossdressing sissy maid. I hope you all enjoy it.
*****
Chapter One: Sometimes one's most unique secrets do come out.
My name is Phil and I've alwa...
- 120,839 Views
- 92 Favorites
- 15 Comments
- 4,817 Words
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by
SwitchSissy
on Jul 2, 2018
Transsexuals & Crossdressers
I had maybe taken it a little too far. It had started as it always does, a little light crossdressing at home. Then toys as well. Then wearing something a little extra under my boy clothes when I was grocery shopping. Then when I was at work. And that leads me to my current situation. On the outside, jeans, t-shirt – normal enough. Underneath though...
It w...
- 30,673 Views
- 39 Favorites
- 10 Comments
- 1,753 Words
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