by
csm1967
on Dec 12, 2018
Transgender & Crossdressers
The house next door had, for the past 15 years, been a rental property, mainly for members of the defence force. Neighbours stayed not more than 2 years and some seemed almost gone overnight. Tenants ranged from singles, to couples, to families with children. The place had been empty for a couple of months since the previous quiet couple, and their noisy dog...
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- 19 Comments
- 17,788 Words
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by
ChewToySub
on Sep 15, 2017
Transsexuals & Crossdressers
My first story on Literotica! Hope you like x
*****
For the longest time, I've crossdressed alone. I taught myself how to climb into girly clothes, how to roll on tights without tearing them, how to put on my wig without it looking like roadkill. It took time, but I slowly learned how to get myself ready to enter girl mode. But there's a few things I've ne...
- 31,117 Views
- 22 Favorites
- 6 Comments
- 2,237 Words
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by
silkstockingslover
on Sep 12, 2018
Illustrated
Sister's Shemale Friend
Summary: Family seduced and dominated by an irresistible shemale.
Note 1: This is a Summer 2018 Contest Story so please vote.
Note 2: Thanks to DarkBreezly for creating the pictures in this story.
Note 3: Thanks to Tex Beethoven, Robert and Wayne for editing this story.
I came home from work a couple hours early, as our manager...
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- 176 Favorites
- 49 Comments
- 9,417 Words
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by
Chomedey
on Mar 2, 2020
Transgender & Crossdressers
Mid-June 2018: About a month has passed since I went back to my parents for work and about 2 weeks went by since I went to that party where I first met Rebecca. Since then, not much has happened because I wanted to distance myself from the group. Although I try to see them as least as I possibly can, I still want to get the gossip from my girlfriend in order...
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- 6 Favorites
- 1 Comments
- 2,015 Words
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by
SubmissiveJosh
on Dec 20, 2018
Fetish
Hello people, this is my first story, I am not a native English speaker, so the first chapters might have some mistakes. This was already posted up to chapter 14 in other sites so I am just porting the story over to the Chyoa format. I would like as much feedback as possible. Don't be afraid to lay hard on me what you think and how bad my writing is!
I would...
- 305,334 Views
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- 299 Likes
- 5,400 Words
- chyoa.com
- Interactive
Open in SmutMD Reader
by
tre34harr
on Sep 19, 2017
Transsexuals & Crossdressers
If shemales aren't your thing don't read on; if they are please read enjoy and have your eyes opened.
*****
"I hold my hand up and tell you truthfully that I used to be a guy; just like you or like any other guy you know or have met in your life time; into the normal thing a typical uni male student of his age would be; girls, drink, football and cars. H...
- 85,805 Views
- 44 Favorites
- 5 Comments
- 10,093 Words
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by
fun4all6969
on Sep 12, 2017
Transsexuals & Crossdressers
I am a very adventurous, open minded married guy. I am 6'2", 150lbs and I have a 5" cock. My wife (Mary) is great but she is very straight laced and doesn't like to have sex but twice a year so I decided to look elsewhere to fulfill a few fantasies. I am sure my size and stamina have a lot to do with my wife's lack of a sex drive.
I recently replied to an o...
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- 10 Comments
- 3,016 Words
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by
daddyslittlebitch
on Sep 14, 2017
Transsexuals & Crossdressers
Chapter 1: Alex
A pair of red satin panties lay on the bed. They were boyshort style with little red lace bows above the crotch. Very sexy and very slutty. Helen ran her fingers along the soft, smooth material. She was dressed in a black lace garter belt holding up thigh high stockings, her large, round breasts, still firm at the age of 45, stood out naked...
- 93,501 Views
- 40 Favorites
- 6 Comments
- 1,899 Words
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by
silkstockingslover
on Dec 23, 2019
Illustrated
"A Shemale Submission": A Lust Story
Summary: Author Jasmine falls for a hot new teacher with a big cock.
Note: Thanks to hfernandez1983 for the many pictures used in this story. He spent weeks getting these perfect for the many different scenes I requested. If you like the pictures in this story, please feel free to read the multi-chaptered series Cheerle...
- 1,457,192 Views
- 385 Favorites
- 125 Comments
- 47,121 Words
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by
hottchic
on Sep 25, 2017
Transsexuals & Crossdressers
Jenny has to testify.
The trial finally comes to an end.
But then it seems that Jenny's worst nightmare will come to pass.....
After transforming myself into a shemale and returning to claim the love of my life Jane, I was adjusting well to a life living with Jane's lesbian lovers, now also my lovers. On a combined business trip and visit to my friends, J...
- 25,852 Views
- 18 Favorites
- 22 Comments
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