Logo
Stories

Sponsored

Transgender Sex Stories – Real Encounters & Passionate Experiences

Welcome to DoubleList’s collection for trans sex stories, where our users share their real, salacious experiences. Your secret encounters are always safe with us because your identity will be 100% anonymous. So, come on in and add your steamy trans erotic stories; we can’t wait to hear them.

Choose your kind of stories:

Category: TS / CD

Sort by
A Mysterious Meeting at Madera Park
This happen in Madera at the park on 99 and 26 where jack in the box is. I dressed myself and whent to the park at night. I sat at a bench where the playground is. After a while a big beautiful guy

Posted by a TS / CD

By Deleted User

A Surprising Encounter on a Cold Night
It was a cold night when for the first time I had my first encounter with a man. I dressed myself like a woman. I was so hot and this guy was shirt less. He kept looking at me and told him "im

Posted by a TS / CD

By Deleted User

An Unexpected Encounter at the Bookstore
I have a story to tell about the first time I dressed in the first time I had sex with another man and it was an African-American man and it was awesome I met him in the p**** store adult book store

Posted by a TS / CD

By analfiend15

Exploring New Boundaries in a Threesome
Tom and Jim, part 2 I was about to experience my first 3some and Tom and Jim were doing their best to make sure I was enjoying it. When we finally moved to the bed, after a half hour of foreplay on

Posted by a TS / CD

By rondevow

Planning a Weekend Threesome at the Vacation Home
I had been with Tom a dozen times or so and it had always been hot and passionate. When he suggested a 3some, aside from my normal nervousness, I jumped at the idea. We planned to meet at my vacation

Posted by a TS / CD

By rondevow

Unexpected Meeting in the Garage at Night
I was In the garage getting stoned on sum good weed Friday evening after dinner thinking about early that day 230 in the afternoon to be exact I was fully dressed super tight long sleeved black

Posted by a TS / CD

By Deleted User

A Bored Traveler's Unexpected Houston Adventure
Hot days in Houston. Part 1. 2 years ago I stuck in Houston for 10 days, doing some mundane work for my company. The work itself just took a few hours then I had to wait the rest of the days for my

Posted by a TS / CD

By Deleted User

Navigating Identity and Relationships Over Time
Almost over the hill went my hole life n closet started giving head regularly at a before hit teenwell better not say tht but u get my drift always had girls but wld go behind there backs n be with

Posted by a TS / CD

By rachel694u

Navigating Identity and Relationships in Life
Almost over the hill went my hole life n closet started giving head regularly at a before hit teenwell better not say tht but u get my drift always had girls but wld go behind there backs n be with

Posted by a TS / CD

By rachel694u

An Unexpected Meeting in a High Rise
I was working a high rise in a large city. Had to do about an hours of work in each condo unit. Usually the building provided a security escort to accompany me. In the last unit to do that day the

Posted by a TS / CD

By francixxxx

An Unexpected Meeting in a High-Rise
This story is only slightly embellished, but almost too true to retell I was working a high rise in a large city. Had to do about an hours of work in each condo unit. Usually the building provided a

Posted by a TS / CD

By francixxxx

Exploring a Crossdressing Fantasy with Friends
I had been cross dressing for a longtime and was totally straight and had had 3 women with strapons make me the slut I wanted to be but I found myself wanting to taste cum and to feel it deep inside

Posted by a TS / CD

By Deleted User

Exploring Curiosity at the Bookstore
So I am a man but I like to wear lingerie around the house when I am alone because I feel comfortable in them. I will sometimes wear them under my clothe when I go out. I really get a thrill from No

Posted by a TS / CD

By bobyoshaft

A Lingerie Host's Private Gathering Adventure
Horny wired xdress looking for fun long kinky session anal insertion sticking things up my ass exhibitions. I pick up men host answers door in lingerie and sticking things up my ass. I take them in

Posted by a TS / CD

By wrydsydney

Exploring Identity on the Road
Hello I am a Crossdresser and have been for many year's once in a while I'll post an add while I am traveling for work I dress fully from head to toe trying to be as feminine as possible

Posted by a TS / CD

By Deleted User

Exploring Shared Fantasies in a Relationship
I am a mature Crossdresser and I love transforming myself into Wendy, a sluty submissive bottom feminine women. Over two years ago I put an ad on DL and was so lucky to meet a man, who I have

Posted by a TS / CD

By olderbisubcd

An Unexpected Visit and the Hiding Game
If there is 1 thing I hate worse than anything it's being cock blocked by a daddys cunt of a wife. There I am, between daddy's legs, sucking n licking a nice delish thicky thick cock, when

Posted by a TS / CD

By sissyjamie4daddys

A New Year's Eve Encounter in Wilton Manors
New Year's Eve in Fort Lauderdale's Wilton Manors area. Part 3 He gave me a long deep French kiss. I was really turned on and he was up and ready for round two. I told him that I had only

Posted by a TS / CD

By privateer269

A New Year's Eve Encounter in Fort Lauderdale
New Year's Eve in Fort Lauderdale's Wilton Manors. Part 2. I had spread my skirt to show even more and told him, well then you have to help keep me warm. He put his hand on my knee and

Posted by a TS / CD

By privateer269

Celebrating New Year's Eve in Wilton Manors
New Year's Eve in Fort Lauderdale's Wilton Manors area. For those who don't know, The Wilton Manors area in Fort Lauderdale has a lot of gay bars, dance clubs, drag shows and

Posted by a TS / CD

By privateer269

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

Rank Author · Category Latest Story Views Listens Upvotes Trend
#1
derake14
Gay Straight for Gay Couple
The fast and furious 60.6k 854 4.4k
#2
Tiffanyheels
Gay Couple Straight
I guess I am getting to be gay 137.4k 2.0k 4.0k
#3
kimorafoxxsexycd
Gay Trans Couple
Swallowed my bfs meal at lunch 129.3k 1.4k 3.5k
#4
cnysub
Gay Trans Straight
Part 1 Nude Performer 76.3k 702 3.3k
#5
KestrelElbow9092
Straight Gay Couple
Picnic Fun 48.8k 520 3.3k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 72.0k 487 2.0k
#7
wally4u
Couple Trans Gay
Got Wife Off Flying To Cabo! 67.4k 309 1.9k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 53.7k 644 1.7k
#9
butchmax
Couple Gay Straight
Marriage did it 86.6k 619 1.7k
#10
powers8
Gay Straight Straight for Gay
A fantasy come true 83.2k 669 1.7k
Page 1 of 50 · Showing 110 of 500 authors

How To Share Your Trans Erotic Story

Here’s how to use DoubleList to post transgender stories:

  • Head over to our Stories page .
  • Hit the Add My Story button.
  • Select your sexual orientation.
  • Go ham with your shemale erotic stories.
  • Select Submit to send us your TS sex stories.

We’ll publish your TS erotic stories here after we review them.


Discover More Transgender Sex Stories on DoubleList

Are you looking for more shemale sex stories to get the mood going? Or do you also want to be a part of the community and share your experience? Join DoubleList for free, and within minutes, you’ll unlock a world of sexual pleasure

Read more stories or browse through our countless listings to find the casual encounter of your dreams. Join our adventurous community today and see who’s ready to fulfill your desires!

Some Stories Are Meant to Be Heard

Experience the story in a whole new way — seductive, immersive, and made to be heard.