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.

Category: TS / CD

Sort by

A Journey of Transformation and Support

Making of Michelle part 2 . So my brother undressed me and fucked me every way possible that weekend . We began regularly dating each other and he moved in with me . After college I started working

Posted by a TS / CD

By PantherRune6892

0

Listen Read More

Unexpected Meeting at the Adult Bookstore

I occasionally go to this adult bookstore. I buy crochless panties, and normally a short skirt that’s tight on my body. I unlock the door when I’m finally dressed and watching shemale

Posted by a TS / CD

0

Listen Read More

A New Year's Eve Date Night Adventure

I posted about my New Year's Eve 3. I could enjoy the feeling of his cock moving inside me. The in and out. The feeling when he is bouncing against the sphincter and knowing that he is really

Posted by a TS / CD

By privateer269

0

Listen Read More

A New Year's Eve Encounter in Fort Lauderdale

I posted my New Year's Eve in Fort Lauderdale 2. He came in my mouth. Like the first time, it was a huge load. I don't have a lot to compare it to, but he cums like a horse. It's more

Posted by a TS / CD

By privateer269

0

Listen Read More

A New Year's Eve Encounter in Fort Lauderdale

I posted my New Year's Eve in Fort Lauderdale. I went out for a wild one night of play. I met a man who, as it turned out lives near me. We decided to see each other again and made a date for a

Posted by a TS / CD

By privateer269

0

Listen Read More

An Unexpected Connection at Sneaky Pete's

Part one: I'm 24 years old and the first man I hooked up with was an older man, probably 40 and he was a good looking man. I met him at at bar called Sneaky Pete's located on the rougher

Posted by a TS / CD

By Deleted User

0

Listen Read More

A Late Night Encounter at the Store

THE GIRL BEHIND THE COUNTER. I had a part time job in the early 90’s at a sex store in St. Paul. We had lingerie, toys and a nice selection of straight and gay dvds in a room in the back. On

Posted by a TS / CD

0

Listen Read More

A Chance Encounter with a Truck Driver

I’ve not been dressing very long and am reasonably new to this scene I’m 49 and my last relationship to my girlfriend had ended. I began dressing after she left and I thought that I

Posted by a TS / CD

By justaskme2023

0

Listen Read More

A Night of Unexpected Connections

I had met him on a chat line and he was older then me wich I like so I put on some patten black leather stilettos 👠 and white stockings with a sexy purple dress went to his house and he was very

Posted by a TS / CD

0

Listen Read More

Exploring Identity at a Unique Group Gathering

This was my first encounter actually fully expressing myself in various ways, a group situation. It's when I really got to appreciate dressing up and exhibition. I met up with this wealthy

Posted by a TS / CD

By Deleted User

0

Listen Read More

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

0

Listen Read More

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

0

Listen Read More

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

0

Listen Read More

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

0

Listen Read More

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

0

Listen Read More

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

0

Listen Read More

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

0

Listen Read More

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

0

Listen Read More

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

0

Listen Read More

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

0

Listen Read More

1..105 106 107...163

Top Authors

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

RISING AUTHORS ON DOUBLELIST See all

C charles63 “Just had to try it” J javedcocks “My mother died so my girlfriend sucked and kissed for the first time” L loverlips699 “The love of dressing up like a playful little submissive crossdresser sissy boy” S sexydadbottom “So this just happened…”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Straight for Gay Couple Straight	I couldnt refuse the temptation.	50.5k	739	4.3k	↘
#2	Tiffanyheels Straight Couple Trans	Finally had intimacy with ex mother in law	101.7k	1.7k	3.4k	↘
#3	KestrelElbow9092 Straight Gay Straight for Gay	A chance meeting.	36.6k	432	3.2k	↘
#4	kimorafoxxsexycd Gay Couple Straight	Saucy playful fun	103.7k	1.2k	3.1k	↗
#5	cnysub Gay Trans Straight	Shopping for underwear	62.5k	619	3.1k	↗
#6	sissyjamie4daddys Trans Couple Straight	I love water	61.5k	470	1.9k	↘
#7	wally4u Gay Trans Straight for Gay	My Night At The Anvil... Part 1	58.2k	279	1.8k	↘
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	52.0k	631	1.7k	↘
#9	powers8 Straight Straight for Gay Gay	Temptations	53.5k	499	1.3k	↘
#10	butchmax Couple Straight for Gay Straight	She just did what I told her to do	61.1k	478	1.3k	↗

Page 1 of 50 · Showing 1–10 of 500 authors

How To Share Your Trans Erotic Story

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

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!