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
Unexpected Meeting at the Hotel Lobby
Went on a lil mini vacay last week with a daddy to Tulsa. As we were checking into our hotel, I noticed a young stud that was in the lobby. Nice young strapping 20-ish, who looked to be packing. As

Posted by a TS / CD

By Deleted User

Exploring a Unique Father-Son Relationship
Yes Daddy, fuck that ass. Yes Sir, you own my faggot ass. Daddy kept pounding my asspussy, telling me what a good lil gurl I was. Daddy held both my arms behind my back,, as he continued fucking me

Posted by a TS / CD

By Deleted User

A Surprise Meeting in a Hotel Shower
I responded to daddys ad, and met him at his hotel. Rugged looks, 61 years young, broad shoulders, and nicely hung. I got to his hotel room, and we made out. Then he told me it was shower time. We

Posted by a TS / CD

By Deleted User

A Night Out at the Adult Bookstore
I am a passable, very feminine crossdresser, and I am 1000% ALL bottom. There are 5 adult book stores/strip clubs within 15 minutes of my place. I visit each one frequently. 3 of the 5 have theaters,

Posted by a TS / CD

By Deleted User

Unexpected Meeting in a Gas Station Bathroom
Sissy style part 5 As the guy pulls out of my butt in the gas station bathroom. Lots of cum streaks down my leg. I am exhausted. 5 men shooting cum into my anal vault. Enough to be a private sperm

Posted by a TS / CD

By roger5438

A Life-Changing First Encounter in a Hotel
I thought I would share the story of my first time with a man. It changed my life forever. I'm 40 now. My first experience was 10 years ago. I had started watching a lot of TS porn, dressing up

Posted by a TS / CD

By recentlysingleandcurious

A Surprising Connection at the Lounge
Sissy style part 2. He was limp inside of my ass He got up dressed up and left. The meet and greet was only up to having anal sex. Daddies would leave. CD’s could stay and meet more guys. If

Posted by a TS / CD

By roger5438

Unexpected Encounter at the Gas Station
I am a sissy submissive passable crossdresser who loves men. Everything about men: their bodies, the way they smell, and of course, their cock and cum. I have given up my body to a lot of men over

Posted by a TS / CD

By Deleted User

An Unexpected Meeting in a Hotel Lobby
I responded to an ad from a daddy who was in town looking for a passable crossdresser for a night of sexual fun. We exchanged a few body pics, daddy liked what he saw,, I liked what daddy had to

Posted by a TS / CD

By Deleted User

Rediscovering Myself After a Life Change
I am a passable crossdresser. I have been crossdressing for the last 10 years thanks to my now ex wife. When we was married she was my cuckoldress. She would invite men back to our place to fuck her.

Posted by a TS / CD

By Deleted User

Flirty Encounter at the Doctor's Office
I had to take hubs to the doctor the other day for a checkup. There was a very handsome daddy sitting in the waiting room. I couldn't help but look his way. He was in his early 60s, salt n

Posted by a TS / CD

By Deleted User

A Memorable Hotel Visit with Daddy
I have several daddys that I love and enjoy servicing. Most live out of state, and visit me whenever they are in town. I am a submissive bottom crossdresser who lives to sexually satisfy top daddys.

Posted by a TS / CD

By Deleted User

An Evening of Fun at a House Party
Hubs and I were invited to a house party a few weeks ago by a male couple I play with on occasions. T is top, mid 50s, nice daddy bod, nice size cock. R is verse, in his early 60s, smaller cock,

Posted by a TS / CD

By Deleted User

A Weekend Adventure at the Casino
I am a long time crossdresser. I been bi for almost 20 years. I love sucking a hard cock and have it cum in my mouth or in my ass. I have been seeing a guy for over a year once a week or more. I

Posted by a TS / CD

By OlderMaleguy

An Unexpected Encounter on Delivery Day
Herman and Nomar series My parents ordered me a new mattress for my bedroom. My parents wanted it delivered when I was home by myself. I was thinking if it would be possible to seduce the delivery

Posted by a TS / CD

By roger5438

A Playful Encounter on Delivery Day
Herman and Nomar series My parents ordered me a new mattress for my bedroom. My parents wanted it delivered when I was home by myself. I was thinking if it would be possible to seduce the delivery

Posted by a TS / CD

By roger5438

A Special 4th of July Reunion
So I get a call from one of my Daddys who lives out of state a few weeks ago. Daddy informed me that he will be in town over the 4th of July weekend, and he had a lil favor he needed from his fav

Posted by a TS / CD

By Deleted User

Unexpected Encounter During a Taxi Ride
Sissy boy Herman and Nomar series: Well I was feeling giddy. My Herman called said he wanted to fuck me. I told him I would need to take a taxi. My car was in the shop. Taxi driver arrives. I get in

Posted by a TS / CD

By roger5438

A Surprising Reunion During a Hospital Visit
I found out that a daddy I used to date several times a week is in the hospital not doing well. He has some form of cancer. He is allowed 1 visitor per day, so he called me up and asked if I would

Posted by a TS / CD

By Deleted User

Unexpected Encounters with the Lawn Crew
I have been sucking and fucking the young stud that cuts our lawn for the past 2.5 months. I suck his beautiful cock while he is supposed to be cutting our lawn. I make my hubs cut the grass while I

Posted by a TS / CD

By Deleted User

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 Straight
Parking lot kiss 34.3k 628 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 77.0k 1.4k 3.2k
#3
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 23.5k 353 3.1k
#4
cnysub
Gay Trans Straight
Ads on DoubleList 46.8k 523 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 72.9k 1.0k 2.7k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 44.3k 456 1.9k
#7
wally4u
Gay Trans Straight for Gay
My Birthday Suprise! 51.0k 272 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 48.7k 605 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.0k 357 1.2k
#10
powers8
Straight Gay Straight for Gay
An absolutely amazing 3 friends 32.5k 318 1.1k
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.