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
An Unexpected Encounter in the Room
HK part 3 we went back to my room and my friend/pimp said get cleaned up so I went into the bathroom and did. I walked out naked and found him also naked and his cock already stiff. He said I love

Posted by a TS / CD

By foxy157

An Unexpected Visitor and a Surprising Encounter
I was sitting at home earlier doing some housework on this gorgeous day. I had my front door open letting in some fresh air. I heard someone knock on my front door. There was a handsome older man

Posted by a TS / CD

By sissyjamie4daddys

A Unique Encounter in a Hong Kong Hotel
HK I was in a hotel in Hong Kong and had answered an ad for a cauasian with an uncut cock who wanted to cross dress for someone. I answered it and said I fit the description but did not have any

Posted by a TS / CD

By foxy157

An Unexpected Visit from a Sugar Daddy
I got a text from my 24 yr old twinky gurlfriend. We share daddys on occasions. We are both cock gobbling, cum guzzling sissy bottoms. I'm a lil older than Twink. He has got a nice sweet tasting

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter in the Bathroom
my ex wife part 3 My new tuck pattner called and asked if we could cum over to play lbut my wife opted out and told me I needed the fucking and to go. I arrived and went into the bathroom with his

Posted by a TS / CD

By foxy157

An Online Connection Leads to a Memorable Date
I met a guy online who was looking for a slender, smooth CD. We corresponded via email for weeks and got to know each other's thoughts and interests. Finally, the day arrived. He was coming to

Posted by a TS / CD

By Guitarpicker.mb61

Unexpected Meeting in the Park Bathroom
I have found out that I am a Sissy cross dressing fagfor big black cocks but this minute I’m sitting in the bathroom at the park in a stall on the floor with the door off the hinges, taking

Posted by a TS / CD

By Deleted User

Exploring a Unique Role Play Fantasy Encounter
Not so long ago I hooked up with with a white male bear like omg yes he had a foot fetish he answered my post and we met he asked me if I had any role play fantasy and I I said yes I want you to meet

Posted by a TS / CD

By lovemyfeet

An Unexpected Visit from a Crossdresser
I addvertised for Pantyhose lovers / crossdressers and Gotten severeral responses . and one friday night I got a reply from a crossdresing pantyhose wearing local not too far from me . We set up a

Posted by a TS / CD

By juicynylon

Unexpected Encounters at a Poconos Cabin
I'm from pa. I recently rented a cabin in the Poconos for a weekend on a few acres very quiet and remote. I'm 50 years old very tall hwp and love to dress up in sexy things. I checked in

Posted by a TS / CD

By funboy72

An Unexpected Encounter During a Night Drive
I have been sucking n spreading my ass cheeks for this hot young stud police officer who patrols my neighborhood. He works nights. I met him at a club a few weeks ago. He knows that I have several

Posted by a TS / CD

By sissyjamie4daddys

A Night of Fun and Friendship at the Club
While I was transitioned I was best friends with Lacy.. she was about 5’8” tall brunette 34dd tits and very shapely,, beautiful girl and had a beautiful 8” cock.. me I was

Posted by a TS / CD

By modoc243

A Night Out at the Summer Club Party
While I was transitioned I was best friends with Lacy.. she was about 5’8” tall brunette 34dd tits and very shapely,, beautiful girl and had a beautiful 8” cock.. me I was

Posted by a TS / CD

By modoc243

Discovering Identity in My First Home
I was 25 when I bought my first house. I had been living in my Mom’s basement apartment since I had graduated college so I could save money for the down payment. Mom was very cool about it and

Posted by a TS / CD

By jenniferthesissy

An Unexpected Visit from a Suga Daddy
A suga daddy from out of town texted me n told me he would be in town on biz n wanted a piece of ass to plow. I told him anytime anywhere n I would be more than happy to let him plow me. Suga daddy

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Encounters at the Motel Party
a friend of mine said he was having a party at this motel in town and asked me to come to it and of course I said yes he said he would text me the room number then I could not get a holed of him so I

Posted by a TS / CD

By Deleted User

A Secret Encounter in a Hotel Room
So every since I was vary young I truly love panties hoe they feel too how soft they are too but I have always been straight I thought well one day I want to feel what it felt like with a real cock

Posted by a TS / CD

By JaguarKarma8440

An Unexpected Surprise Visit from Friends
One of my exwives was a stripper. We use to party and play alot if games when we got high. She brought home outfits and heels other girls had left there after they quit and would dress me up and put

Posted by a TS / CD

By suckuclean69

A Night of Surprises at the Playground
I am a Sissy cross-dresser, who just discovered big black dicks now it is Saturday night at one in the morning and I am sitting in the bathroom at the playground in the ghetto.i have already taken 15

Posted by a TS / CD

By Deleted User

A Unique Encounter Between Two Worlds
Part one: Im a man that knows what the sissy gurls are looking for and my dick between my legs are exactly what they want. I'm well endowed, eight inches of hard smooth cock that shoots a good

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 Couple
The fast and furious 60.7k 856 4.4k ↘
#2
Tiffanyheels
Gay Couple Straight
I guess I am getting to be gay 138.0k 2.0k 4.0k ↘
#3
kimorafoxxsexycd
Gay Trans Couple
Swallowed my bfs meal at lunch 129.5k 1.4k 3.5k ↘
#4
cnysub
Gay Trans Straight
Part 1 Nude Performer 76.4k 702 3.3k ↗
#5
KestrelElbow9092
Straight Gay Couple
Picnic Fun 48.9k 520 3.3k ↘
#6
sissyjamie4daddys
Trans Couple Straight
I love water 72.1k 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 87.1k 622 1.7k ↘
#10
powers8
Gay Straight Straight for Gay
A fantasy come true 83.3k 670 1.7k ↘
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:

  • 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.