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

Exploring Curiosity: A Night of Unexpected Transformations

My first cd experience I was 22 and very curious! I used to have cornrows and when I took them out would love the way my hair felt down my back! My friend who I always suspected was bi had a sister

Posted by a TS / CD

By bigmouth69us

9

Listen Read More

A Surprising Twist: From Cleaning to Captivating Performances

Young collage student, working my way thru school cleaning houses. I get a reply from my ad from an older gay couple, I'm gay so have no problem. It's my third week at their house, I need

Posted by a TS / CD

10

Listen Read More

Finding Joy at the Truck Stop

I love me some truck drivers, you know the over the road truckers. There are a few truck stops n rest areas bout 35-45 minutes from me that I frequent a few times a week. Some may call me a lot

Posted by a TS / CD

By sissyjamie4daddys

6

Listen Read More

A Playful Day with Daddy Mens and Foot Painting

I love me some daddy mens that are freaky, kinky, perverted, n nasty. I have a few that love sucking my footsys, n toesys, n jacking off over them. I have a few that like jerking off in my coffee,

Posted by a TS / CD

By sissyjamie4daddys

5

Listen Read More

A Surprising Connection After Heartbreak

I’m 5’6, Bulgarian. 175lbs, 34D, hourglass body, heart shaped big ass, nice smooth legs, thick thighs, gray/blue eyes and a 7” dick. Everything is proportionate. Nothing too small

Posted by a TS / CD

By Deleted User

16

Listen Read More

A Surprising Connection at the Tattoo Shop

I'm going to have my nipples pierced and friends tell me about this girl who is very good, she's new at a place I got a few tattoos. I'm into goth but not hard core, dress in black,

Posted by a TS / CD

22

Listen Read More

Unexpected Connection at the Donut Shop

I have dressed as a slut for many years now. Silicone breasts forms, full dress , shaven all , nice wig, jewelry, heels ect. One night after being out at an adult theater, It was late and I stoped

Posted by a TS / CD

By Tiffanyheels

23

Listen Read More

A Crossdresser's Journey to Unexpected Love

I have been a crossdresser for a long time. Never thought I would want to kiss a man. However, one night a guy wanted to kiss me and make out, it got my panties wet just like a female. My pre cum

Posted by a TS / CD

By Tiffanyheels

10

Listen Read More

Aunt and Nephew: A Family Gathering Connection

My Vulnerable Aunt PART 1 This story goes back to 2016 and it went on for two years. The names of the characters have been changed. It will be a long series as there were many episodes taking you to

Posted by a TS / CD

15

Listen Read More

An Unexpected Encounter with the Delivery Guy

I'm a 28 yr. old passable submissive cd with an older daddy 62 yrs. old. He is helping me with my transformation into a female but I have to keep my male parts, which I want to do anyway.

Posted by a TS / CD

13

Listen Read More

A Playful Encounter in the Bathroom

Pt 2 He moves my hand to his now fully erect cock. I’m trembling with excitement I’ve never felt anyone’s but mine. It’s so much bigger and veiny and so hard. I want to suck

Posted by a TS / CD

14

Listen Read More

A Rainy Day Ride Leads to Unexpected Connection

Being unemployed without a car was lame. I was walking or taking the bus everywhere. One day when I was walking around in the rain turning in job applications a car pulled up next to me. I figured

Posted by a TS / CD

10

Listen Read More

A Unique Bond: Exploring New Dynamics Together

My wife loves watching me sucking cock and getting my boi pussy fucked. Shell sit there n watch, direct my daddy how to fuck me, n encourage him to fuck me like I'm a cheap whore n tell me to

Posted by a TS / CD

By sissyjamie4daddys

7

Listen Read More

A Surprising Night at the Gay Bar

Last night I got dolled up and decided to go out to the gay bar. Soon as I got there I had several men tell me I'm sexy and cute . Well I ran into my ex friend boyfriend and I said I did not

Posted by a TS / CD

By kimorafoxxsexycd

7

Listen Read More

Unexpected Assistance During a Late Night Drive

I was going to meet up with a rugged good looking top man when I got a flat tire. It was bout 1130 at night in the middle of bum fuck Egypt (ok, it was Illinois). I texted daddy that I had a flat

Posted by a TS / CD

By sissyjamie4daddys

14

Listen Read More

An Unconventional Date Night at the Theater

I am a crossdresser and love to suck cock. I crave cum in my mouth. And I have a girlfriend that likes to watch me suck guys off. It gets her off watching. We go to adult theaters with me dressed

Posted by a TS / CD

By Tiffanyheels

13

Listen Read More

A Night of Fantasy in a Hotel Room

Hi Jenny, I fantasize about your pussy. I close my eyes and I see it nestled between to perfectly shaped spheres of meat, slightly darker in tone then the surrounding skin, puckered and subtly

Posted by a TS / CD

3

Listen Read More

Unexpected Connections at Game Night

I got invited to game night at a daddy mans house. There were 6 plus me. N what a variety of daddy mens: young bucks, older daddy mens, white n black daddy mens. The menu was quite apatizing to say

Posted by a TS / CD

By sissyjamie4daddys

4

Listen Read More

Adventurous Encounters with Unique Treats

I swear I must be the dirtiest slut round here. I get ALL the kinky daddy mens. I have daddy mens that like to jerk off in my coffee n I drink it. Yummy goodness to the very last drop I may add. I

Posted by a TS / CD

By sissyjamie4daddys

3

Listen Read More

An Unexpected Visit from a Neighbor

What an absolute gorgeous day out today. Shorts n a lil top wearing weather. I decided to open my windows n let the nice breeze in as I cleaned my house. A few minutes later there was a knock at my

Posted by a TS / CD

By sissyjamie4daddys

6

Listen Read More

1..9 10 11...161

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

D Deleted User “It’s late but I’m down to chill and have a little fun!!” C caniuseu “First time shed intimacy”

John Lee Erwin I am He-Man “Chick with appendage picks me to lick her appendage.” F Freshfresh “Available for connection”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Straight for Gay Straight	Parking lot kiss	33.9k	625	4.1k	↗
#2	Tiffanyheels Trans Couple Straight	Crossdressing intimacy in office	76.2k	1.4k	3.2k	↘
#3	KestrelElbow9092 Straight for Gay Gay Straight	Beautiful and Black	23.1k	352	3.1k	↘
#4	cnysub Gay Trans Straight	Ads on DoubleList	45.6k	520	2.9k	↗
#5	kimorafoxxsexycd Gay Couple Trans	Very kinky self care	70.2k	1.0k	2.7k	↗
#6	sissyjamie4daddys Trans Couple Straight	Sucking appendage in the club	43.5k	456	1.9k	↘
#7	wally4u Gay Trans Straight for Gay	From Zorbas To His Hotel Room	50.0k	272	1.8k	↘
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	47.7k	600	1.7k	↗
#9	curiousladyd Straight Couple Straight for Gay	First really big appendage	9.9k	356	1.2k	↘
#10	Dedavis Straight for Gay Straight	House hunting pt 1	37.8k	276	1.1k	↗

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!