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 Unique Connection at the Assisted Living Home

I'm Trans Connie and I want to share why I love old black men and I'm looking on here for my daddy when I was 18 I lived with my aunt in Lafayette we lived in a mostly black community and

Posted by a TS / CD

By Deleted User

1

Listen Read More

A Summer Night Encounter at the Club

Part 1-This is about my first experience with a shemale. I was a 29 year old discreet bisexual white man. I had never been with a shemale before. But, I have watched a lot of porn with them. There

Posted by a TS / CD

1

Listen Read More

Unexpected Encounters in a Hotel Room

Older non passable CD (63) that enjoys sex when dressed with men. Some men like it and some just don't and that is fine. This was actually back in the Craig's Days. Then I was a much

Posted by a TS / CD

0

Listen Read More

Rediscovering Identity After Divorce

I’m a sissy older guy that enjoys being with men. It all started with me marrying young with my high school sweetheart. I was away in the military and I’m built small in the men’s

Posted by a TS / CD

By Deleted User

1

Listen Read More

A Night of Unexpected Guests and Fun

I have been a life-long CD. My girlfriend knows of my fetish and approves. She recently had to go out of town and encouraged me to get dressed up and have a guy over to play while she was gone. I had

Posted by a TS / CD

By fwbbicouple4fun

1

Listen Read More

Unexpected Connection at the Grocery Store

omg after being fucked all night at this crazy party i attended to and left just a little bit ago i had to stop by a store to pick up a few things before i got home i was still wearing my little

Posted by a TS / CD

0

Listen Read More

Exciting Encounters Over a Long Weekend

I am a cock n cum addicted lil sissy whore! People need air to breathe to live, well I need cock n cum to live. This weekend has been a blast for me. No less than 12 daddy mens so far have I had the

Posted by a TS / CD

By sissyjamie4daddys

0

Listen Read More

A Flirty Encounter in the Parking Lot

Part 2. I wanted more from him. He pulled his pants up and walked out the door. He didn't close the door all the way. A guy just walked in the booth. I still had my legs spread open with lube

Posted by a TS / CD

1

Listen Read More

A Nervous Adventure to the Bookstore

Im a guy that loves wearing women's sexy clothing and bras and thongs with garter belts and stockings and high heels and wigs and makeup when I'm at home. I have never told anyone about my

Posted by a TS / CD

0

Listen Read More

An Unexpected Encounter at a Hotel

so there we was my sissy ass getting fucked hard over the kitchen counter by my bbc boyfriend he was drilling me hard with his 10"bbc and just as he started to cum in me for like the 5th time

Posted by a TS / CD

0

Listen Read More

The First Spark: A Journey of Discovery

Part 1: The First Spark It didn’t start with some big dramatic moment — no, it was smaller than that. Tiny sparks I never should’ve noticed, but once I did… I couldn’t

Posted by a TS / CD

0

Listen Read More

Unexpected Connection at a Weekend BBQ

Im Sammy im 24 M2f top surgery only atm, im 5.5 115lbs and a complete slut for my best freinds dad. 2 weeks ago me and Olivia were at her dad's house for a BBQ we we were staying there for the

Posted by a TS / CD

2

Listen Read More

A Stylish Day of Cleaning at Home

The other day I was going to start cleaning my house. I live in a three bedroom house with a two car garage and a big backyard. I went to my bedroom and pulled out my sexy clothes and lingerie and

Posted by a TS / CD

1

Listen Read More

An Unexpected Encounter Through the Window

How would other peeps describe me? Same way I would describe myself: a kinky slut who loves cocks n cum. I will drop to my knees n suck that cock or spread my ass cheeks n take that cock deep in my

Posted by a TS / CD

By sissyjamie4daddys

0

Listen Read More

Unexpected Encounters at the Gay Bar

I got on grindr and found me a date for last night and now I'm sitting in another mans bedroom watch my date and another guy have sex. I met my date at a local gay bar for a drink. I was dressed

Posted by a TS / CD

0

Listen Read More

An Unexpected Visit from a Young Officer

Ok. So last night I took shower n put on a red nightie. I was sitting on my couch bouncing on a dilly. I heard someone pounding on my front door, then saw a bright light. Who the fuck? Mind you

Posted by a TS / CD

By sissyjamie4daddys

1

Listen Read More

A Weekend Ski Trip with Unexpected Feelings

Gary part 1- the first time When I was 24, I was in a dating (girls) dry spell and so was my f

Posted by a TS / CD

By colleenirish

3

Listen Read More

An Unexpected Meeting in the Garage

I had just got my house. Im a male that loves wearing sexy women's clothing, lingerie, high heels shoes and boots, wigs and with makeup like lipstick mascara eyeliner and long eyelashes. I was

Posted by a TS / CD

0

Listen Read More

A Backyard Pool Adventure with New Friends

so i had just been fucked good and hard by these two studs they had picked me up down the street from where I live as planned and took me back to there place we proceeded to there backyard where

Posted by a TS / CD

0

Listen Read More

Unexpected Visit After Casino Win

So I'm sitting at home last night watching some porn on my big screen TV. I get a text from a regular daddy mans who asks if I want some cumpany. Daddy mans tells me he won big at the casino n

Posted by a TS / CD

By sissyjamie4daddys

0

Listen Read More

1..37 38 39...166

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

R roosterrogers “Young eager for hours” J jabby69 “It took 20 years.....” S submit2one “Too Many Tops Think Anal and Intimate Technique is One in the Same” S sissyemilymatt “Night walk”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Straight for Gay Couple	The fast and furious	60.0k	847	4.4k	↗
#2	Tiffanyheels Couple Straight Trans	Enthusiastic bi girlfriend wanted to be restrained at swingers club	133.8k	2.0k	3.9k	↗
#3	kimorafoxxsexycd Gay Trans Couple	Swallowed my bfs meal at lunch	128.1k	1.4k	3.5k	↗
#4	KestrelElbow9092 Straight Gay Couple	Picnic Fun	48.6k	519	3.3k	↗
#5	cnysub Gay Trans Straight	Part 1 Nude Performer	75.4k	694	3.3k	↗
#6	sissyjamie4daddys Trans Couple Straight	I love water	71.6k	487	2.0k	↗
#7	wally4u Couple Trans Gay	Got Wife Off Flying To Cabo!	67.1k	309	1.9k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	53.6k	644	1.7k	↗
#9	butchmax Couple Gay Straight	I Guess We Asked for it	83.8k	616	1.7k	↘
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	82.8k	668	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:

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!