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 Night of Unexpected Encounters at the Theater

I was naughty today. Dressed like a slut and went to an adult theater. Sucked 3 cocks, took their cum then had one guy kiss me, fondled by silicone breast forms, fucked me with his finger then

Posted by a TS / CD

By Tiffanyheels

2

Listen Read More

Unexpected Visits from Delivery Guys During Lunch

I love sucking off my delivery guys. UPS, Fed ex, Amazon, door dash. Most of them will stop by on their lunch hour for some sucky fucky time, hop in the shower, n I lather them up. I usually get a

Posted by a TS / CD

By sissyjamie4daddys

2

Listen Read More

An Unexpected Connection at the Mall

So yesterday I'm out shopping. This older daddy mans is kinda eyeing me n getting my attention. I would look at some shirts n he would start walking towards me then back away. He did this a few

Posted by a TS / CD

By sissyjamie4daddys

5

Listen Read More

An Unexpected Visitor on the Couch

So I'm sitting on my couch watching some trans porn while riding my 9 inch dildo. I noticed someone at the front door just standing there. I told the person to come in to get a better look. In

Posted by a TS / CD

By sissyjamie4daddys

7

Listen Read More

The Impact of Genuine Connection

What made the encounter unforgeable wasn't just the attraction,but the connection the confidence,the chemistry,and the way we both felt seen and desired.itwas one of those moments where time

Posted by a TS / CD

By sweet sherry

1

Listen Read More

An Unexpected Encounter at the Bookstore

"Here you go my lil sissy slut" my daddy told me. "I want you to wear this while we are out. Any time you step out of line, you will feel it. Understood?" Daddy handed me a

Posted by a TS / CD

By sissyjamie4daddys

4

Listen Read More

A Crossdresser's Adventure in Adult Theaters

Long time crossdresser. Full dress. Full makeup. Silicone breasts forms. Nice wigs. Sexy heels. Sexy panties and bras. Jewelry. Nails done. Enchanting perfume. 55, bi, but crave cock in my mouth.

Posted by a TS / CD

By Tiffanyheels

8

Listen Read More

An Unexpected Hotel Visit with Two Daddies

A daddy texted me to.let me know he was in town n was needing his cock drained. Daddy invited me to his hotel n bring the good lil sissy slut I am, I went. When I got to his room he gave me a hug, n

Posted by a TS / CD

By sissyjamie4daddys

7

Listen Read More

A Surprising Connection at the Store

I was out shopping at Walmarts earlier today. I was looking at some pantys, which I NEVER EVER wear, n noticed an older daddy mans standing n looking at me. He walked up to me n told me he would pay

Posted by a TS / CD

By sissyjamie4daddys

8

Listen Read More

A Journey of Self-Discovery Through Laundry

How I became a cross dresser. I have always been bi, I like having sex with men and women. I have been married 3 times, I am in my 70's now but still sexually active. When I was married to my

Posted by a TS / CD

4

Listen Read More

A Night Out with Friends and New Encounters

My bff lavonne was blowing up my phone. Get dressed picking you up in 20 minutes. I stepped into my hottest slut gurl outfit crotchless panties garter belt silky hot red stockings 6" platform

Posted by a TS / CD

By sluts4cum2021

7

Listen Read More

An Unexpected Visit with a Couple

As a long time crossdresser, I have been to many adult theaters. Clubs, hotels and suck to play with guys, girls, other CD’s and couples. One time I answered an ad and went to their place. The

Posted by a TS / CD

By Tiffanyheels

7

Listen Read More

A Weekend Gathering with Special Friends

What a weekend it's been! This lil prissy sissy slut has had the pleasure of receiving 11 full loads of cum from 5 daddy mens. It all started at a lil party one of my special daddy mens had.

Posted by a TS / CD

By sissyjamie4daddys

2

Listen Read More

An Unexpected Visit with Friends

A daddy mans n his lil twinky stopped by earlier today. Daddy mans wanted me n twinky to tag team daddy mans. But those that know me know that I do not like sharing my daddy mens. Me being the horny

Posted by a TS / CD

By sissyjamie4daddys

1

Listen Read More

Unexpected Shower Time with Friends

I was out in the shower by the daddy mens. Each of them took turns getting into the shower with me. I took the shower head n turned it on to the full jet stream. I adjusted the water to hot, n placed

Posted by a TS / CD

By sissyjamie4daddys

8

Listen Read More

An Unexpected Night with Roommates

Daily Fantasy: While my two male roommates are out at the bars I get in the shower using my shower wand to throughly clean out, ride a few of my very large dildos and then shave my legs, ass and cock

Posted by a TS / CD

By FerretBlade5915

18

Listen Read More

A Night Out with a Close College Friend

My very close female friend from college and I did many things together. We would study together. Eat together. Go to movies together but never kissed. She was attractive, but respected her. One

Posted by a TS / CD

By Tiffanyheels

30

Listen Read More

A Night of Adventure with a Biker

Several years back, I visited the Chicago Eagle on Clark St. I entered wearing daisy dukes and heels to show off my legs and ample bubble butt. No makeup, just a bandana. I ordered a drink at the

Posted by a TS / CD

6

Listen Read More

Exploring the City Sissy and Daddy Dynamic

Where to begin. I'm the city sissy, the town tramp, the state slut. I have been ridden more than a race horse. I prolly have 10 gallons of cum in my tummy, n nother 10-12 gallons of cum in my

Posted by a TS / CD

By sissyjamie4daddys

6

Listen Read More

An Unexpected Encounter with Daddies

"I'm going to cum in your lil sissy cunt" my daddy mans told me as I held onto the other daddy mans who had his cock shoved deep in my throat. N did he ever! Loads n ropes of hot fresh

Posted by a TS / CD

By sissyjamie4daddys

5

Listen Read More

1..23 24 25...170

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

L LucyV “I'm a romantic trans woman” U uhostshysub “what do you have for homework?” I itshugetwink “🔒🍑 Asian Billionaire Bus And He Begged Me To Stay — Asian Daddy Part 1”

Daze “Just a real woman looking for love ❤️”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Couple Straight for Gay	He wanted intimacy twice a day	77.0k	1.0k	4.6k	↘
#2	Tiffanyheels Straight Couple Trans	Parlors in Japan	172.4k	2.4k	4.3k	↗
#3	kimorafoxxsexycd Trans Gay Couple	I did some very mischievous things.	156.9k	1.6k	3.9k	↗
#4	cnysub Gay Couple Trans	The observer from DoubleList	104.9k	815	3.7k	↗
#5	KestrelElbow9092 Gay Couple Straight	Her Boyfriend.	77.2k	662	3.6k	↗
#6	butchmax Straight Gay Couple	My Husbands Best Friend	118.8k	805	2.1k	↗
#7	sissyjamie4daddys Trans Couple Straight	I love water	84.3k	496	2.0k	↘
#8	Dedavis Straight for Gay Straight	Super Bowl group event part six	102.2k	704	2.0k	↗
#9	wally4u Gay Couple Trans	Missed The Fine Print! BIG TIME!	73.0k	330	2.0k	↘
#10	Steve Straight for Gay Straight Gay	Doublelist fan	57.6k	677	1.8k	↘

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!