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

Unexpected Encounters on a Road Trip

so im an out and about type of gurl i love driving around with by false breast plate and little top on love flashing truckers hehe well i went on a little road trip a state over and decided to make a

Posted by a TS / CD

2

Listen Read More

A Chance Meeting at the Local Bar

I'm known as an easy fuck. I'll suck cock til they are nice n hard n my slobber is all over them. Then I'll either climb on top of your cock n ride it, or get on all 4s n let you pump

Posted by a TS / CD

By sissyjamie4daddys

1

Listen Read More

An Unexpected Visit from Daddy Friends

Im sitting on the couch, tittys getting sucked on by 2 daddy mens as I have their cocks out jacking each on. Both tell.me how great it feels. I lean down n take turns kissing n licking each cock.

Posted by a TS / CD

By sissyjamie4daddys

2

Listen Read More

A Surprise Visit from an Old Friend

I am a bisexual cross dressing man with a wife. Well she was out of town for work so I invited this hot sexy man over fun. I got all cute for him wearing my most sexy stuff knowing I'm a bad

Posted by a TS / CD

By sexycdkimfoxx

2

Listen Read More

An Unexpected Connection During a Hotel Massage

HOTEL MASSAGE TURNED HARDCORE Pt 2 (Sissy Kitty) (continued) As I sucked he surprised me by suddenly eating my ass and sucking my smooth sissy balls. This made me want to cream my panties, but I

Posted by a TS / CD

3

Listen Read More

A Young Boy's Secret Meeting with an Older Man

I'm a young boy who loves crossdressing and being a sissy femboy and playing with older daddies and I was finally able to live out one of my biggest fantasies! I love knowing that I'm

Posted by a TS / CD

1

Listen Read More

An Unexpected Encounter at the Bar

Too big for me! We both swiped and met at a bar then quietly stepped out and went back to his place. We walked through the door and it was on. We were kissing, he was grabbing me, then i reached

Posted by a TS / CD

5

Listen Read More

A Surprising Night at the Bar with a Friend

Ooohhhhh the horror! Met this guy that was a friend of a friend at a bar. End of the night we got are friends left and we got wasted. I had the closest plastic so, "lets just go to my place,

Posted by a TS / CD

4

Listen Read More

A Journey of Self-Discovery at the Theater

I'm a Non-passable Black Sissy Fucktoy. Im feeling like a whore and need to be used. So as usual, I head downtown to the local Sex Theater. I always wear a mask when I'm in Sissy Slut mood.

Posted by a TS / CD

By throatgobbler

0

Listen Read More

A Night Out: New Friends and Fun Conversations

Part 2- This is my first experience with a Shemale. Now I'm outside of the club with Michelle and Anna. We were about to smoke a joint when Anna asked me if I wanted to go back to their place

Posted by a TS / CD

1

Listen Read More

An Intriguing Challenge in Fantasy Football League

SIL saga continues. Having now moved in with him and my stepdaughter our relationship has become intriguing and exciting. He formed a fantasy football league and ask me to join. The league has nine

Posted by a TS / CD

0

Listen Read More

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

1..41 42 43...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	First true anonymous intimacy	77.8k	1.0k	4.7k	↘
#2	Tiffanyheels Straight Couple Trans	Intimacy with ex mother in law	174.7k	2.4k	4.3k	↗
#3	kimorafoxxsexycd Trans Gay Couple	Intimate Somali man	157.9k	1.6k	3.9k	↗
#4	KestrelElbow9092 Gay Straight Couple	Closet kicked in.	79.2k	679	3.6k	↗
#5	butchmax Straight Gay Couple	My Husbands Best Friend	119.9k	813	2.1k	↘
#6	wally4u Gay Couple Trans	Drunk Abs Experience I'll Never 4Get!	73.6k	330	2.0k	↘
#7	Dedavis Straight for Gay Straight	Super Bowl group event part six	102.6k	706	2.0k	↗
#8	sissyjamie4daddys Trans Couple Straight	I love water	84.7k	496	2.0k	↘
#9	Steve Straight for Gay Straight Gay	Doublelist fan	57.7k	677	1.8k	↘
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	87.6k	678	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!