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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.

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Category: TS / CD

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A Surprising Connection with a New Roommate
I ran an ad for a room to rent and this TS showed up to look at the room. She was young, like 20, and fairly passable, on hormones. Well, I showed her the house and the room she would rent, then

Posted by a straight man

By scisfn2

Unexpected Meeting in the Mall Parking Lot
I met young stud in the mall parking lot. He asked me to get out of my car. "Damn you are fine as fuck. You will def do. Hop in" he told me. I told hubs I would call him to pick me up when

Posted by a TS / CD

By Deleted User

A T-Girl's Journey to Find Connection
Once upon a time there was a sexy T-girl in central Illinois who wanted to meet hot men for passionate love making and dirty times. So she decided to post an ad and it was rejected. She tried again,

Posted by a TS / CD

By lena_

A Curious Encounter at the Motel
My first and only bbc experience. I was looking for a bbc hookup on craigslist, and one post stuck out; “BBC for panty boy bottom.” I responded thinking I would just tease him a bit. My

Posted by a TS / CD

By bottomup6987

Discovering New Identities at the Bookstore
So there I was going to the adult book store to browse around. Little did I know that it was a major hook up spot. This guy started talking to me it was a few minutes before I realized he was

Posted by a TS / CD

By rickyrickytavi

A Kinky Encounter at Home with a Young Stud
I'm always on the prowl for a nice, long, passionate fuck session. The kinkier the better. The more the merrier. The biggest the better. Last weekend I had the pleasure of finding a young 20ish

Posted by a TS / CD

By Deleted User

An Evening of Surprising Encounters
I put a post up here one day looking for a guy to please. We I'm 37 6 foot long red hair chubby. I'm not passable but I love to dress in my wife's fishnet out fits. Well I ended up

Posted by a TS / CD

By ToadAbyss2703

A Birthday Surprise at the Casino Hot Tub
I know my wife has been wanting to have a mfm experience…. So I decided to surprise her for her bday and secretly posted an ad looking for a hung guy to enjoy my wife with me. I received a ton

Posted by a couple

By swtcherry

Unexpected Connections at a Late Night Party
Twink and I were locked in a 69, James sliding his delish cock deep in me, and Dominic pounding twinks lil ass. Every few strokes, Dominic would pull out and let me have a taste of his delish cock.

Posted by a TS / CD

By Deleted User

A Lighthearted Take on Crossdresser Humor
This is just some Crossdresser Humor -- Q- What do you call a CD with a STD? A-...A dVD! Get it?

Posted by a TS / CD

By NarwhalSpark5794

An Unexpected Encounter at Her House
SO I GET THE URGE TO WANNA FUCK A TRANNY EVERYTIME I PARTY OUT SOME ICE AND FINALLY I GOT TO FUCK ME A TRANNY AT HER HOUSE IN HER ROOM AND MAN LET ME TELL YOU, FIRST WHEN I GOT THEIR SHE WAS GETTING

Posted by a straight man

By Deleted User

An Unexpected Invitation to a Couple's Night
Last week, I responded to an ad posted by a male couple +1. They were looking for a passable sissy cd, who was all bottom. That's me, I'm your gurl. I told them. We exchanged pics, digits

Posted by a TS / CD

By Deleted User

A Shower Encounter with Daddy's Instructions
Get your fine ass in the shower, daddy told me. It's time for your shower douche. I want to make sure your pussy is clean for my friends. I did what daddy told me. Daddy turned on the hot water,

Posted by a TS / CD

By Deleted User

The Journey to Earn a Special Tattoo
Earning my queen of spades tattoo. I am a 19 year old cross dresser. I have been dressing since I was 14. I am a sub to a dorm bbc. I asked him many times if I could get an queen of spades tattoo. He

Posted by a TS / CD

By okcbtm

An Unexpected Encounter with the Neighbor
There is a gay couple that lives down the street from me. I have been wanting to get with the alpha of the 2 since they moved in 3 weeks ago. He is in his early 50s, tall, handsome, masculine type of

Posted by a TS / CD

By Deleted User

A Night of Cards and Surprises
Poker night party at a young studs place turned into a poke me all night party. Young stud told me to dress slutty as he and 4 of his friends were playing cards. I arrived a lil early to suck his

Posted by a TS / CD

By Deleted User

Unexpected Encounter in a Mall Parking Lot
I responded to an ad on here. It was from a young stud who needed some car head. We exchanged pics, and digits, and texts. After about 30 minutes we agreed to meet in a mall parking lot. I told him

Posted by a TS / CD

By Deleted User

A Chance Encounter in a Parking Lot
I had put a posting on DoubleList hoping that someone wanted a little play with a CD. After a thoroughly enjoyable exchange of messages, I set up a meeting in a remote parking area. I dressed in a

Posted by a TS / CD

By ham99

Exploring the Unique Dynamic of the Couple Next Door
Part 2 The couple next door I could feel him pulling all the way out & all the way back in! All of a sudden I felt funny weird all over! I broke the kiss saying OMG! My cock I,I ahhhh!!! As a

Posted by a TS / CD

By jessewick

An Unexpected Connection with the Neighbors
A week after turning 18 this happened, I had been dressing in fem since I was 13, I’m 5’6” 105 completely soft & smooth everywhere, I have a girl that is a friend only she

Posted by a TS / CD

By jessewick

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 Straight
Parking lot kiss 34.5k 630 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 77.1k 1.4k 3.2k
#3
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 23.5k 354 3.1k
#4
cnysub
Gay Trans Straight
Ads on DoubleList 47.0k 524 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 73.3k 1.0k 2.7k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 44.5k 456 1.9k
#7
wally4u
Gay Trans Straight for Gay
My Birthday Suprise! 51.4k 273 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 48.8k 605 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.0k 358 1.2k
#10
powers8
Straight Gay Straight for Gay
An absolutely amazing 3 friends 32.5k 318 1.1k
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