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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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Exploring Friendship Through Crossdressing Adventures
I started crossdressing as a teenager when my best friend wanted us to play. He went got a bra, panties. Garter belt & stockings that was his sisters. I put them on and we figured out a way to

Posted by a TS / CD

By doubletrouble56

A Journey of Self-Discovery and Courage
I’ve experimented with crossdresser nearly all my life. Pretty much gave it up when I got married but the last 2 years I’ve been ordering n hiding some clothes. But I’ve never worn

Posted by a TS / CD

By Deleted User

Exploring a Fetish Party for the First Time
I went to a Fetish party in Ft. Lauderdale on a Sat night. It was my first night out dressed. I wore my tightly laced corset under a smoking hot LBD with black heels and my best wig. I hung out

Posted by a TS / CD

By tifanycd02

An Unexpected Encounter in the Shed
I am straight acting. And behind closed doors I am a different story. I shave my legs from the knees up. Shaved smooth cock and ass. So I was out back in my shed. I was wearing some

Posted by a TS / CD

By emmataylor69

A Day of Unexpected Bets and Challenges
"click!" I shuttered as the lock closed. I was now wearing a male chastity device, and my dom had the key. There would be only one way to get it back; 24 hours of strict obedience. I'd

Posted by a TS / CD

By Deleted User

A Night Out at the Theatre with Friends
Me and a trans friend of mine got a room close to the adult theatre in king county.she wanted multiple guys,so we put an add on doublelist.she got fixed up and we went to the theatre.when we got

Posted by a straight man

By holtdarin72

An Unexpected Blindfolded Meeting at Home
My anonymous first time.... I was just starting to flirt with wearing girls clothes, found myself in love with leggings and pantyhose. I got tired of just masterbating and wanted the real thing.

Posted by a TS / CD

By Deleted User

A Mysterious Encounter on a Business Trip
I was traveling for business and had arranged to meet my Mistress in the hotel where I was staying. We had been seeing each other every time I was in town, which was every couple of months back

Posted by a TS / CD

By sofiamagic54

Unexpected Cookout with Neighbors and Friends
I have posted about looking on this site and finding a Black Man to serve and finding out he was my neighbor. So at first it was just him and I enjoyed him using me and him being in control and

Posted by a TS / CD

By majestic69

Roommate's Curious Glance During Dress-Up
27 yr old cd, hispanic and very fem. About a year ago I had a former coworker move in bc he needed a place to stay, I always thought he was kinda cute plus he sold good bud so I decided why the hell

Posted by a TS / CD

By rudlu92

A Cozy Movie Night Connection
Around november 2019 is when I 1st met him, cute guy, looked Hispanic but his hair told me he was mixed, he had course Curley hair. I got in here out of boredom, I had my apartment to myself for a

Posted by a TS / CD

By rudlu92

A Chance Encounter at the Rest Stop
I am a middle aged swm 5 11 130lbs and have a nice 7 incher. I started dressing in a wig, thigh high leggings, half shirt and crotchless panties under some very revealling jean shorts. I posted as a

Posted by a TS / CD

By HoopoeCedar2372

Unexpected Encounter at the Bar Leads to Adventure
I am CD, 27 chubby but passable. A few months ago I was in bar , in another town for discretion, hoping to find a little action. To my surprise, an older guy a few blocks down was there and

Posted by a TS / CD

By oldarmy

An Unexpected Evening with Neighbors
Part 3 My Black neighbor that answered my ad and has had his way with me several times Made it plain to me that I am his bitch, which in all I have no problem with. He shared me with his brother

Posted by a TS / CD

By majestic69

An Unexpected Encounter at the Motel
I met a cd on CL years ago she was a black cd . She invited me to meet at a motel , I showed up and she was waiting in bed with sexy panties on . I stood at the end of the bed undressing while she

Posted by a straight man

By saldaman

An Unexpected Encounter at Home
well not sure if this will be steamy but its all 100% true this is more of a exercise in calling out the BS that so many around here partake in namely not talking to each other wanting to people to

Posted by a TS / CD

By Deleted User

Exploring New Connections with Friends
My journey first began with curiosity of what it would be like to suck another guy off. I did what most do and found a friend who lived somewhat close. After messaging for a few days I agreed to go

Posted by a TS / CD

By btmboy69

Exploring Thrift Stores and Fashion Adventures
I am a petite cd. I wear my wife clothes and she is fully aware of this. the only thing she doesn't know I have had men over and have played with them pretending to be her. giving b/j. we talk

Posted by a TS / CD

By lexiat33

An Unexpected Night at the Bookstore
6 months ago i met a trans girl.she is very kinky .the other night we went to the adult bookstore.we went in yhe theatre first.not much was going on.thben we went to booths.she blew two big black

Posted by a straight man

By holtdarin72

A Surprising Gift from My Neighbor
I turned the key and the door opened. I was met by the living eyes of a Scottish terrier, that I'd be watching for the week. My neighbor asked me to help him out. I lived across the hall and if

Posted by a TS / CD

By Deleted User

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 Couple
The fast and furious 59.5k 840 4.4k
#2
Tiffanyheels
Couple Straight Trans
Girlfriend turned bi and craves females 131.5k 2.0k 3.9k
#3
kimorafoxxsexycd
Gay Trans Couple
Swallowed my bfs meal at lunch 127.0k 1.4k 3.5k
#4
KestrelElbow9092
Straight Gay Couple
Picnic Fun 48.4k 517 3.3k
#5
cnysub
Gay Trans Straight
Part 1 Nude Performer 74.6k 694 3.2k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 71.3k 487 2.0k
#7
wally4u
Couple Trans Gay
Got Wife Off Flying To Cabo! 67.0k 308 1.9k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 53.6k 644 1.7k
#9
powers8
Gay Straight Straight for Gay
A fantasy come true 82.5k 668 1.7k
#10
butchmax
Couple Gay Straight
I Guess We Asked for it 82.1k 615 1.7k
Page 1 of 50 · Showing 110 of 500 authors

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