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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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An Unexpected Encounter with the UPS Delivery Guy
Iv been a closet Cross Dresser my whole life I love wearing panties and bras and women’s clothes. Well one day I was at home watching porn and dressed up like a dirty little slut. I was craving

Posted by a TS / CD

By Deleted User

An Unexpected Encounter in the Parking Lot
I am a long time CD. I have spent more than my share of time in adult video stores, looking to play at the booths. Last week I had been hanging around, hoping to find a playmate, with no luck. I was

Posted by a TS / CD

By Deleted User

A Surprising Encounter with the Maintenance Man
Last week, a daddy stopped by my place and dicked me down real good. After daddy left, I laid in bed happy and content. I must have fallen asleep for a lil bit. I woke up to a warm wet sensation.

Posted by a TS / CD

By Deleted User

Discovering Identity in Mom's Closet
We're both happy. I'm 20, living at home with my Mom. I'm attractive, mid length Red hair. I'm about 5'7 around 130, and about a 28-24-34, transgender. I knew I was different

Posted by a TS / CD

By oldarmy

Embracing Identity at Myrtle Beach Pride
I love being gay and especially love being a CD sissy faggot too. I'm Kelly Michaels formerly Michael Dickey in Myrtle Beach SC and I have been out now for about 20 years. Gay Pride

Posted by a TS / CD

By Kelly Michaels

A Journey of Self-Discovery in Tucson
Not exactly steamy or hot... or even an encouter... En Fem Saturday, December 19th 2022…Tucson, Az I stepped out of my hotel room, a not so swanky extended stay hotel. When I first

Posted by a TS / CD

By Diana

A Journey of Self-Discovery and New Encounters
Once upon a time I went to that community store and bought $200 worth of female clothing. And then went home and shaved my body and transitioned into a sissy bimbo cocksucking slut. I posted an ad

Posted by a TS / CD

By Deleted User

A Mysterious Encounter in a Hotel Room
Hotel Slut Part 2 How did my brothers friend know it was me. The only person I told what I was doing was my best friend whom I had never done anything with. I decided to message him. He responded

Posted by a TS / CD

By Deleted User

A Curious Encounter Through the Window
I always loved dressing up alone. Never showed or told anyone about my hobby.lol In my early 30s, I lived in an apartment complex and my bedroom window faced the adjacent apartment building. I

Posted by a TS / CD

By Anonymous

A Night of Unexpected Encounters in a Hotel
Hotel Slut Part 1 I was so horny but living in small town there wasn’t much chance for cock as all the guys I knew were straight or so I thought. I secretly loved cross dressing and being

Posted by a gay man

By Deleted User

A Mysterious Encounter in the Dark Room
I have been secretly dressing alone for a long while and j/o while wearing a dress, panties, sexy thigh high hose and a bra, fantasizing I’m a woman. I have for a long time been extremely

Posted by a straight man

By emod1

An Unexpected Connection at the Motel
I made a connection here to meet at a motel and we’ll have a lot of fun❣️ I was excited as this man shared his cock pic and I was so ready to be his slut. I arrived dressed a tad slutty

Posted by a TS / CD

By Deleted User

An Unexpected Dinner Party Experience
I met a couple of cross dressers on double list and decided I would meet them. I decided to offer my service to cook for them and serve them drinks. After dinner was over I was cleaning up and

Posted by a straight man

By deinbismark

A Night of Transformation and Connection
So many times I went to a motel room and change in to a sexy travesti sexy all shave nylon stocking garter belt hi heels short dress makeup and invited top Male to come and fuck me like a woman

Posted by a TS / CD

By carolyne

A Night Out at the Drag Show
A Night At A Drag Show So one night I went to a local gay friendly bar in my city. It was a night that they had a drag show, but I might add I didn't know about it as it was a random night out

Posted by a TS / CD

By Theresa

An Unexpected Connection at the Clinic
Hook Up In A Clinic. So a few years back I was out of town. I figured I would go to a local clinic to get tested as I do quite often. I made an appointment and went the next day. They usually run

Posted by a TS / CD

By Theresa

Exploring New Relationship Dynamics Together
Hello well I thought I would share my story. I have always found the naughtier stuff of sex to be very arousing but this story is starts later in life when I was in my early 30s and dating a girl

Posted by a TS / CD

By Deleted User

A Surprising Meeting on a Late Night Drive
It's been awhile since I wore crossdressing clothes. But one late night I drove around some back rds here at home I came up to this car that was in a ditch. I pulled up didn't want him or

Posted by a TS / CD

By Deleted User

A Surprising New Year's Encounter in a Public Toilet
It was New Years 2023 it was getting closer to 12pm I was getting so horny so I left the bar I was at and found a public toilet quiet hidden away in circular quay no one around well that’s what

Posted by a TS / CD

By laymedaddy

Exploring the Unique Bond Between Best Friends
Oh my bbc is the best…. Gawd!!

Posted by a TS / CD

By tscassy

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 34.9k 632 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 77.8k 1.4k 3.2k
#3
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 23.9k 355 3.1k
#4
cnysub
Gay Trans Straight
Ads on DoubleList 47.6k 529 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 74.2k 1.1k 2.7k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 45.3k 461 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 52.3k 275 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.1k 612 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.2k 359 1.2k
#10
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.2k 347 1.1k
Page 1 of 50 · Showing 110 of 500 authors

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