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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 in a Garage Playroom
I’d been seeing this man for a couple of weeks and every time I would go to his house the first thing he would do was to have me go into his room and see the lingerie he had picked out for me

Posted by a TS / CD

By Deleted User

A Night Out Leads to Unexpected Fun
Two hot Mexican men had a 3 sun with me after the bar last week im a tall bbw white trans in Greensboro

Posted by a TS / CD

By Deleted User

A Transformative Day Out in the City
I been fully dressing for over a year now! I just stop caring what others thought , it was the best decision of my life. As time went on I got better with makeup and dressing, I am very confident in

Posted by a TS / CD

By sluttydannicd

A Unique Encounter at Uncle's House
It all started when I was alone at my uncle's house and I put on my aunt's clothes. My uncle caught me and told me that if I liked it I could put on my clothes and play with him, and I did

Posted by a TS / CD

By Anonymous

A Halloween Party Leads to Unexpected Surprises
I met a guy online who I invited over for a Halloween party. I wore a short tight silver mini skirt with nylons and 5 inch black heels. Ankle bracelet a push up bra that showed off my cleavage (I

Posted by a TS / CD

By newbeebee

A Night of Thrills at the Local Theater
Im a Black Sissy Cock Sucking Slut. Sucking dick it my passion. Adult theaters are my personal best. I luv the thrill of sucking off a random guy. On this particular night I was feeling like a slut

Posted by a TS / CD

By throatgobbler

Discovering a Hidden Spot for Fun
i have been dressing for about 10 years now most of the time was closet sissy stuff but now i have been out dressed and met a few guys and at the very least suck their dick and swallowed for them but

Posted by a TS / CD

By greatime00

An Unexpected Family Reunion at the Hotel
This happened-2021. Pt. 2 . Calling this "All In The Family". As Doug (my nephew) left my hotel room, I was taken back, that he had no clue that the CD he just fucked is his uncle. And

Posted by a TS / CD

By chadler

A Mysterious Encounter in the Woods
So I placed an ad looking for someone to come to a trail in the woods in the middle of the night. I said I would be dressed in stockings, thong, and a short red dress, and was looking to get bent

Posted by a TS / CD

By bakeworm

An Unexpected Visit Leads to New Experiences
So I had posted a ad looking for a top myself being a CD bottom I received a couple replies but nothing definite on Saturday Afternoon I received a message from a guy saying he was available now and

Posted by a TS / CD

By Deleted User

An Unexpected Visit Leads to New Experiences
So I had posted a ad looking for a top myself being a CD bottom I received a couple replies but nothing definite on Saturday Afternoon I received a message from a guy saying he was available now and

Posted by a TS / CD

By Deleted User

A Night Out at the Ocean Bar
being a sissy is the best thing a guy like me can be. i am a white sissy cd that has a good body and nice legs with a nice ass that i love to show off in my high heels and tight shorts or skirt as

Posted by a TS / CD

By greatime00

A Surprising Encounter at Her Apartment
Me and the cross dresser. I'm 40 years old and bored. Life gets boring sometimes, I have the wife, the kids, the job, the car etc. Being married to the same person for years has it's

Posted by a straight man

By urhrhrhrh

An Evening of Exploration and Discovery
I am an older bigger crossdresser. Finding young studs that want to suck and fuck are rare so most times it's my dildos filling my boipussy, I had been watching porn were women and gurls like me

Posted by a TS / CD

By NumbatCloak8150

Unexpected Encounters at the Truck Stop Shower
i am a thin guy with a good body and i love to dress sexy when i am at home but this weekend i am feeling very horny since my man had stopped seeing me so he be with his wife and kids. i am ok with

Posted by a TS / CD

By greatime00

An Unexpected Encounter at the Motel
i am a older white guy small frame 5-4 about 100lbs soaking wet with a prissy walk and sissy voice that i was born with and everybody would say things after i walked away about how prissy i was, but

Posted by a TS / CD

By greatime00

Unexpected Encounter at a Rest Area
hello everyone, i am a white cd that is a dick crazy slut that will do anything to find strange men to please. it is a busy weekend with all the traveler going to visit families for a good meal and

Posted by a TS / CD

By greatime00

A Journey of Self-Discovery Through Online Connections
So I have decided to put this post out there in the hopes that my “sexploration” might actually get fulfilled, so here goes. In day-to-day life I am a 6’1” 255lb 28 y/o masc

Posted by a TS / CD

By neil937

An Unexpected Craigslist Encounter at the Door
I talked to guy on Craigslist he said make sure your dressed and ready for me when I get there I got all slutted up and ready I sat down and heard the knock at the door I thought that was fast he

Posted by a TS / CD

By Deleted User

Embracing Self-Discovery Through Personal Expression
I started playing with my self and dressing up over 4 years ago and I love it!!!

Posted by a TS / CD

By cplus

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 77.7k 1.4k 3.2k
#3
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 23.8k 355 3.1k
#4
cnysub
Gay Trans Straight
Ads on DoubleList 47.5k 528 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 74.1k 1.1k 2.7k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 45.2k 461 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 52.0k 274 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.0k 612 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.1k 359 1.2k
#10
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.1k 347 1.1k
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