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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 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

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

By ababycd

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

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

By Miniho

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

By Miniho

An Unexpected Encounter at a Hotel
so there we was my sissy ass getting fucked hard over the kitchen counter by my bbc boyfriend he was drilling me hard with his 10"bbc and just as he started to cum in me for like the 5th time

Posted by a TS / CD

By ababycd

The First Spark: A Journey of Discovery
Part 1: The First Spark It didn’t start with some big dramatic moment — no, it was smaller than that. Tiny sparks I never should’ve noticed, but once I did… I couldn’t

Posted by a TS / CD

By Lj

Unexpected Connection at a Weekend BBQ
Im Sammy im 24 M2f top surgery only atm, im 5.5 115lbs and a complete slut for my best freinds dad. 2 weeks ago me and Olivia were at her dad's house for a BBQ we we were staying there for the

Posted by a TS / CD

By sub7771

A Stylish Day of Cleaning at Home
The other day I was going to start cleaning my house. I live in a three bedroom house with a two car garage and a big backyard. I went to my bedroom and pulled out my sexy clothes and lingerie and

Posted by a TS / CD

By Miniho

An Unexpected Encounter Through the Window
How would other peeps describe me? Same way I would describe myself: a kinky slut who loves cocks n cum. I will drop to my knees n suck that cock or spread my ass cheeks n take that cock deep in my

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Encounters at the Gay Bar
I got on grindr and found me a date for last night and now I'm sitting in another mans bedroom watch my date and another guy have sex. I met my date at a local gay bar for a drink. I was dressed

Posted by a TS / CD

By scottc813

An Unexpected Visit from a Young Officer
Ok. So last night I took shower n put on a red nightie. I was sitting on my couch bouncing on a dilly. I heard someone pounding on my front door, then saw a bright light. Who the fuck? Mind you

Posted by a TS / CD

By sissyjamie4daddys

A Weekend Ski Trip with Unexpected Feelings
Gary part 1- the first time When I was 24, I was in a dating (girls) dry spell and so was my f

Posted by a TS / CD

By colleenirish

An Unexpected Meeting in the Garage
I had just got my house. Im a male that loves wearing sexy women's clothing, lingerie, high heels shoes and boots, wigs and with makeup like lipstick mascara eyeliner and long eyelashes. I was

Posted by a TS / CD

By Miniho

A Backyard Pool Adventure with New Friends
so i had just been fucked good and hard by these two studs they had picked me up down the street from where I live as planned and took me back to there place we proceeded to there backyard where

Posted by a TS / CD

By ababycd

Unexpected Visit After Casino Win
So I'm sitting at home last night watching some porn on my big screen TV. I get a text from a regular daddy mans who asks if I want some cumpany. Daddy mans tells me he won big at the casino n

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Encounter at the Mall Leads to Adventure
i love looking like a slut all the time i was out at a mall at a good known adult humor shop looking around and picking out a few little sexy pieces and found a really cute skirt top set and as im

Posted by a TS / CD

By ababycd

A Surprising Meeting in the Garage
so Saturday night my mom was out of town and I let my step dad use me when mom leaves especially he is nicely hung and knows how to lay it deep in me he had me wear this cute tiny pink dress and pink

Posted by a TS / CD

By ababycd

A Curious Encounter with the Neighbors
I never play where I live. I live in a small apartment complex and the apartment next to mine was vacant and they were redoing the floors. I hadn't paid much attention but I was sitting on my

Posted by a TS / CD

By ardee1x1

Embracing Identity: A Journey of Love and Acceptance
I came out to the world as a trans gurl 8 years ago. Yeah I tried the do called straight life, was married for 5 years, but that only intensified my desires to become the gurl I knew I should have

Posted by a TS / CD

By sissyjamie4daddys

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 34.4k 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 353 3.1k
#4
cnysub
Gay Trans Straight
Ads on DoubleList 47.0k 523 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 73.2k 1.0k 2.7k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 44.4k 456 1.9k
#7
wally4u
Gay Trans Straight for Gay
My Birthday Suprise! 51.2k 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 357 1.2k
#10
powers8
Straight Gay Straight for Gay
An absolutely amazing 3 friends 32.5k 318 1.1k
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