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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 Night at a Cowboy Bar
I am an older ts that hasn’t had the opportunity or pleasure to have multiple at the same time. I hope to though. Back when I was living as a man in Florida I went to a leather/cowboy bar but

Posted by a TS / CD

By absac56

An Unexpected Visitor in the Garage
You never know who you will meet on this site. I am married to a much older man, 24 years older than myself. His sex drive is non-existent due to age, and medical issues. Me, I'm hitting my

Posted by a TS / CD

By Deleted User

Unexpected Encounter at the Grocery Store
I am a very passable crossdresser and live 24/7/365 as a female. I am married to a much older man who's sex life is long gone. He allows me to fuck and suck whoever I want whenever and wherever

Posted by a TS / CD

By Deleted User

An Unexpected Threesome at a Friends' Gathering
New TS in LA I splurged myself and got my top in 32 cs I feel so bad and sexy , im passable latina , love a party guys love to rub up on me , touch my nips , last weekend was a a friends house idk

Posted by a TS / CD

By _mr_real

An Evening with a Unique Couple
What a great Tuesday evening this gurl had. I was scrolling thru the ads, and saw one that piqued my interest. It was a m/f couple looking for a passable crossdresser. I responded, sent a few pics,

Posted by a TS / CD

By Deleted User

A Unique Arrangement Between Landlord and Tenant
I got a text the other day from my landlord. It read: its time to pay the rent. I will be there in 1 hour to collect the rent. I got so excited, my lil pp almost stood up! My landlord is a very

Posted by a TS / CD

By Deleted User

A Surprising Meeting with a Crossdresser
I met a fun crazy sexy black crossdresser with a 15 inch fat cock. Luckily he loved when I fucked his ass deep n hard. We would both dress as women but we both knew I would be pounding his asshole

Posted by a TS / CD

By bigddickcd

A Delivery Driver's Unexpected Encounter with a Farmer
I'm a delivery driver for A company, and I deliver in the rural areas. Houses on this route are surrounded mostlly by farmland, so houses are spread out. Closest neighbors are sometimes a mile

Posted by a TS / CD

By Deleted User

Unexpected Connections During a Photoshoot
TS EXPERIENCE I work in an adult store where there is sex toys Movies , clothes and videophotoshoots There happened to be a shoot during that day There was 3 models super hot white black latina ,

Posted by a straight man

By _mr_real

A Journey of Self-Discovery and Confidence
I love everything about a man's body especially whats between his legs and how I can get there. I have been living my life as a fem for 10+ years. I'm told that I am attractive with a nice

Posted by a TS / CD

By Deleted User

A Unique Craigslist Encounter with a Dominant Man
I'm a mature CD/TV, and I'm quite submissive. I debated whether to write about this experience. It happened several years back, when Craigslist still had personals. I posted an add on CL

Posted by a TS / CD

By carolmcd

A Chance Encounter in the Park During Lockdown
Went out dressed one night,just on a lark. Started walking in a park...which had a closed sign on it. Thinking it might be iffy due to police I headed back to the parking lot. I wasn’t at the

Posted by a TS / CD

By tonytush

A Journey of Self-Discovery and Acceptance
I've always been a sissy 💕 i wore all 3 older sisters clothes well fast forward 30 years when my wife told me I was a transgender and then woke Nikki up and omg was she hungry for a man. My

Posted by a TS / CD

By Deleted User

A Nervous Encounter with a Neighbor
This took place many years ago when I lived alone, didn't have a significant other, etc. I had crossdressed off and on for years at this point. But I had recently discovered sissification. I

Posted by a TS / CD

By Deleted User

An Unexpected Encounter with a Police Officer
I was leaving a porn shop in here where i live dressed in pantyhose and panties and a bra. I got stopped by a police officer as was leaving the parking lot because I didn’t put my head lights

Posted by a TS / CD

By Deleted User

An Unexpected Encounter at the Motel
After sharing our info on double list we met at a motel to enjoy each other. Me being a CD dressed up with nylons and make up on he was all over me Kissing, caressing and pulling up my dress playing

Posted by a TS / CD

By rizzol

Exploring Connections Through Online Encounters
My desired to be felt pushed me to dress up and venture into hooking up online. I posted an ad that asked to meet curious guys who were looking to have NSA encounters. I was very clear on the things

Posted by a TS / CD

By ugajin

Adventurous Getaway: Embracing New Experiences
I am a CD. I love dressing up and being a woman. I am all about sucking cum out of a hard cock. I will sit on a cock and ride it till it cums in me. I love being fucked. I am an older CD. I prefer

Posted by a TS / CD

By OlderMaleguy

An Unexpected Encounter at the Cabin
Double list Posted add Mature cross dresser Host Dress Play Pnp Dude showed up We did hot rails Went to cabin I went in and got dressed...he came in and had nylons on...I got on my knees and

Posted by a TS / CD

By kevanna

A Night at the Adult Theater: Unexpected Connections
Recently I decided to go to a adult theater, while dressed. I got dressed super sluty, no reason to hide what I was there for. I walked in and there was another CD talking to a black guy. They left

Posted by a TS / CD

By browneyeboi

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 34.2k 628 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 76.8k 1.4k 3.2k
#3
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 23.3k 353 3.1k
#4
cnysub
Gay Trans Straight
Ads on DoubleList 46.7k 523 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 72.6k 1.0k 2.7k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 44.2k 456 1.9k
#7
wally4u
Gay Trans Straight for Gay
My Birthday Suprise! 50.6k 272 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 48.6k 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 32.4k 318 1.1k
Page 1 of 50 · Showing 110 of 500 authors

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