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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 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

Exploring New Connections with a TS Woman
Well I'm into woman and cd ts lately ts woman get me going I sucked my first ts cock last week it was amazing she had a thick long cock big hard balls so I got on my knees spread her legs open

Posted by a straight man

By cavin569

A Kinky Encounter in Pink Attire
I am a submissive sissy slut. I am 100% bottom. I love and enjoy pleasing top daddys. I am very passable as a woman. I have been married to a worthless useless, poor excuse of a man for the passed 10

Posted by a TS / CD

By Deleted User

A Night of Surprises at the Athletic Party
25 yr old TS NEW To LA , foursome I am Student in the LA area & finally fulfilled a fantasy , I work close to an athletic program her in the LA area , I'm Puerto rican black mixed short

Posted by a TS / CD

By _mr_real

A Night of Surprises in Vegas
TS stole married man and loved I am not fully transitioned very feminine looking Armenian, 4 inch dick, shaved everything, big breast nice butt in shape, girly looking, I like showing off my body

Posted by a TS / CD

By _mr_real

A Night of Unexpected Connections in the Park
So I’m 35 MWM and have been a closeted CD for years. I wear women’s clothes under my work attire daily and love the thought of someone noticing. I particularly love bodystockings. So

Posted by a TS / CD

By scottifun1cd

Unexpected Connection on a Country Delivery Route
I work for a delivery company, driving a van. My route is out in the country, where its mostly farmland, and houses are not close. I have hooked up with several men on my route for some hot sweaty

Posted by a TS / CD

By Deleted User

An Unexpected Meeting Leads to Adventure
I am a very passable crossdresser. I live 247 as a woman. I am very submissive to Black Men. Black Men know how to fuck, they have stamina, and love to fuck white gurls like me. Black Men do not have

Posted by a TS / CD

By Deleted User

A Surprising Meeting at a Rest Area
Last weekend, my hubby and I were driving back from a sex party that was a 2.5 hour drive from where we live. I was still a lil sore, and really tired. It was late at night, and we stopped at a

Posted by a TS / CD

By Deleted User

A Playful Encounter Between Two Schoolgirls
When I’m dressed, it’s usually in some slutty schoolgirl uniform. Short pleated skirt, thigh highs, white lace cheeky panties peeking out from underneath my skirt, white blouse, hair in

Posted by a TS / CD

By veronica_

Unexpected Encounters at the RV Resort
Well I was 40 years old and I worked at a RV Resort i got my space paid and electric just because i worked there about 3 hours per day, Mopping the club house keeping the pool clean and check the

Posted by a TS / CD

By Deleted User

An Unexpected Surprise with Friends
This site has brought out the inner slut in me and I love it. I’m a CD who hooks up with a couple guys regularly. I saw answered an ad for a CD4CD and then we started chatting and complimenting

Posted by a TS / CD

By de_kaleidoscope2

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

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#8
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Straight for Gay Straight
Super Bowl group event part six 102.3k 705 2.0k ↗
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Gay Couple Trans
Missed The Fine Print! BIG TIME! 73.0k 330 2.0k ↘
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Page 1 of 50 · Showing 1–10 of 500 authors

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