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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 Reunion Leads to Adventure
I'm omnisexual adventurous exhibitionist Nudist versatile open-minded broad-minded adventurous as I was walking down the street I saw a friend who I have had sex with as not once but many and

Posted by a TS / CD

By me4you2beinme

A Late Night Drive Turns Unexpected
So I had a din din date with a daddy mans last night. After din din we were heading back to his place for some playtime. As he drove, I started rubbing up on him, giving his cock a nice lil rub.

Posted by a TS / CD

By sissyjamie4daddys

Exploring Identity and Connection Through Crossdressing
I have crossdressed all my life and consider myself Bi, though my favored activity is to dress as a woman. When I do I love to have the attention of a guy. I started out playing with their cocks and

Posted by a TS / CD

By Mandi Gunter

An Unexpected Hotel Room Encounter
I was out of town for work staying at a hotel. Perfect opportunity in my head for a hookup. I set my alarm for the next morning but found I woke up a little before it was set to sound. I found

Posted by a TS / CD

By ajayinpa

A Journey of Self-Discovery and Love
I was kinda straight til I was in my early 30s. I was bi curious but NEVER EVER acted on it. I met my current wife and we talked about our fantasys. Hers was to be gangbanged by at lease 10 guys. I

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Discoveries in a Relationship
So here is a messed up story...lol 1 My first cock was with a woman. 2 my woman was a dl dominatrix. 3 she had a replica of her ex cock in rubber form. Come to find out now, my gurl had went through

Posted by a TS / CD

By cdnew2this

Adventures with Regular Daddy Men
Let's be honest: I'm a prissy sissy bottom slut who NEVER EVER turns down a cock. I have been turned on, turned out, n broke in for the past 8 fantabulous years. Ok. Maybe I have said no to

Posted by a TS / CD

By sissyjamie4daddys

A Journey of Self-Discovery and Change
Bout 15 years ago, I lost the use of my lil dicky. It stopped working like real mens cocks do. Granted it has always been teeny tiny, but it used to get hard. Now, it was limp 24-7. I was married to

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Connections at a Hotel Party
I got invited to a lil hotel party today n I had be a blast. It was me with 4 young stallions n my lil sissy cunt n my mouth are still sore. These stallions were dayumm good looking, n built like

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Encounter on the Couch
part 2 end of my virginity I slid my lips down his beautiful cock and began kissing and sucking his balls. He pushed my back against the end of the couch and stood over me dangling his balls in

Posted by a TS / CD

By foxy157

Exploring New Boundaries at the Bar
My wife was a very sexual person and loved to try different things. We had sex in any position we could think of and then she started liking anal play and sex. After a while she started to want to

Posted by a TS / CD

By foxy157

An Unexpected Encounter in a Dark Alley
I LOVE giving road head n car fucking. The adrenaline rush of getting caught by some random stranger as I'm either sucking a daddy mans cock, or getting my lil sissy cunt rammed n crammed full

Posted by a TS / CD

By sissyjamie4daddys

A Journey of Self-Discovery and Connection
I am long time crossdresser and had had girlfriends that loved it. However, that was years ago. Mow it is hard to find a woman that likes it and wants to have sex with me dressed as a woman or go to

Posted by a TS / CD

By Tiffanyheels

A Unique Encounter on a Hiking Trail
I figured if women treated me like shit others must be in the same boat and figured I'd start crossdressing and offer what we were all missing. I stole a dress from an ex (a aline skater dress

Posted by a TS / CD

By CD Danielle Doggie

Unexpected Encounter by the Train Tracks
I love it when I'm out with one of my daddy mens n he decides he wants to fuck me right then n there. Don't care where we are, he just pops up n decides he's gonna fuck me right then.

Posted by a TS / CD

By sissyjamie4daddys

The Challenges of Apartment Hunting
This happened bout 3 years ago. I was out apartment hunting as I really needed n wanted something a lil bigger. Like a 2/3 bedroom with like 2 bathrooms. For some reason, I kept like getting the

Posted by a TS / CD

By sissyjamie4daddys

A Night of Surprises at the Gay Club
I get dress up just til go and fuck as meny guys as I can go to the gay club pick up guys be sucking dick giving head in my van finish him off go back inside pickup another cock til suck last night

Posted by a TS / CD

By casyleggs

Exploring a Unique Dress-Up Fantasy Encounter
I got a bug up my ass to try out a fantasy of mine which is dress up in female clothes and suck off a man. Well I posted on here and I found someone after a few hours and after exchanging a couple

Posted by a TS / CD

By curiosity899

An Unexpected Charity Party Experience
The ad was simple n straight to the point. It was from a 63 yr old daddy mans who had friends over n was looking for a trans, fem boy, or a sissy gurl like me. The entertainment he had arranged

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Reunion at a Drag Show
After coming out at 19teen as a Trans slut I was going to gay night clubs doing drag shows picking guys up just to fuck even had me a sugar daddy for awhile then one Friday night I was do to do a

Posted by a TS / CD

By casyleggs

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 33.9k 625 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 76.3k 1.4k 3.2k
#3
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 23.2k 353 3.1k
#4
cnysub
Gay Trans Straight
Ads on DoubleList 45.9k 520 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 70.8k 1.0k 2.7k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 43.6k 456 1.9k
#7
wally4u
Gay Trans Straight for Gay
From Zorbas To His Hotel Room 50.1k 272 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 47.8k 600 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 9.9k 357 1.2k
#10
Dedavis
Straight for Gay Straight
House hunting pt 1 37.9k 276 1.1k
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