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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 Guest and a Night of Transformation
My first time I dressed in lingerie- stockings, panties, bra and a teddy. I used balloons filled with water to fill the bra cups lol. My wife had took a job working nights, and I'd been chatting

Posted by a TS / CD

By reggie_boy

An Unexpected Friend Visit Turns Into a Night of Fun
I Am a non passable CD but I have sexy legs and shaply body I am more feminine then I show on normal time I decided to dress up in a sexy black tight mini skirt and black nylons a tight purple shirt

Posted by a TS / CD

By pantilegsandcuff

Unexpected Meeting in a Restaurant Parking Lot
I love pda(Putting Dick in my Ass) in public. Giving road head, riding a cock while in the backseat, fucking in the yard, pulled over along side the hiway, or a road giving up the pussy, the list

Posted by a TS / CD

By Deleted User

A Night of Unexpected Encounters at the Club
Now that the pandemic is finally over, things are getting back to normal. Hubs and I went to the club last Wednesday. How I have missed this place. Lots of younger, cocky men strutting around,

Posted by a TS / CD

By Deleted User

A Late Night Connection Through Texts
Asian CD here with a smooth bubble butt. I was very horny one night scrolling through ads. I was laying in bed, wearing heels, a thong, and a lace night gown. I was watching porn on TV and all I

Posted by a TS / CD

By de_kaleidoscope2

A Late Night Adventure in a Truck
Answered an ad for a guy looking for head in his car. I’m an Asian CD but don’t usually go out dressed because I’m nervous. But I was feeling very horny and I wanted cock in my

Posted by a TS / CD

By de_kaleidoscope2

Unexpected Connections at a Motel
I was a blk drag queen at the time. I had been going to this cheap motel for a minute. Getting sexy, going to the club and maybe bringing someone back to my room. This night, I had been drinking and

Posted by a TS / CD

By india_dts

A Unique Encounter Through Craigslist Ads
I've been Crossdressing on and off for a long time now and got really in to it a few years ago when I met guy on Craigslist when it still had its personal ads on, he was wanting someone willing

Posted by a TS / CD

By borofun81

An Unexpected Reunion After Divorce
Im currently have ads on dbl list and my latest I posted read latino bottom 4 u .I received and email from black guy stating that he was the guy that was at my place n we got caught by my wife 3

Posted by a TS / CD

By nykmaleforu

A Chance Encounter with a College Stud
The wait was well worth it. Been talking with a young college stud for the past 10 days. He was coming back home for a few weeks, and was looking for a gurl like me: slutty, willing to give up the

Posted by a TS / CD

By Deleted User

A Surprising Meeting at the Bookstore
I am not at all attracted to men, but I have Cum to enjoy having some hot sexual encounters with CD's / Trans / and Gay guys as well. I have always been wanting to visit an adult Bookstore

Posted by a straight man

By Night fun

An Unexpected Journey of Friendship and Discovery
continue with part 2 i first time ever had a chance to suck a guys cock andwas told that I had an amazing set of divk lickers and that Darryl was really excited about this special opportunity for me

Posted by a TS / CD

By kinkybobby

A Young Guy's Invitation for a Fun Evening
Asian CD here who put an ad out looking for a younger top. I got a reply from a young guy in his early 20s who asked if I was passable. I’m not very passable but I sent him some pics anyways

Posted by a TS / CD

By de_kaleidoscope2

Unexpected Meeting During a Road Trip
Hubs and I took a lil road trip last week to Tennessee for a mini vacay. I am a full time crossdresser who is very passable. We stopped at a rest area so hubs could go potty. I was sitting in the car

Posted by a TS / CD

By Deleted User

A Unique Encounter with a Young Man
I responded to an ad from a straight, much younger male that was looking for a passable crossdresser. He was in his early 20s. We exchanged info, likes/dislikes, and pictures and I invited him to my

Posted by a TS / CD

By Deleted User

Unexpected Connection at the Bookstore
I am white guy who loves to dress as a girl. I am not passible but live to please a man and give him my all. I have dressed and went to bookstores. Open to gave fun. About 6 months ago I went to a

Posted by a TS / CD

By majestic69

A Sister's Support in Unconventional Adventures
My dressing days began at the age of about 7. My older sister by 5 years wanted a sister so she used to dress me up in her clothes & at the time it didn't really dawn on me that I actually

Posted by a TS / CD

By Deleted User

Unexpected Meeting at the Casino Hotel
A couple months ago I put an add on dl saying non pass cd going to the casino. I wrote I’d love to meet a bbc and invite him up to my hotel room. A few guys responded they might stop by but no

Posted by a TS / CD

By mrpickle

Unexpected Revelations After a Night Out
Continued: He said that was my punishment for not telling him what happened in the bathroom the night before. I looked him in the eye said next time I wanted to suck the cocks too!! I got dressed

Posted by a TS / CD

By OspreyGrove7318

Celebrating Daddy Day Weekend with Fun
Happy daddys day weekend!! I get to spend daddy day weekend doing what I do best: sucking daddy cocks, and letting daddy cocks fuck my asspussy. Last daddy day weekend, I only had 5 daddy cocks to

Posted by a TS / CD

By Deleted User

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
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derake14
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Crossdressing intimacy in office 76.9k 1.4k 3.2k
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Ads on DoubleList 46.8k 523 2.9k
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Sucking appendage in the club 44.2k 456 1.9k
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My Birthday Suprise! 50.9k 272 1.8k
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Gym kiss pt.2 48.7k 605 1.7k
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curiousladyd
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First really big appendage 10.0k 357 1.2k
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An absolutely amazing 3 friends 32.4k 318 1.1k
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