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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.

Category: TS / CD

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A Surprise Meeting in the Car Park

Hey guys. I am a total 100% lil crossdressing bottom sissy who simply LOVES pleasing top daddys. I am passable when I'm dressed as a sissy fem. I wear wigs, makeup, fake tits, lil mini skirts

Posted by a TS / CD

By sissyjamie4daddys

0

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Exploring New Dynamics in an Open Marriage

my wife just chucked me. my wife knows i had to dress as a woman a few times for party's and said i am very passable. we both see other people in a open marriage. she asked me last weekend if

Posted by a TS / CD

By samantha1965

0

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A Weekend Adventure While Home Alone

So I had the house to myself for an entire week while my wife at the time went to her high school reunion and well you know what the mouse does while the cats away 🤭... do unless I was doing

Posted by a TS / CD

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Unexpected Connections in a New Neighborhood

Hello i am Stevie.. i am 34yo 5’6” talll m2f tranny.. i am 120lbs long greyish blond hair to the top of my skinny but.. long very feminine legs and but.. narrow hips and stomach..

Posted by a TS / CD

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Navigating Life with My Top Daddy

I am a very submissive crossdressing bottom sissy who is life's goal is to please any top man no matter. It is my duty to give up my booty n mouth to any top man. I have been living with a top

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Reunion at a Gay Bar

My 25 year old stepson has been fucking me for the past 3 months. Let me explain. His mother divorced me 10 years,ago after she busted me sucking another mans cock. After that, I started dressing in

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Visit Turns Into a Surprise

I am a passable cd 32 and answered a post on Doublelist for a 45 yr old guy looking for a cd. I answered we made a date, I got all dolled up, dressed very sexy and go to his place. He is about what I

Posted by a TS / CD

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A Journey of Self-Discovery in the City

I am a recently single male, my girlfriend of 9 years and I called it quits about 6 weeks ago. She never ever expected me of being bi or in the closet in anyway. I’m naturally a semi masculine

Posted by a TS / CD

By David Gordon

0

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A Dreamy Evening Encounter in the Car

I am Luna. This is my dream encounter. I hope to fulfill this dream someday. She watched as he opened the passenger door, the dampness of the evening clinging to him like a second skin. His eyes

Posted by a TS / CD

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Unexpected Encounters at the Theater

I didn't finish my story. I was in the theater with a guy next to me. I started to suck him when I felt another guy that started to touch my ass. He found a way to start fingering me. I

Posted by a TS / CD

0

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A Surprising Encounter During Game Night

This is a true story of what happened in Las Vegas with a coworker that was a secret cross-dresser and seduced her married coworker Let me tell you about myself. I’m a 47-year-old white

Posted by a TS / CD

0

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A Night of Fun at Daddy's Gathering

Daddy invited me over to his place. He told me he was having a lil party with a few of his friends n they needed some entertainment. When I got to my daddy's house, there were 8 of his man

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Visit from Daddy

Daddy stopped by last night to get some sucky fucky time from me. Daddy wasted lil time. As he walked to the door his cock was already out of his pants n he was stroking it. I bent over n kissed the

Posted by a TS / CD

By sissyjamie4daddys

0

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An Evening of Unexpected Roles and Fantasies

Part 2. I laid back on the bed and he went down on me. He had me up in no time. I told him, it's time. On your knees to serve your mistress. He was kneeling and ready. I ran my cock in the

Posted by a TS / CD

By privateer269

0

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A New Year's Eve Connection in Fort Lauderdale

I had posted back in January that I went out on New Years Eve, in the Wilton Manors area in Fort Lauderdale. I went in full dress, as a woman. I met a man there that night. It turned out we live

Posted by a TS / CD

By privateer269

0

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Traveling Adventures of a Crossdresser

Hi I am a total bottom CD and love to submit to masculine men I am bisexual and have a girlfriend who knows I dress but has no idea I am bisexual I travel for work and usually dress in hotels while

Posted by a TS / CD

By Deleted User

0

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Embracing a Fresh Start in a New City

I recently moved to a new city away from past relationships and bad people. I have been a Trans/CD all my life. Purging along the way, feeling guilty about my desires to be a woman. As I unpacked my

Posted by a TS / CD

0

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A Transformative Night at the CD Party

I am a non-passable crossdresser, 55 and totally gay but love cd's. I post looking for other cd's and get an answer for another cd about my age, we meet, and she is a Dominate Top and does

Posted by a TS / CD

0

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A Night of Connection at Deer Camp

Part 2 deer camp ! Finally he pulled his tongue out and said you want me to fuck you and I said please ! He had me on all four and told me to wag my ass like a bitch dog would as he greased us both

Posted by a TS / CD

By Deleted User

1

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A Unique Experience at the Deer Camp

I posted a ad saying I was looking for a deer camp that needed a cook and sexual relief person and instantly I got a reply from a guy that said there were 4 guys in his camp and would love to have me

Posted by a TS / CD

By Deleted User

1

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Top Authors

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

RISING AUTHORS ON DOUBLELIST See all

Z zayamill “Sexy Zaya, available for connection” L LetsTalk “Roommate Flirt Part 4” C cade6477 “Wife's best friend and maid of honor at our wedding” L ladybugy “Looking for genuine connection”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Couple Gay Straight for Gay	Making love my neighbor in our pool late at night	66.8k	889	4.5k	↗
#2	Tiffanyheels Couple Straight Gay	Wife wears revealing dress to party	157.0k	2.2k	4.2k	↗
#3	kimorafoxxsexycd Gay Trans Couple	Road ride to bf	138.6k	1.5k	3.6k	↘
#4	cnysub Trans Couple Straight	mY new submissive transgender	84.9k	725	3.4k	↘
#5	KestrelElbow9092 Gay Straight Couple	Another day on the hunt.	55.7k	554	3.4k	↗
#6	sissyjamie4daddys Trans Couple Straight	I love water	76.9k	491	2.0k	↘
#7	wally4u Gay Couple Trans	I Guess He Did Have To Go!	70.3k	317	2.0k	↘
#8	butchmax Couple Straight Straight for Gay	Oh She Knows Dimension Matters Now	97.9k	657	1.9k	↘
#9	Steve Straight for Gay Straight Gay	Gym kiss pt.2	54.6k	652	1.7k	↘
#10	Dedavis Straight for Gay Straight	Adult video store part three	83.4k	596	1.7k	↗

Page 1 of 50 · Showing 1–10 of 500 authors

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