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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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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

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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

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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 Deleted User

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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

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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

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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

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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

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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

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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

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By Deleted User

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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

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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

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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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Adventures in Entertaining Daddies at Parties

I am a semi passable crossdressing bottom sissy. For the last 8 years I have been with men only! I love pleasing older top daddys anyway they need and want me to. I am a cock sucking, ass spreading,

Posted by a TS / CD

By sissyjamie4daddys

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Unexpected Meeting at the Adult Bookstore

Stopped at my local adult bookstore last night to get a snack. I walked in wearing a pair of red booty shorts with my ass cheeks on full display, a white blouse, n a pair of my 6" cfm heels n

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Hotel Connection Through a Text

I got a text from a number that was not in my contacts. The text read: 'I'll be in town for a few nights and would like some company. Danny told me you like to have fun. Let's get

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By sissyjamie4daddys

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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

S sexysexaddict23 “Made love to my mother in law”

akshay “One Message… One Unforgettable Night 🔥”

Obeymyorder “Intimacy in public” T tampacuck2020 “First timing being a partner”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	Tiffanyheels Trans Couple Straight	Crossdresser and girlfriend	79.4k	1.4k	3.2k	↗
#2	KestrelElbow9092 Gay Straight for Gay Straight	Careful what you wish for.	25.3k	358	3.1k	↘
#3	cnysub Gay Trans Straight	Ads on DoubleList	48.7k	544	2.9k	↘
#4	kimorafoxxsexycd Gay Couple Trans	New life as a gay man	76.2k	1.1k	2.8k	↘
#5	sissyjamie4daddys Trans Couple Straight	I love water	47.5k	461	1.9k	↗
#6	wally4u Trans Gay Straight for Gay	Pre-Halloween CD Dress Up! Part 1	53.0k	276	1.8k	↗
#7	Steve Straight for Gay Straight Gay	Gym kiss pt.2	49.5k	616	1.7k	↘
#8	curiousladyd Straight Couple Straight for Gay	First really big appendage	10.5k	360	1.2k	↘
#9	powers8 Straight Gay Straight for Gay	Back with Michelle and Lisa	34.2k	350	1.1k	↗
#10	Dedavis Straight for Gay Straight	House hunting pt 1	38.3k	277	1.1k	↘

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

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