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Transgender Sex Stories – Real Encounters & Passionate Experiences

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Category: TS / CD

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A Surprise Visit from a Handsome Stranger

There's a boatload of men on doublelist that are looking for a pussy gurl that wants attention from them. Unfortunately a lot of them are punking gurls like me and only want pictures or email

Posted by a TS / CD

By Deleted User

0

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A Gentleman Offers Drinks Before Anything Else

I posted under the straight for gay section on doublelist and started to do some housework when I get notification that someone is looking for a hookup and interested to be with a pussy gurl. I

Posted by a TS / CD

By Deleted User

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Unexpected Meeting in a Hotel Room

I’m a pretty straight acting guy by day, but on the DL I like to dress up like a sissy slut whenever I can… I found myself in a hotel room, traveling for work, 500 miles from home,

Posted by a TS / CD

By HarrierOpal4987

0

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An Unexpected Meeting at the CBD Store

My first time in public. (Part 2) I arrive at the CBD store. The store is located in a mini-mall, which is two levels. The CBD store sits back from the parking lot on the second level, with a

Posted by a TS / CD

By pickleballed

0

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Exploring New Boundaries in Public Spaces

My first time in public. (Part 1) I have had a high heel and stockings fetish for a long time, going back to high school and college time. When I would hear the click of heels, I was looking, on

Posted by a TS / CD

By pickleballed

0

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A Surprising Connection at the Club

Omg the feel long hard cock inde is so good my GSpot rubbing against it mmm as he was in me going in and out with his cut vain covered black cock I was thinking of the soles of my sweaty feet 🦶

Posted by a TS / CD

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A Surprising Confession in the Church

I remember confessing my priest about my foot fetish and my obsesión for cross dressing and wearing my heels 👠 nylons removing them off my feet while I shoved things up my ass and smelling

Posted by a TS / CD

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A Couple Introduces a New Experience

I am a straight closet crossdresser but I have the ultimate fantasy of a couple turning me into a total slut ! Kinda like this ! I had posted a ad on Doublelist looking for a couple interested in

Posted by a TS / CD

By Deleted User

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A Surprise Gathering at Daddy's Home

I'm an avid cock sucking lil sissy. I love sucking cock. The only thing that compares to sucking cock is getting my ass pussy filled with cock n cum. So last week, a top daddy I have been

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Meeting in a Cozy Studio

I love cd/ts girls and wish I got to play more. I found a gurl looking for a top to come over in northern cal. Made arrangements and I brought condoms weed and drinks. Came into her dark back house

Posted by a TS / CD

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A Flirty Encounter Through a Chat Line

My first group as a transvestit i was fooling around in a chat line and posted i want to be fangbang send a pic of me in fishnets a and stilettos 👠 hoping to get a response not only did I get one

Posted by a TS / CD

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Exploring Group Dynamics in Relationships

A few years ago I was in a sexual relationship with my Daddy Les. Daddy Les was 17 years older than me. Daddy Les wanted me to be in group settings, but at that time in my life I was not mentally

Posted by a TS / CD

By sissyjamie4daddys

0

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A Journey of Transformation and Support

Making of Michelle part 2 . So my brother undressed me and fucked me every way possible that weekend . We began regularly dating each other and he moved in with me . After college I started working

Posted by a TS / CD

By PantherRune6892

0

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Unexpected Meeting at the Adult Bookstore

I occasionally go to this adult bookstore. I buy crochless panties, and normally a short skirt that’s tight on my body. I unlock the door when I’m finally dressed and watching shemale

Posted by a TS / CD

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A New Year's Eve Date Night Adventure

I posted about my New Year's Eve 3. I could enjoy the feeling of his cock moving inside me. The in and out. The feeling when he is bouncing against the sphincter and knowing that he is really

Posted by a TS / CD

By privateer269

0

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A New Year's Eve Encounter in Fort Lauderdale

I posted my New Year's Eve in Fort Lauderdale 2. He came in my mouth. Like the first time, it was a huge load. I don't have a lot to compare it to, but he cums like a horse. It's more

Posted by a TS / CD

By privateer269

0

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A New Year's Eve Encounter in Fort Lauderdale

I posted my New Year's Eve in Fort Lauderdale. I went out for a wild one night of play. I met a man who, as it turned out lives near me. We decided to see each other again and made a date for a

Posted by a TS / CD

By privateer269

0

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An Unexpected Connection at Sneaky Pete's

Part one: I'm 24 years old and the first man I hooked up with was an older man, probably 40 and he was a good looking man. I met him at at bar called Sneaky Pete's located on the rougher

Posted by a TS / CD

By Deleted User

0

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A Late Night Encounter at the Store

THE GIRL BEHIND THE COUNTER. I had a part time job in the early 90’s at a sex store in St. Paul. We had lingerie, toys and a nice selection of straight and gay dvds in a room in the back. On

Posted by a TS / CD

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A Chance Encounter with a Truck Driver

I’ve not been dressing very long and am reasonably new to this scene I’m 49 and my last relationship to my girlfriend had ended. I began dressing after she left and I thought that I

Posted by a TS / CD

By justaskme2023

0

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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”

Mouth4You “First time sucking penis” D Deleted User “Phenomenal First Time” S samwhycantwe “Intentional intimacy”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Straight for Gay Straight	Parking lot kiss	35.1k	634	4.1k	↘
#2	Tiffanyheels Trans Couple Straight	Crossdressing intimacy in office	78.1k	1.4k	3.2k	↘
#3	KestrelElbow9092 Straight for Gay Gay Straight	Beautiful and Black	24.1k	355	3.1k	↘
#4	cnysub Gay Trans Straight	Ads on DoubleList	47.9k	530	2.9k	↘
#5	kimorafoxxsexycd Gay Couple Trans	Very kinky self care	74.7k	1.1k	2.7k	↘
#6	sissyjamie4daddys Trans Couple Straight	I love water	45.9k	461	1.9k	↘
#7	wally4u Trans Gay Straight for Gay	Pre-Halloween CD Dress Up! Part 1	52.7k	275	1.8k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	49.2k	612	1.7k	↘
#9	curiousladyd Straight Couple Straight for Gay	First really big appendage	10.3k	360	1.2k	↘
#10	powers8 Straight Gay Straight for Gay	Back with Michelle and Lisa	34.5k	351	1.1k	↘

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

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