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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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An Unexpected Encounter at the Motel

i am a older white guy small frame 5-4 about 100lbs soaking wet with a prissy walk and sissy voice that i was born with and everybody would say things after i walked away about how prissy i was, but

Posted by a TS / CD

1

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Unexpected Encounter at a Rest Area

hello everyone, i am a white cd that is a dick crazy slut that will do anything to find strange men to please. it is a busy weekend with all the traveler going to visit families for a good meal and

Posted by a TS / CD

1

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A Journey of Self-Discovery Through Online Connections

So I have decided to put this post out there in the hopes that my “sexploration” might actually get fulfilled, so here goes. In day-to-day life I am a 6’1” 255lb 28 y/o masc

Posted by a TS / CD

1

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An Unexpected Craigslist Encounter at the Door

I talked to guy on Craigslist he said make sure your dressed and ready for me when I get there I got all slutted up and ready I sat down and heard the knock at the door I thought that was fast he

Posted by a TS / CD

By daviddickson

1

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Embracing Self-Discovery Through Personal Expression

I started playing with my self and dressing up over 4 years ago and I love it!!!

Posted by a TS / CD

0

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An Unexpected Visit from Strangers at Home

i am a cd that love men very much maybe too much but here my story. i had a long weekend with no plans and my daddy was not coming to visit but i love to dress and be sexy even home alone. i put on

Posted by a TS / CD

0

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A Journey of Self-Discovery and Connection

Hi, I am fairly new to dressing and I love it ( sexy and slutty. I am not passable but been trying to somewhat get there. So I placed an add on here and got a few responses but no one wanted to meet

Posted by a TS / CD

0

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A Surprising Craigslist Connection and Anticipation

I found a guy on Craigslist years ago we'll call him dan im a cd he gets ahold of me and wants to top me I said should I dress or not he said no please dress up I was so excited I dressed as

Posted by a TS / CD

By daviddickson

0

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Exploring Identity Through Fashion and Confidence

I first started dressing up as a girl 4 years ago. I always had a fascination with girl clothes and their texture. It was challenging trying to learn what to wear and how to do makeup. At first I

Posted by a TS / CD

0

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Exploring Feminine Fantasies Through Role Play

I had always been into feeling feminine. would wear panties and stuff random things inside me....vegetables baseball bats girlfriends vibrators or dildos...and always was jealous of them taking

Posted by a TS / CD

By Deleted User

0

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A Mysterious Meeting at the Hotel

Well I met this gentleman on DL we agreed to meet at a hotel he would get there first and tell me the room # when I arrive I was told to text him so he would be ready . Now some back story about me

Posted by a TS / CD

By lovespantyhose123

0

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An Unexpected Connection in a Private Moment

(part 2 of 2) His cock was rock hard had to be 7 or 7.5 inches and nice big balls. He slapped my face with his cock and told me to start worshipping. I started licking his shaft and head tasting the

Posted by a TS / CD

By EgretPeak4606

0

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A Unique Dinner Meeting in Downtown Brea

(part 1 of 2)So I am kind of new to dressing and because Im not passable and a bit chubby it has been tough to meet a proper Dom man. So I ran an ad in Doublelist stating that I would be in in

Posted by a TS / CD

By EgretPeak4606

0

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An Unexpected Visit from Young Guys

i love to spend my time as a sex toy for men to use anytime they want me. i love to dress in sexy short skirts and heels it such a turn on and i get lucky and find some guy that want me to suck him

Posted by a TS / CD

0

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A Family Visit Leads to Unexpected Encounters

This happened-2021. Calling this “All In The Family”. I’m straight and married, but do have a freaky streak in me. I been thinking lately of dressing up like a CD. It’s been

Posted by a straight man

0

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An Unexpected Night at the Truck Stop

Hello everyone I'm a very sexy passable crossdresser . I love doing my make up and hair and getting all dressed up in a sexy sluty dress and high heels and going to a truck stop and walking

Posted by a TS / CD

0

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A Journey of Self-Discovery and Connection

I have been crossdressing for sometime now, stopped for a long time, and couldn’t help getting back into it. After my divorce I moved into my own apartment and re-bought all my panties,

Posted by a TS / CD

By Anonymous

0

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A Nervous Night Out in the City

At 21, I finally saved enough money to get my own place. I was excited because I could finally start crossdressing and go out. I found a small studio apartment in a rough part of town which was

Posted by a TS / CD

By AlpacaIvory2444

0

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Unexpected Encounters at the Motel

i am a cd that loves to have sex a lot and i dress very nice and sexy to meet guys and i like strange guys that i will never see again. one day a few weeks back i rented a room in a motel and got

Posted by a TS / CD

0

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Unexpected Reunion in a Charleston Hotel

I have passed along a couple of true stories here on CL and want to tell my latest. I am in the western New York area and divorced. Reached at sissybrat49 at a o l. After my divorce my slutty

Posted by a TS / CD

3

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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

J javedcocks “My mother died so my girlfriend sucked and kissed for the first time” L loverlips699 “The love of dressing up like a playful little submissive crossdresser sissy boy” S sexydadbottom “So this just happened…” U uni4fun5 “Charming night calls”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Straight for Gay Couple Straight	I couldnt refuse the temptation.	49.5k	738	4.3k	↗
#2	Tiffanyheels Straight Couple Trans	Finally had intimacy with ex mother in law	100.2k	1.7k	3.4k	↘
#3	KestrelElbow9092 Straight Gay Straight for Gay	A chance meeting.	35.9k	429	3.2k	↘
#4	kimorafoxxsexycd Gay Straight Couple	Bf was a sweetheart today	101.6k	1.2k	3.1k	↗
#5	cnysub Trans Gay Straight	My boyfriend/ Master/partner	60.8k	606	3.0k	↗
#6	sissyjamie4daddys Trans Couple Straight	I love water	60.7k	470	1.9k	↘
#7	wally4u Gay Trans Straight for Gay	My Night At The Anvil... Part 1	58.0k	279	1.8k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	51.9k	630	1.7k	↘
#9	powers8 Straight Straight for Gay Gay	My greatest vacation ever	51.6k	480	1.3k	↗
#10	butchmax Straight for Gay Couple Straight	My Wife Got Sick	59.4k	472	1.3k	↗

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

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