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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 Exciting Road Trip Encounter
Heya! I’m back again to share a story about some of my past “escapades~” This time it’s a pretty recent one~ So it all started with me submitting an ad here on DL, and up to

Posted by a TS / CD

By Dwight

An Unexpected Connection on the Road
Heya! I’m back again to share a story about some of my past “escapades~” This time it’s a pretty recent one~ So it all started with me submitting an ad here on DL, and up to

Posted by a TS / CD

By Dwight

An Unexpected Connection in the Bedroom
Continued... Then without a word he straddled my big butt and started slowly inserting his big thick head. OMG, my ass was being severely stretched. It took about 10 minutes to penetrate my butt

Posted by a TS / CD

By Deleted User

A Surprising Response to My Ad
To start off, the beginning is lite, but ends with a big bang... I guess you could say I am a CD. I watch sissy, CD porn and hypno. Over the past 9 few years I have been gathering sissy 2 clothes,

Posted by a TS / CD

By Deleted User

An Unexpected Connection Through Online Dating
I met a CD on here a few weeks ago it was amazing. I was scared but she was respectful and descret. We got straight to business. I was deep inside her ass and the condom broke. I didn’t even

Posted by a TS / CD

By 907bbc907bbc907

An Unexpected Meeting with My Landlord and His Friend
My landlord called me last week and told me he would stop by to collect some rent later that day. I told him I would be ready and waiting for him. I took a bath, shaved my body, and put on 1 of my

Posted by a TS / CD

By Deleted User

An Unexpected Visitor at Home
So a couple of days ago i was extremely horny and looking for a nice cock to fuck my tight warm pussy. So i put an ad out and soon got a bunch of responses. After trying to separate the real from the

Posted by a TS / CD

By Deleted User

A Night of Unexpected Adventures and Discoveries
Im a 34 year old white sissy slave for a big black cock. I was married, I have an expensive home in the suburbs, I had a beautiful wife, nice cars and 2 beautiful children. I would on occasion suck a

Posted by a TS / CD

By OspreyGrove7318

Finding Happiness After a Difficult Divorce
After 9 months I was sleeping on the couch every night and the wife and I grew further apart but I didn’t care anymore. Then after coming home after staying with her parents for a week she

Posted by a TS / CD

By OspreyGrove7318

Exploring Connections with Diverse Partners
LOVE TO PLEASE WHITE MEN

Posted by a TS / CD

By Deleted User

A Nervous Encounter: The Unexpected Massage
I can definitely help out. I'm 42. Thought the same thing but, I was younger. I was like you...looking at pics, porn online of tranny, cd, gay pics and captions. I finally got to the point where

Posted by a TS / CD

By Deleted User

A Night of Unexpected Encounters in Surrey
..once in Surrey I was spit roasted by five men.. one I dated afterwards for some time.. but it started w one cock.. I got on my knees and couldn't fit it all in my mouth ,but sucked it ..licked

Posted by a TS / CD

By nattalia

An Unexpected Early Morning Encounter at Home
I answered an ad from a cross dresser that was looking for a nice hard cock. The poster had a sexy pic of them dressed and bent over away from the camera. It was a pretty hot pic but I’ve been

Posted by a TS / CD

By Deleted User

An Unexpected Visit to Daddy's Place
Daddy texted me and invited me over to his place for some fun. Daddy lives by himself in a secluded area of the city. When I arrived he greeted me at the door with his cock out. I bent down and gave

Posted by a TS / CD

By Deleted User

An Unexpected Encounter at the Video Store
I met a really nice guy,who was,floored by way I looked totally,dressed up in black,lingerie,,we went to his place where I absolutely,gave him ,the best piece of ass,he said he ever had,,he also said

Posted by a TS / CD

By Deleted User

Exploring Fantasies: A Couple's Journey
Me and my ex gf used to play with other guys and couples. I never told her at the beginning that I was very bi and secretly a submissive crossdresser. I think I was waiting till the right time.

Posted by a TS / CD

By Deleted User

A Journey of Self-Discovery at the Club
This is a true account of my first experience at sex as the female I longed to be and I did feel as though as truly female as it happened. I remember my first experience from about 15 years ago. I

Posted by a TS / CD

By Anonymous

A Surprising Encounter at the Theater
Went to a glory hole at an adult theater where an older couple in the next booth directed me to put my cock through the hole. She was giving me a blow job while he watched. She told me to unlock my

Posted by a TS / CD

By Jeff

Unexpected Meeting at a Truck Stop
So last week I got a text from a suga daddy that lives 5 hours from me. Daddy tells me his wifey pooh is going out of town and daddy needed his lil slut for a few days. Daddy told me it would be

Posted by a TS / CD

By Deleted User

Navigating Desire and Relationships with Support
I am a FT woman. I live my life 24/7/365 as such. The only reminders that I am not a 100% complete woman is I still have my lil pp, lil ball sac, and I don't have natural breasts. I am not

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
#1
derake14
Couple Gay Straight for Gay
Letting her desires take over 82.5k 1.0k 4.7k
#2
Tiffanyheels
Couple Straight Trans
Excited wife self-pleasure 183.3k 2.5k 4.5k
#3
kimorafoxxsexycd
Couple Trans Gay
Gf watched me and her gay friend 167.2k 1.7k 4.0k
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KestrelElbow9092
Straight Gay Couple
Innocent flirting continue 85.9k 734 3.7k
#5
butchmax
Gay Couple Straight
IT WAS THE DARN BOOKSTORE 131.8k 858 2.3k
#6
Dedavis
Straight for Gay Straight
Massage studio part three 115.5k 771 2.1k
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wally4u
Gay Couple Trans
Drunk Abs Experience I'll Never 4Get! 75.2k 331 2.0k
#8
sissyjamie4daddys
Trans Couple Straight
I love water 88.1k 498 2.0k
#9
Steve
Straight Straight for Gay Gay
Vacation with my Aunt part 1 60.0k 693 1.8k
#10
powers8
Gay Straight Straight for Gay
A fantasy come true 88.7k 678 1.7k
Page 1 of 50 · Showing 1–10 of 500 authors

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