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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 Unexpected Meeting Between Crossdressing Friends
Was just today and man was it fun. Put an ad on here for other guys that like to crossdressing and play. Had another guy answer and he was about the same age (59), he's single and could host and

Posted by a TS / CD

By Deleted User

An Unexpected Encounter with a Married Man
Hello everyone, I am a discreet wanna try being a total bottom yet sub,fem crossdresser: I have met online with a married top,Dom married black mature man at double list. Which I have had only 2

Posted by a TS / CD

By Katie

A Mysterious Late Night Encounter
There was one night where I had the house to my self, so I thought there would be no better time to dress up and make a post looking for a nice dick. I’m a slightly chubby CD with a fat ass, I

Posted by a TS / CD

By psychoween89

A Halloween Party Transformation and Connection
I am a closeted bi man who has been wearing panties full time for years. Recently I went to a Halloween party with friends and felt like going all out more than I ever have. I got a Minne Mouse

Posted by a TS / CD

By gpo52

Nostalgic Nights at the Bookstore
Do u remember house of movies and house of books on brookpark? Long time ago I was young and attractive 5' 9 140 beautiful curly Brown hair I would wear a beret so I would have bangs

Posted by a TS / CD

By Deleted User

Memories of Nights at the Movie House
Do u remember house of movies and house of books on brookpark? Long time ago I was young and attractive 5' 9 140 beautiful curly Brown hair I would wear a beret so I would have bangs it

Posted by a TS / CD

By Deleted User

A Weekend Escape in a Chicago Hotel Suite
Part 1. Asian CD here. Got a proposition from one of my regular hookups. He said he was going to be going out of town for a week but he wanted me to join him (it was a couple hours drive away).

Posted by a TS / CD

By de_kaleidoscope2

A Surprising Encounter in the Shower
PART 3 I tell him to come in the bathroom with his eyes closed. That he must keep his eyes closed and that ill help him in the shower.I undressed him he has nice little cock. I grab a wash cloth and

Posted by a TS / CD

By Deleted User

Unexpected Encounter in a Hotel Room
PART 2 His first too ropes went straight down my throat almost instantly he filled my mouth. His cum spilling everywhere. He let go of my head as I was trying to swallow he said he wasn't done

Posted by a TS / CD

By Deleted User

A Surprising Meeting in the Park
I was looking to meet up with a sissy or cd for a blowjob and ended up getting a response to my post. I drove out to his house and he was dressed up nice and slutty :). He had me sit on the couch and

Posted by a straight man

By PumaCrest3552

Sisters Planning a Fun Party Together
So I thought I knew how to please a man continued: I smiled at my sister and told her that father hung used to make me lick the cum out of moms pussy after he was done fucking her. My sister gasped

Posted by a TS / CD

By OspreyGrove7318

An Unexpected Reunion Leads to Adventure
this is my story up to now.. i have met about 15 guy from this site but learned how to make sure i get what i want to. don't get me wrong i love men and i enjoy getting them off but i still have

Posted by a TS / CD

By greatime00

Embracing My True Self at Pride Week
my story keeps going. now after the adult store trip which i have done a few times now i am still afraid to come out of my closet and face the world as the sissy whore i am. don't know why

Posted by a TS / CD

By greatime00

A Journey to Self-Discovery at the Adult Store
here is the next part of my story. i am the guy that was in the motel when 4 guys walked in and i was wearing my wife panties...now i have got divorce quit my job and became a sissy whore but i was

Posted by a TS / CD

By greatime00

An Unexpected Visit Leads to Connection
So I was scrolling through DL, always had a big thing for ts and cd's so I reply to a few adds. Get a response and some amazing pics with it and I'm game. She says come over, doors unlocked

Posted by a TS / CD

By brodieboyy94

An Unexpected Evening with Friends
So I get a text from 1 of my suga daddys who wants to cum over and, as he put it, bury my bone in your booty. Suga daddy also tells me he has a buddy with him who just went thru a nasty divorce, and

Posted by a TS / CD

By Deleted User

An Unexpected Encounter in a Parking Lot
I'm a size princess, always looking for the next big thing, bigger the better, thicker the better. The other night, I met a young 25 year old stud from this site who was the above, and knew how

Posted by a TS / CD

By Deleted User

An Unexpected Encounter with Roommates
ok here is my story.. i was working out of town and was married at the time. my wife is very sexy and i would always take her sexy panties with me to have to jerk off with. so had 2 night left before

Posted by a TS / CD

By greatime00

A Surprising Meeting in a Hotel Room
I am an FTM guy, who has always fantasized about getting creampied by strangers and older men. I posted an ad for my pussy and was flooded with replies. When I had finally sifted through them a

Posted by a TS / CD

By Deleted User

An Unexpected Connection at the Drag Show
I was out of town working. I was bored and looking for something to do. I looked on line and found a place putting on a drag show. I had never been to one and thought great time and place, no one

Posted by a TS / CD

By jlmmm

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
Gay Straight for Gay Straight
Parking lot kiss 34.4k 630 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 77.1k 1.4k 3.2k
#3
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 23.5k 353 3.1k
#4
cnysub
Gay Trans Straight
Ads on DoubleList 46.9k 523 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 73.2k 1.0k 2.7k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 44.4k 456 1.9k
#7
wally4u
Gay Trans Straight for Gay
My Birthday Suprise! 51.2k 272 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 48.8k 605 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.0k 357 1.2k
#10
powers8
Straight Gay Straight for Gay
An absolutely amazing 3 friends 32.5k 318 1.1k
Page 1 of 50 · Showing 110 of 500 authors

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