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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 in a High-Rise
This story is only slightly embellished, but almost too true to retell I was working a high rise in a large city. Had to do about an hours of work in each condo unit. Usually the building provided a

Posted by a TS / CD

By francixxxx

Exploring a Crossdressing Fantasy with Friends
I had been cross dressing for a longtime and was totally straight and had had 3 women with strapons make me the slut I wanted to be but I found myself wanting to taste cum and to feel it deep inside

Posted by a TS / CD

By Deleted User

Exploring Curiosity at the Bookstore
So I am a man but I like to wear lingerie around the house when I am alone because I feel comfortable in them. I will sometimes wear them under my clothe when I go out. I really get a thrill from No

Posted by a TS / CD

By bobyoshaft

A Lingerie Host's Private Gathering Adventure
Horny wired xdress looking for fun long kinky session anal insertion sticking things up my ass exhibitions. I pick up men host answers door in lingerie and sticking things up my ass. I take them in

Posted by a TS / CD

By wrydsydney

Exploring Identity on the Road
Hello I am a Crossdresser and have been for many year's once in a while I'll post an add while I am traveling for work I dress fully from head to toe trying to be as feminine as possible

Posted by a TS / CD

By Deleted User

Exploring Shared Fantasies in a Relationship
I am a mature Crossdresser and I love transforming myself into Wendy, a sluty submissive bottom feminine women. Over two years ago I put an ad on DL and was so lucky to meet a man, who I have

Posted by a TS / CD

By olderbisubcd

An Unexpected Visit and the Hiding Game
If there is 1 thing I hate worse than anything it's being cock blocked by a daddys cunt of a wife. There I am, between daddy's legs, sucking n licking a nice delish thicky thick cock, when

Posted by a TS / CD

By sissyjamie4daddys

A New Year's Eve Encounter in Wilton Manors
New Year's Eve in Fort Lauderdale's Wilton Manors area. Part 3 He gave me a long deep French kiss. I was really turned on and he was up and ready for round two. I told him that I had only

Posted by a TS / CD

By privateer269

A New Year's Eve Encounter in Fort Lauderdale
New Year's Eve in Fort Lauderdale's Wilton Manors. Part 2. I had spread my skirt to show even more and told him, well then you have to help keep me warm. He put his hand on my knee and

Posted by a TS / CD

By privateer269

Celebrating New Year's Eve in Wilton Manors
New Year's Eve in Fort Lauderdale's Wilton Manors area. For those who don't know, The Wilton Manors area in Fort Lauderdale has a lot of gay bars, dance clubs, drag shows and

Posted by a TS / CD

By privateer269

An Unexpected Encounter in a Parking Lot
So I answered a married daddy's ad online. He was looking for a fit, very sexual ftm trans guy who looked all male but still had a dripping wet pussy begging for hard pent up married dick. I

Posted by a TS / CD

By ftmcompanion

An Unexpected Hotel Meeting with Friends
I am already for the mistress to show up . I am wearing what she told me to wear , black nylon thigh high stockings , garter belt , crotchless panties with matching bra ... Nail polish and lipstick ,

Posted by a TS / CD

By need_some_fun

A Love Story Born in a Bookstore
This story is true,hopefully you will like it.I’m always asked how I started dressing.Fact is I didn’t start early,it was forced on me by a man I fell in love with.All my sexual life I

Posted by a TS / CD

By tonytush

Finding New Connections After a Breakup
PART 2... After my suga daddy ended our relationship, I grabbed my stuff n sat in my car crying. I remember what momma used to say: the best way to get over a man is to get under a new man. N

Posted by a TS / CD

By sissyjamie4daddys

A Retired Man's Secret Meetings with Johny
I am a closet cross dresser. I am newly retired, I only dress up and entertain men when my wife is away which is about 10 days a month. I am considered good looking, I am a little on the heavy side,

Posted by a TS / CD

By radioman666

An Unexpected Guest Invitation Leads to Fun
I enjoy dressing slutty on occasion, and recently picked up some sexy heels, so I scanned DL looking for another CD who happened to be a top. After a brief exchange, I got dressed slutty and invited

Posted by a TS / CD

By mdbiman

Unexpected Meeting with a Suga Daddy
So yesterday I met up with a suga daddy who was in from out of town. I met suga daddy at his hotel, n immediately sucked his cock. As I was sucking his cock I saw something on 1 of the beds. Suga

Posted by a TS / CD

By sissyjamie4daddys

A Weekend Escape at the Ocean Resort
I e loved silky things since my childhood and when no one was home I’d wear my mother’s panties around the house This continued until I graduated and got a place of my own then I could

Posted by a TS / CD

By averageguy2021

An Unexpected Phone Number Mix-Up Leads to Surprises
Part one: I don't know what happened after I exchanged my phone number with a man that claimed he was hung and had 8 inches of cock. I decided that I would love to talk to him and told him to

Posted by a TS / CD

By sohpmo

An Unexpected Visit from a Unique Couple
I think of myself as gay but am much more attracted to cd's and trans who still have their cocks. I put an ad on doublelist for cd's and trans. I get a reply from a couple, female and

Posted by a TS / CD

By cnysub

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
Straight for Gay Couple Straight
I couldnt refuse the temptation. 50.4k 739 4.3k
#2
Tiffanyheels
Straight Couple Trans
Finally had intimacy with ex mother in law 101.5k 1.7k 3.4k
#3
KestrelElbow9092
Straight Gay Straight for Gay
A chance meeting. 36.5k 432 3.2k
#4
kimorafoxxsexycd
Gay Couple Straight
Saucy playful fun 103.3k 1.2k 3.1k
#5
cnysub
Gay Trans Straight
Room to Rent 62.1k 618 3.1k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 61.4k 470 1.9k
#7
wally4u
Gay Trans Straight for Gay
My Night At The Anvil... Part 1 58.2k 279 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 52.0k 631 1.7k
#9
powers8
Straight Straight for Gay Gay
Temptations 53.2k 493 1.3k
#10
butchmax
Couple Straight for Gay Straight
She just did what I told her to do 60.8k 475 1.3k
Page 1 of 50 · Showing 110 of 500 authors

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