Sponsored

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

Sort by

An Unexpected Reunion at the Store

I ended up riding my ex brother in laws cock a few days ago. N it felt so good!! I ran into him at the store. He did not recognize me, but I knew him immediately. When I told him who I was he freaked

Posted by a TS / CD

By sissyjamie4daddys

9

Listen Read More

Unexpected Meeting at the Mall

I'm a bi- trans 24 yrs. old living as a woman but decided to keep my penis. I'm shopping at the mall and notice an older couple maybe in their late 50's but still pretty good looking

Posted by a TS / CD

40

Listen Read More

A Surprise Visit in Saint Louis

I'm a bisexual cross dresser. Why isn't that one of the choices to pick. I'm john 64 bi. Been cross dressing since 71. Enjoyed many 3 ways.mmw, I call them marital three ways. Here

Posted by a TS / CD

19

Listen Read More

A Surprising Discovery in a Three-Way Encounter

So this is how I found out im a sissy .... I was in a three way with my buddy and his Ole lady and he came twice in her pussy and took a break she rolled over on to my face and I instantly had a

Posted by a TS / CD

By Deleted User

13

Listen Read More

A Journey of Self-Discovery and Connection

I never thought I would turn out to be the cock craving, cum loving sissy slut I am. When I was younger, it was all bout getting pussy. But that all changed 10 years ago when I met him. Him being my

Posted by a TS / CD

By sissyjamie4daddys

10

Listen Read More

A Weekend Escape with Friends and Fun

Bout 2 years ago I moved in with one of my daddy mens. Daddy mans knew I had several daddy mens that I would suck n spread my sissy ass cheeks for. He told me I had to stop because we were a couple

Posted by a TS / CD

By sissyjamie4daddys

3

Listen Read More

The Chemistry That Built Between Us

After weeks of teasing messages and late night conversations the tension between us finally became impossible to ignore; when we met, every glance lingered, every touch felt deliberate and what

Posted by a TS / CD

5

Listen Read More

Exploring New Experiences in Houston

I am no was a straight closet cd who was curious about trying my first bi exp and was looking tbry Houston doublelist guys for guys and i ran across a ad that simply said want it ? And a pic of a big

Posted by a TS / CD

16

Listen Read More

Exploring a Unique Power Exchange in Tucson

My dominant top daddy wants to have me GB'ed and I love that thought. He demands I for a GB weekend perversion group with other Dom tops. He explained that he is being selfish not sharing his

Posted by a TS / CD

By sissyslutjessie

4

Listen Read More

A Journey of Self-Discovery Through Online Content

It started like any other pathetic day—jerking off to trans porn, desperate for release, pretending I still had control. That’s when I stumbled across something called sissymaker1. Just a

Posted by a TS / CD

By sissy jessica

11

Listen Read More

A Summer Night Walk on the Bike Trails

I’ve been hooking up with a neighbor for a while now. I’ve never gone out dressed up. One night i dress up and walk over to his house. He says come on. Grabs me by the hand and we go to

Posted by a TS / CD

By Deleted User

15

Listen Read More

An Unexpected Encounter with the Neighbor

I’ve always crossdressed, always been discrete. I’d get dressed in my bedroom and just feel so sexy. I’d feel so tempted to go out and walk in my heels. Feel that breeze on my

Posted by a TS / CD

By Deleted User

9

Listen Read More

A Young Man's Unexpected Encounter with a Couple

I'm a 21 yr. old gay male , very gay and love to suck cock and get fucked, I have always wanted to be a crossdresser or maybe even trans. I posted here for someone to help out with the cost of

Posted by a TS / CD

8

Listen Read More

A Mysterious Morning Surprise with Breakfast

I woke up this morn to breakfast in bed. That's right. I got me 2 sausage links fed to my lil sissy ass, n I got to enjoy some of that sweet cream of daddy mans in my coffee. I was asleep this

Posted by a TS / CD

By sissyjamie4daddys

2

Listen Read More

A Night of Unexpected Connections in the City

I’m a tall, slender cross-dresser — 6’4”, 175 lbs, long blonde hair, tattoos running down my arms and back. When I’m fully dressed I look like a total slut: tight

Posted by a TS / CD

9

Listen Read More

A Night Out at the Lesbian Club

I had been a crossdresser many years before meeting my girlfriend . When I told her what I did she got excited. Then I took a shower and shaved all over and got dressed up. She was impressed with how

Posted by a TS / CD

By Tiffanyheels

19

Listen Read More

A Unique Bond Between Driver and Boss

I used to be a driver for the big A company. I worked there for bout 2 years. Me n my boss was tight. I took care of him n he took care of me. I'd suck his cock like whenev he needed it sucked,

Posted by a TS / CD

By sissyjamie4daddys

10

Listen Read More

A Unique Coffee Meeting with an Older Man

Where to start. Let's see. I'm a married bisexual crossdresser, who has major urges and cravings for cock and cum. My wife understands this, and is as supportive as she can be. I love my

Posted by a TS / CD

By sissyjamie4daddys

2

Listen Read More

Exploring Identity: My First Hotel Experience

primera vez vestida en el hotel 1 . hola les contaré mi historia de la primera vez que me vestí de mujer para complacer a los hombres en un hotel. desde joven me gustaron las

Posted by a TS / CD

3

Listen Read More

Unexpected Encounter in a Grocery Store Parking Lot

There I was, bent over in the back seat taking a good hard banging from this married daddy mans in his car, in the parking lot of a grocery store, while his wifey-pooh was inside shopping. I had just

Posted by a TS / CD

By sissyjamie4daddys

4

Listen Read More

1..15 16 17...161

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

C caniuseu “First time shed intimacy”

John Lee Erwin I am He-Man “Chick with appendage picks me to lick her appendage.” F Freshfresh “Available for connection” A almitaaa “Give it to me buddy”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Straight for Gay Straight	Parking lot kiss	34.0k	625	4.1k	↗
#2	Tiffanyheels Trans Couple Straight	Crossdressing intimacy in office	76.4k	1.4k	3.2k	↘
#3	KestrelElbow9092 Straight for Gay Gay Straight	Beautiful and Black	23.2k	353	3.1k	↘
#4	cnysub Gay Trans Straight	Ads on DoubleList	46.0k	521	2.9k	↗
#5	kimorafoxxsexycd Gay Couple Trans	Very kinky self care	71.2k	1.0k	2.7k	↗
#6	sissyjamie4daddys Trans Couple Straight	Sucking appendage in the club	43.7k	456	1.9k	↘
#7	wally4u Gay Trans Straight for Gay	From Zorbas To His Hotel Room	50.1k	272	1.8k	↘
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	48.0k	604	1.7k	↗
#9	curiousladyd Straight Couple Straight for Gay	First really big appendage	9.9k	357	1.2k	↘
#10	Dedavis Straight for Gay Straight	House hunting pt 1	37.9k	276	1.1k	↗

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

How To Share Your Trans Erotic Story

Here’s how to use DoubleList to post transgender stories:

Discover More Transgender Sex Stories on DoubleList

Are you looking for more shemale sex stories to get the mood going? Or do you also want to be a part of the community and share your experience? Join DoubleList for free, and within minutes, you’ll unlock a world of sexual pleasure

Read more stories or browse through our countless listings to find the casual encounter of your dreams. Join our adventurous community today and see who’s ready to fulfill your desires!