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

A Unique Encounter in a Hotel Room

My fantasy was to have a back to back fucking. As a non passable cross dresser I would travel to some city and get a hotel room to play. Run an ad and hope someone would respond. Most of the time it

Posted by a TS / CD

10

Listen Read More

An Unforgettable Saturday of Surprises

Ok DL friends , My Saturday turned out absolutely amazing, after my 2 visits in the morning I had 2 more in the evening, first I was contacted by a BBC , he came to me and is famous on X for fucking

Posted by a TS / CD

By ElkEmber5894

2

Listen Read More

Unexpected Encounters on an Amazing Saturday

Ok DL friends , My Saturday turned out absolutely amazing, after my 2 visits in the morning I had 2 more in the evening, first I was contacted by a BBC , he came to me and is famous on X for fucking

Posted by a TS / CD

By ElkEmber5894

1

Listen Read More

Exploring New Beginnings After a Divorce

Well I have dressed before but got into a relationship with a woman , recently I moved out and am getting a divorce , my first week I bought all my lingerie to start dressing again . My first 2 weeks

Posted by a TS / CD

By ElkEmber5894

5

Listen Read More

A Cozy Christmas Gathering with Friends

Being alone for Christmas is like me: it sucks the fuck out of you. So I decided to do something bout it. I'm a young sissy slut who has a MAJOR fetish n weakness for older, distinguished,

Posted by a TS / CD

By sissyjamie4daddys

3

Listen Read More

An Unexpected Reunion After Divorce

When my ex wife n I were married, she was the town whore, the city slut, the metro cum dump. I was her lil cuckold clean up bitch. She fucked whoever, whenever, wherever, however she wanted n ingot

Posted by a TS / CD

By sissyjamie4daddys

8

Listen Read More

A Festive Gathering on Christmas Morning

so Christmas morning was so much fun i had 4 or my older single men over to use me all they want i put on my little miss clause outfit and wrapped myself up in wrapping paper had my little clitty

Posted by a TS / CD

10

Listen Read More

From Online Chats to a Hotel Meeting

I am a Transman that is only post op top surgery. I did have a very short sexual experience shortly after high school. But it didn't workout. Fast forward 13 years or so and I'm still

Posted by a TS / CD

7

Listen Read More

A Special Reunion at the Restaurant

I met up with a very special uncle earlier today. Uncle Robbie texted me telling me he needed to see me. Now, Uncle Robbie lives 25 minutes away n he agreed to drive to my area to meet me at a

Posted by a TS / CD

By sissyjamie4daddys

7

Listen Read More

A Birthday Party Turned Unexpected Adventure

My bday part 2 I was loving it as she fucked me hard and deep in every position especially with me on top and i wasnt holding back then she rolled me up in a ball and stood over me fucking me as she

Posted by a TS / CD

5

Listen Read More

A Birthday Surprise and Personal Transformation

The best birthday ever My wife and i had been married about 10 years when i started dressing up and it kept getting wilder each time till it got to the point where she was to shy to get any wilder

Posted by a TS / CD

4

Listen Read More

A Unique Encounter with New Friends

DOUBLE STUFFED: I am a sissy slut bottom. I love cock n cum. I prefer daddy mens n uncles that are older than me. I am a trans, with 38DDs tittys, but I still have my lil teeny tiny wand. It is

Posted by a TS / CD

By sissyjamie4daddys

2

Listen Read More

An Unexpected Introduction to New Neighbors

It was such a beautiful day out today here in St Louis MO, that I decided to take my prissy sissy ass out for a lil walky. I put on a pair of tight lil bike shorts, a lil red blouse that showed

Posted by a TS / CD

By sissyjamie4daddys

7

Listen Read More

A Surprising Meeting at the Adult Store

I was just told I was a dirty cock sucking sissy by some guy I sucked off at the porn shop. Like really? Is that a complaint or a compliment? I'm not sure. I know he wasn't complaining when

Posted by a TS / CD

By sissyjamie4daddys

4

Listen Read More

A Weekend Fishing Adventure on a Houseboat

hello everyone im know as the town slut i am a sissy gurl long natural hair some piercings and slutty tattoos im always in little skirts and dresses wearing heels and my makeup done my tiny clitty

Posted by a TS / CD

2

Listen Read More

A Night Out at the Gay Bar with Friends

Last night I was dressed up looking very cute and sexy this guy I've been seeing picked me up and took me to the gay bar right were having drinks dancing intimately kissing he tells me id like

Posted by a TS / CD

By kimorafoxxsexycd

5

Listen Read More

A Festive Surprise for Special Connections

Tis the season of giving n I LOVE giving up my sissy cunt n my mouth to all those deprived daddy mens that ain't getting shit from their wifey-pooh or girlfriend. I'm a guaranteed lay,

Posted by a TS / CD

By sissyjamie4daddys

4

Listen Read More

A Surprise Visit to Daddy's Place

So last night I met up with one of my regular local daddy mens. Daddy mans invited me over to his house as his wifey-pooh was doing some Christmas shopping. Daddy mand figured we had bout 1-1.5 hours

Posted by a TS / CD

By sissyjamie4daddys

3

Listen Read More

An Unexpected Connection at the Gay Bar

So Friday night I had my wig looking cute my nails done My makeup looking on point wearing a cute sexy outfit I decided to go to the gay bar feeling sexy as a woman. I was there maybe an hour and

Posted by a TS / CD

By kimorafoxxsexycd

17

Listen Read More

Navigating Frustrations with Daddy Men

This isn't much of a story as it is a question for other cds/trans woman. I have had LOTS of hookups with daddy mens from this site, AFF, n other sites. EVERY meet n greet, or hookup has led to

Posted by a TS / CD

By sissyjamie4daddys

1

Listen Read More

1..28 29 30...166

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

R roosterrogers “Young eager for hours” J jabby69 “It took 20 years.....” S submit2one “Too Many Tops Think Anal and Intimate Technique is One in the Same” S sissyemilymatt “Night walk”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Straight for Gay Couple	The fast and furious	59.8k	840	4.4k	↗
#2	Tiffanyheels Couple Straight Trans	Wife turns bi after toy party	133.0k	2.0k	3.9k	↗
#3	kimorafoxxsexycd Gay Trans Couple	Swallowed my bfs meal at lunch	127.8k	1.4k	3.5k	↗
#4	KestrelElbow9092 Straight Gay Couple	Picnic Fun	48.5k	517	3.3k	↗
#5	cnysub Gay Trans Straight	Part 1 Nude Performer	75.1k	694	3.3k	↗
#6	sissyjamie4daddys Trans Couple Straight	I love water	71.5k	487	2.0k	↗
#7	wally4u Couple Trans Gay	Got Wife Off Flying To Cabo!	67.1k	309	1.9k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	53.6k	644	1.7k	↗
#9	butchmax Couple Gay Straight	I Guess We Asked for it	83.4k	616	1.7k	↘
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	82.7k	668	1.7k	↘

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!