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 Unconventional Date Night at the Theater

I am a crossdresser and love to suck cock. I crave cum in my mouth. And I have a girlfriend that likes to watch me suck guys off. It gets her off watching. We go to adult theaters with me dressed

Posted by a TS / CD

By Tiffanyheels

13

Listen Read More

A Night of Fantasy in a Hotel Room

Hi Jenny, I fantasize about your pussy. I close my eyes and I see it nestled between to perfectly shaped spheres of meat, slightly darker in tone then the surrounding skin, puckered and subtly

Posted by a TS / CD

3

Listen Read More

Unexpected Connections at Game Night

I got invited to game night at a daddy mans house. There were 6 plus me. N what a variety of daddy mens: young bucks, older daddy mens, white n black daddy mens. The menu was quite apatizing to say

Posted by a TS / CD

By sissyjamie4daddys

4

Listen Read More

Adventurous Encounters with Unique Treats

I swear I must be the dirtiest slut round here. I get ALL the kinky daddy mens. I have daddy mens that like to jerk off in my coffee n I drink it. Yummy goodness to the very last drop I may add. I

Posted by a TS / CD

By sissyjamie4daddys

3

Listen Read More

An Unexpected Visit from a Neighbor

What an absolute gorgeous day out today. Shorts n a lil top wearing weather. I decided to open my windows n let the nice breeze in as I cleaned my house. A few minutes later there was a knock at my

Posted by a TS / CD

By sissyjamie4daddys

6

Listen Read More

Unexpected Meeting at Starbucks with Daddy

I met daddy off here at a Starbucks near his house. Daddy told me he was married and he was just looking for some company. His wifey pooh worked and lived in Washington DC. She was some big shit with

Posted by a TS / CD

By sissyjamie4daddys

3

Listen Read More

Exploring Power Dynamics in Relationships

I love stroking off men. Is there a better power struggle than holding a mans cock in your hands n jacking that cock til he explodes all over you? Getting a firm hold on those cum filled balls, as

Posted by a TS / CD

By sissyjamie4daddys

6

Listen Read More

A Memorable Dinner Date and Hotel Encounter

I was on Yahoo Messenger. One morning made a hookup successfully. Dinner date. So I shaved my legs and genital area. Date at seven. At six put on my black Bali panties and white bra. My Little Color

Posted by a TS / CD

14

Listen Read More

A Mysterious Ride to Daddy's Place

So like yesterday I was just chilling at home when one of my daddy mens texted me. "Be ready at 2. I will have someone pick you up. She's gone til tomorrow afternoon" is all the text

Posted by a TS / CD

By sissyjamie4daddys

3

Listen Read More

A Unique Coffee Date with an Older Gentleman

I had a date with a very kinky older daddy mans last night. Daddy mans is in his mid to late 60s, n enjoys the kinky side of life. I stopped by his house to get my freak on. Daddy mans was drinking

Posted by a TS / CD

By sissyjamie4daddys

3

Listen Read More

An Unexpected Encounter at the Doctor's Office

I always thought that the encounter me and my wife of eighteen years had about seventeen years ago. Was made up on the internet. My wife had an appointment to see her gynecologist. The same guy she

Posted by a TS / CD

15

Listen Read More

A Serendipitous Meeting by the Lake

My first encounter happened while camping. I had a friend who couldn't get there until the next day so I started getting the campsite ready. There was this young guy sitting on some rocks near

Posted by a TS / CD

18

Listen Read More

An Unexpected Encounter with a Friend

Part 2 He is using my mouth like a pocket pussy. Knowing full well I can’t do anything but comply because of the situation with wife. In and out, in and out slobbering and eyes watering I just

Posted by a TS / CD

11

Listen Read More

Finding Freedom During Her Business Trips

My ex wife was a big mistake. I rushed into the marriage just because all my other friends were getting married. She was gorgeous don’t get me wrong and she actually made really good money but

Posted by a TS / CD

8

Listen Read More

Unexpected Messages from Unknown Numbers

Apparently I pissed off somebody locally to me. Over the last 4 days, I have received 17 texts from unknown numbers/names. Most of them were not local numbers (618 or 314). All of them started the

Posted by a TS / CD

By sissyjamie4daddys

9

Listen Read More

Exploring Confidence at a New Dress-Up Party

I have been dressing for about 10 yrs. I started dressing in my early 20's. I finally am going to dress with other cd's and maybe trans. I joined a group that has parties once a month. I

Posted by a TS / CD

13

Listen Read More

A Night of Surprises and Secrets at the Party

Osu boys called again for my serving skills again this time I brought waitress trays and my hole bag of out fits started with my full body kinda outfit legs were lace then the upper body and a see

Posted by a TS / CD

2

Listen Read More

An Unexpected Encounter with Daddy Figures

It's gluck gluck time. Time to show daddy mens what I am do capable of doing. That's getting on my knees, tween their legs, n start sucking til I cant suck no more. Hoisting their legs on

Posted by a TS / CD

By sissyjamie4daddys

2

Listen Read More

A Chance Meeting in the Pantyhose Aisle

So I am a bisexual crossdresser male to female who loves to dress fully feminine. I started wearing pantyhose when I was 8 years old sneaking my mom's out of the laundry. I absolutely fell in

Posted by a TS / CD

By sweetcandy4all

9

Listen Read More

A Surprising Encounter in the Bookstore

I had read several stories from other CD's about getting fucked in book stores. I have gone before and just sat in booths as I took off my street clothes. I always wore a sexy lingere outfit

Posted by a TS / CD

10

Listen Read More

1..15 16 17...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	59.7k	840	4.4k	↗
#2	Tiffanyheels Couple Straight Trans	Girlfriend turned bi and craves females	132.3k	2.0k	3.9k	↗
#3	kimorafoxxsexycd Gay Trans Couple	Swallowed my bfs meal at lunch	127.4k	1.4k	3.5k	↗
#4	KestrelElbow9092 Straight Gay Couple	Picnic Fun	48.4k	517	3.3k	↗
#5	cnysub Gay Trans Straight	Part 1 Nude Performer	74.9k	694	3.3k	↗
#6	sissyjamie4daddys Trans Couple Straight	I love water	71.4k	487	2.0k	↗
#7	wally4u Couple Trans Gay	Got Wife Off Flying To Cabo!	67.0k	308	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	82.8k	616	1.7k	↘
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	82.6k	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!