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 Captivating Evening Encounter of Surrender

He told me he was submissive… but the moment his eyes met mine, I knew he was about to learn what real submission feels like. 😈🔥 I walked toward him slowly, letting him take me in. His

Posted by a TS / CD

By Deleted User

7

Listen Read More

An Unexpected Encounter After Work Hours

This happened when I worked for one of the big box stores. I am a pretty good looking man and I am always getting hit on by men. The best pick up line is can I buy you a beer after work. I am a

Posted by a TS / CD

3

Listen Read More

An Unexpected Connection That Grew Over Time

I'm an older white CD. I love being men. I have had relationships with several men over the years. I love me a nice black guy. I have had a black guy off and on for years. I recently met a black

Posted by a TS / CD

By OlderMaleguy

3

Listen Read More

A Unique Evening in Drag at a Bachelor Pad

"Come in through the back door," the text said as I parked my car discreetly on the street. I checked my makeup one last time then sauntered into the side gate. This was my first time

Posted by a TS / CD

7

Listen Read More

A Curious Encounter Between Friends in the 70s

It was 1972 and me and my older friend was getting loaded on some drugs he was really popular and considered good looking which a big cock I had not been sexual with any one but was curios what all

Posted by a TS / CD

5

Listen Read More

Exploring Connections at Weekend Gatherings

I'm a group party slut. When there is a lil group party of 5-15 daddy's I'm there on my knees n on all 4s sucking n fucking. The partys usually last from 3 hours, til the weekend. I

Posted by a TS / CD

By sissyjamie4daddys

3

Listen Read More

A Night of Laughter and New Connections

After months of waiting the night of my girls favorite comedian show was finally here. Tickets in hand we walked from the hotel. She had gotten a room at one of St.Louis' nicer hotels near the

Posted by a TS / CD

6

Listen Read More

A Night of Anticipation and Connection

There I was all ready for my sex adventure. I was wearing a nice short blue dress, thigh high nylons, black high heel shoes and a pair of silky blue sexy panties and bra. I had 2 different men lined

Posted by a TS / CD

9

Listen Read More

Unexpected Meeting in a Bathroom Stall

As soon as daddy mans walked in I knew I would be sucking his cock. Daddy mans was tall, good looking, salt n pepper hair, n from what I could tell packing a nice sized cock in his pants. Me? Just

Posted by a TS / CD

By sissyjamie4daddys

1

Listen Read More

A Journey of Hidden Identities and Love

I love dressing up as a woman I love when my boyfriend comes over and fucks me silly I love feeling him creampie my tight pussy my gf has no clue I've been dressing up as a woman and having men

Posted by a TS / CD

By kimorafoxxsexycd

12

Listen Read More

A Morning Gathering with Daddy's Friends

I got invited to a daddy mens house this morning for breakfast. It was an all I can eat sausage fest, which I simply LOVE! There was my daddy mans, n 2 of his friends. As soon as I got my sissy ass

Posted by a TS / CD

By sissyjamie4daddys

3

Listen Read More

A Halloween Costume Party Adventure

I’m a divorced mature man who has always had a fetish for cross dressers and have dabbed in dressing in private and have kept that secret very well hidden I met a mature CD on DL 3-4!months ago

Posted by a TS / CD

5

Listen Read More

An Unexpected Encounter at the Adult Theater

I have been a crossdresser since taking my sister’s panties at age 13. Now I shave all over, have silicone breasts forms, full dress, jewelry, full makeup, sexy panties and bras, sexy heels

Posted by a TS / CD

By Tiffanyheels

8

Listen Read More

A Weekend Retreat in the Woods with Friends

I love playing with groups of men, 3 or more. I adore being the main attraction, the center of attention, the main entertainment for them. I attend at least 3-5 group sexssions a week. The most I

Posted by a TS / CD

By sissyjamie4daddys

6

Listen Read More

An Unexpected Visit from Daddy's Friends

I was scrolling thru some postings on DL n AFF earlier today. One post caught my attention. It was from an older daddy mans n 3 of his friends looking for a place to play. After a few exchanges, I

Posted by a TS / CD

By sissyjamie4daddys

2

Listen Read More

A Spooky Halloween Date Night Adventure

so Halloween was a blast finally getting to write this it was a bit cold where i live but went out dressed up in my little pink pleated skirt matching crop top with my false breast on had pink and

Posted by a TS / CD

7

Listen Read More

Exploring Fantasies Through Online Connections

Am 30 I met a sweet man from double list we have been talking for almost two weeks , am a lovely sweet trans girl I made him cum always we had fun and he told me about his fantasy he wants 3 some

Posted by a TS / CD

0

Listen Read More

An Unexpected Visit from a Younger Guy

hi its Josey again and i am seen a guy with a 10" cock and i can't get enough of it. he is a little younger than me and black but i love big cock so color blind, but he came to see me here

Posted by a TS / CD

14

Listen Read More

A Surprise Visit from My Neighbor

So today while my gf was at work I got dressed up looking cute for a cross dressing woman such as my self. Well today I decided to text my straight neighbor who likes me well I went to his house soon

Posted by a TS / CD

By kimorafoxxsexycd

11

Listen Read More

An Unexpected Evening with a New Guest

I invited a guy over to my house. I didn't know this guy. It was my first time inviting someone over. I got dressed up in a black mini dress. I was wearing a black lace garter belt with black

Posted by a TS / CD

25

Listen Read More

1..38 39 40...170

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

L LucyV “I'm a romantic trans woman” U uhostshysub “what do you have for homework?” I itshugetwink “🔒🍑 Asian Billionaire Bus And He Begged Me To Stay — Asian Daddy Part 1”

Daze “Just a real woman looking for love ❤️”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Couple Straight for Gay	First true anonymous intimacy	77.7k	1.0k	4.7k	↘
#2	Tiffanyheels Straight Couple Trans	Intimacy with ex mother in law	174.3k	2.4k	4.3k	↗
#3	kimorafoxxsexycd Trans Gay Couple	Intimate Somali man	157.8k	1.6k	3.9k	↗
#4	KestrelElbow9092 Gay Straight Couple	Closet kicked in.	78.9k	679	3.6k	↗
#5	butchmax Straight Gay Couple	My Husbands Best Friend	119.8k	813	2.1k	↘
#6	wally4u Gay Couple Trans	Drunk Abs Experience I'll Never 4Get!	73.5k	330	2.0k	↘
#7	Dedavis Straight for Gay Straight	Super Bowl group event part six	102.5k	706	2.0k	↗
#8	sissyjamie4daddys Trans Couple Straight	I love water	84.7k	496	2.0k	↘
#9	Steve Straight for Gay Straight Gay	Doublelist fan	57.7k	677	1.8k	↘
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	87.6k	678	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!