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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 at the Door
I've always been attracted to CDs but have never been with one. I decided to check out the CD section and saw a post about a CD wanting a man to fuck her Rubber tits. I checked it out and

Posted by a straight man

By smithblue485

A Nervous First Visit to His Home
Asian CD here. I have always loved to dress up and pretend I’m a girl. It started off pretty simple - buying women’s clothes and shoes here and there. Eventually, I started to become more

Posted by a TS / CD

By de_kaleidoscope2

A Weekend Getaway with an Older Companion
I always find older men attractive. So posted an ad for 50+ hot daddies. There was this older man whom i started to talk with. Im 22. 5'6. Cd. He was 62. 6'5. With an amazing body. He

Posted by a TS / CD

By Deleted User

A Night of Unexpected Encounters
I was feeling quite naughty one night when my gf was working a nightshift, so I hopped on here and started scrolling through the ads. saw one for a straight man wanting to experiment. he was in his

Posted by a TS / CD

By Anonymous

My First Time Dressed at the Bookstore
A true story of my first time.. The first time i went out dressed. I went to a bookstore in east Portland. As I got out of my car feeling the breeze up under my very short silky skirt, trying to

Posted by a TS / CD

By tyedyesissy

An Unexpected Visit and a Surprising Reveal
I responded to an ad from a married asian woman looking to give oral. We chatted via email for a few hours, then she invited me over. I was rock hard all the way to her house. When I arrived, I

Posted by a straight man

By sirjakeelliott

A Curious First-Time Encounter with a New Friend
My 1st time ever with a TS girl was amazing! I had always been curious and had wanted to experience hooking up with a TS girl. One night i was drunk and a bit high and had the nerve to respond to an

Posted by a straight man

By niceguy5555

A Surprising Encounter with a Mysterious Woman
I have always hoped for a connection with a Trans, the thought of a pretty woman that is dominate and hung that also wants to teach. Shaking the cobwebs from my vision , confused and feeling

Posted by a straight man

By Deleted User

An Unexpected Encounter with a Delivery Driver
I'm 26 and a tgirl with nice curves. One day I order Uber eats and when I saw it was a guy I decided I wanted to try something fun. I got dressed in my sexiest most revealing and tightest fitting

Posted by a TS / CD

By khead1994

An Unexpected Guest Changes Everything
One night my wife decided she want to see me wearing one of her thongs, she liked it so she dressed me up more a took some pics. That night when she blew me she also put a finger in my ass and she

Posted by a couple

By khead1994

A Week of Exploring New Identities at Home
I'm 26 married and bi, but when my wife isn't home I love getting all dressed up in her clothes. A few months ago my wife left town for 2 weeks to visit family. I responded to an ad of a guy looking

Posted by a TS / CD

By khead1994

Unexpected Role Play in a Couple's Dynamic
I'm bi, and I was playing with this couple for a bit sometimes all 3 of us sometimes just the wife and i, but almost never was it just the husband and I. Well one day the wife decided to dress me up

Posted by a gay man

By khead1994

An Unexpected Guest and a Roleplay Encounter
I am actually bi, I'm 26 and married and I enjoy wearing my wife's thongs, bras (stuffed), and dresses when she isn't home. I had a guy come over with a nice BBC, he roleplayed that he was breaking

Posted by a gay man

By khead1994

An Unexpected Encounter at the Store
I’m bi-curious and have a bra/panty fetish. Recently I went shopping at a large national retail store for panties. While i was looking, there was a mature couple looking at various things.

Posted by a straight man

By Deleted User

Unexpected Night at the Roommates' Party
I posted another story of a guy having me over then all his roommates joined and after they invited me to a party the next weekend. Well, I get there and there are only guys at the party, I didn't

Posted by a TS / CD

By khead1994

An Unexpected Encounter with Roommates
I responded to an ad from a guy looking for an Asian ladyboy. I go over to his house, and he said we have to be quick before his roommates get home. I get on my knees and start sucking him. He heard

Posted by a TS / CD

By khead1994

An Unexpected Visit to a Friend's Home
So this happened today. My buddy texts me, says Come over, my wife's not home. So I did. We sucked each other off, then he pinned me down on their bed and drove his cock in me in every possible

Posted by a TS / CD

By Deleted User

An Unexpected Visit to Her Place
I met a t-girl here... I love t-girls because they only suck or take it in the ass . . . and that's all I really want! So I go to her place, and I don't waste any time. I pull out my big

Posted by a straight man

By Deleted User

An Intimate Night with a Special Lover
My CD lover and I met last night. She was wearing a silky black babydoll, garter belt hose, and no panties. We fell into each other's arms and kissed deeply, as our passion grew, our hands wandered

Posted by a TS / CD

By Deleted User

Unexpected Connection in the Grocery Aisle
I was standing in the produce section of Safeway last week and suddenly noticed the field cucumbers. OMG, I thought to myself, I wonder what that would feel like? It's the right shape, nicely

Posted by a TS / CD

By EgretIris9802

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
Gay Straight for Gay Couple
I knew I was in for a rough time 64.0k 882 4.5k ↗
#2
Tiffanyheels
Couple Straight Gay
Most women have licked vagina 148.6k 2.1k 4.1k ↘
#3
kimorafoxxsexycd
Gay Trans Couple
Had a group experience 135.5k 1.5k 3.6k ↗
#4
cnysub
Straight Gay Trans
Alternative Position with Lesbians 82.3k 715 3.4k ↗
#5
KestrelElbow9092
Straight Gay Couple
Immediate Fantasy Fulfillment 51.9k 527 3.3k ↗
#6
sissyjamie4daddys
Trans Couple Straight
I love water 74.8k 490 2.0k ↘
#7
wally4u
Gay Couple Trans
I Guess He Did Have To Go! 69.4k 316 2.0k ↘
#8
butchmax
Straight Straight for Gay Gay
You Just Never Know 95.7k 650 1.8k ↘
#9
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 54.3k 647 1.7k ↗
#10
powers8
Gay Straight Straight for Gay
A fantasy come true 84.8k 674 1.7k ↘
Page 1 of 50 · Showing 1–10 of 500 authors

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