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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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A Surprising Meeting at the Video Store
So I get picked up by an older guy at the video store. He invites me back to his house and I go. I’ve never had a male/male experience but I was super horny and he had nudged me while I was

Posted by a TS / CD

By NewtBirch3996

An Unexpected Hotel Meeting with a Gentleman
Hello I'm a 33 yr old sexy cross dresser very thin with a tight little girly ass. I've connected with a few men on DL but I answered an add for a traveling black gentleman staying in a

Posted by a TS / CD

By PumaVigor2957

A Surprise Night Out in Halifax
So the other night I was down mentally. And my wife kept ask what would make me happy I was a mess and could not answer correctly. So yesterday we dropped off the kid and and planed to go down town

Posted by a TS / CD

By carlacross

A Night of Unexpected Connections in the Park
I was very bored one night and at the time I was going through a divorce. I have crossdresses in the past and just decided to go out dressed. I put on a thong, stockings, heels, bra and tank top. I

Posted by a TS / CD

By lc_cd

A Mysterious Meeting in the Backyard
I had posted an ad on Doublelist on a Saturday morning looking for a man to come over. It wasn’t long before I got a reply from a guy. We exchanged a few emails and pics and he agreed to come

Posted by a TS / CD

By okcbtm

An Unexpected Meeting at the Bar
I've been married for about 12 years, I'm a very masculine guy and I've always been very dominant with my wife. She's open to most things sexually but she's terrible at

Posted by a straight man

By wetlocks

A Journey of Discovery and Connection
ence i cant get it, i might as well write about it.for me this is what i have in mind when i turn from Him to a Her.. i wanna be touched, i wan to be made to feel that that sweet, soft exotic, thing

Posted by a TS / CD

By rachel2021

A Saturday Morning Encounter with a Special Someone
I have been a CD for several years. I dress fully and can pass as a woman. I have had several men that I saw regular. I like all kinds of men White Black Mexican and even Oriental. I had one black

Posted by a TS / CD

By OlderMaleguy

Unexpected Meeting in a Downtown Alley
I was walking downtown early this morning and I met a very sexy black man. He asked me if I liked to suck dick. Of course the answer is yes with a big smile. Then he asked if I would suck his dick. I

Posted by a TS / CD

By babbyboybadbitch

Exploring a Unique Relationship Dynamic at Home
I met a guy a few months ago and he soon learned I loved getting spanked. I'm super submissive and when I get spanked I actually become even more submissive! One time when I was being a real

Posted by a TS / CD

By sissysarahjean

An Unexpected Visit from the Maintenance Guy
I have been living in an apartment complex for about a year. In that time I had entertained a few guys there and would dress for them. Recently I had ask for some maintenance and the maintenance guy

Posted by a TS / CD

By bjsnakes

A Surprising Delivery and New Discoveries
A few weeks back I was home playing with my male friend all dressed up and taking it good when my wife walked in. She told my friend to finish, cum in my mouth and the walled him out. She had no

Posted by a couple

By imwhateveryoudesire

A Mysterious Meeting at the Bookstore
I had posted a ad on here that I was going to local adult bookstore with lingerie under my man clothes and was looking to service anonymous cock through a glory hole. I dressed in black lace panties

Posted by a TS / CD

By pantiedguy

A Mysterious Encounter at the Bookstore
I had posted a ad on here that I was going to local adult bookstore with lingerie under my man clothes and was looking to service anonymous cock through a glory hole. I dressed in black lace panties

Posted by a TS / CD

By pantiedguy

A Journey of Self-Discovery in a Unique Setting
Im finally able to say honestly. I am passable and no longer ultra secret about my sexuality or gender identity - bi sexual. and transvestite/Cd and helplessly attached to everything to do with

Posted by a TS / CD

By Deleted User

An Unexpected Visitor and a Surprising Encounter
I am an older ts that loves bbc. It was quite a while since I had had one and was super horny for some dark meat. One afternoon there was a knock at my door and a very tall black man was standing

Posted by a TS / CD

By absac56

Exploring New Experiences at the Paris Cinema
I'm a young trans girl, 23. I always felt something was wrong with me, I didn't feel like I was gay but always attracted to men. I especially was always attracted to older men.

Posted by a TS / CD

By cnysub

A Weekend of Surprises at the Truck Stop
A few years ago I had a 3 day weekend to myself I had dabbled in dressing but not fully. It started at the request of a fwb and really enjoyed it. I went and got fishnet stockings, short black

Posted by a TS / CD

By averageguy2021

Unexpected Connection at the Truck Stop
I'm an older CD who dresses to the hilt including breast forms. I have a small cock which is more like a big clit and it gets some major clit sucking attention on occasion especially during 69.

Posted by a TS / CD

By amysinger69

A Unique Encounter in the Dressing Booth
Started out playing at abs, gloryhole sucking, then one day let someone in the booth...he was dominant but not rough. We played, exchanged numbers. The next time he reached out he was clear what

Posted by a TS / CD

By thomasherbert

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
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derake14
Gay Straight for Gay Couple
The fast and furious 59.9k 840 4.4k
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Couple Straight Trans
Wife turns bi after toy party 133.2k 2.0k 3.9k
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kimorafoxxsexycd
Gay Trans Couple
Swallowed my bfs meal at lunch 127.8k 1.4k 3.5k
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KestrelElbow9092
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Picnic Fun 48.5k 518 3.3k
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cnysub
Gay Trans Straight
Part 1 Nude Performer 75.2k 694 3.3k
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sissyjamie4daddys
Trans Couple Straight
I love water 71.5k 487 2.0k
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wally4u
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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 83.5k 616 1.7k
#10
powers8
Gay Straight Straight for Gay
A fantasy come true 82.7k 668 1.7k
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