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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 Connection at the Store
I am a straight man or should I say bisexual man. I was married for years And one of the things that always turned the wife on is if I wore her panties under my jeans Just a thought of it turned her

Posted by a TS / CD

By Deleted User

A Discreet Night Out in Waterbury, CT
Im an older latino male from waterbury ct who enjoys getting fully dress and looking very sexy for my partner. I get turn on ,when dress n i love black men and men who treat me like a latina slut

Posted by a TS / CD

By nykmaleforu

An Unexpected Visit Leads to New Connections
I'm bimales that met another on here and the night he come over to see what was happening he cought me watching porn in a pair of crotchless panties and stockings and jacking off to the kinky

Posted by a TS / CD

By panyboibobbyk

Navigating Open Relationships Together
I am a 63 year old straight male. The last 3 years I have been in a relationship with a very sexy, passionate, very passable crossdresser. She is drop dead gorgeous. Very feminine, sexy, smart, and

Posted by a straight man

By Deleted User

An Unexpected Gathering with Roommates
Gang bang stranger sex i ran a add on a web site seeking a few hung tops. Im a latin c.d oral bottom. In the past i had two men at once it was amazing me in the middle taking two at one time. I

Posted by a TS / CD

By hunglatino4fun

A Unique Coffee Date and Shopping Adventure
I'm a chubby bi submissive to women and closet crossdresser. Almost 2 years ago I posted about an ad about a dozen different times over a 2 week period. I was looking for a dominant woman to to

Posted by a TS / CD

By ToadShard9192

A Unique Thrift Store Fashion Encounter
I was 18 when i started to get into cross dressing i would shop at thrift stores. The cashier was an older male who would ask if i was buying for me are someone else shy id always say someone else.

Posted by a TS / CD

By hunglatino4fun

An Unexpected Visit to a Construction Site
Anyway I was alone last week and so horny. I got out my heels and lingerie and looked up some old email addresses from the old craigslist. I didn't expect any hookups but I did remember one guy

Posted by a TS / CD

By Deleted User

Unexpected Connections at the Nude Beach
Well - I have been dressing for 15 years, now upper 40s I was 33 when I started. I used to hang out at a local nude beach all day as I worked a late swing shift. I didn't realize it - but the

Posted by a TS / CD

By Deleted User

A Night of Flirting at the Costume Party
i was self conscious as we entered the house, but soon relaxed when i saw a couple friends and started taking some ribbing for my costume. my wife had suggested we switch roles-i dressed as a french

Posted by a TS / CD

By FerretBolt2551

A Summer Night at the Movie Theater
So I was freely a little frisky one night last summer. I decided to try my local hook up app. After a few messages I settled on the guy I wanted to meet. Neither of us could host so we needed a place

Posted by a TS / CD

By Deleted User

A Festive Gathering at Daddy's Christmas Party
Merry Christmas ho ho ho is what the text said. Daddy invited me to his place for a Christmas party. Daddy told me to dress in something red and green, and to bring extra clothes because we are going

Posted by a TS / CD

By Deleted User

A Night Out in Chattanooga: A Unique Encounter
Last year before the whole COVID thing started, I was in Chattanooga for business (time I get to dress most being married) and decided to go out in public. There is an ABS there - Cinema One - and I

Posted by a TS / CD

By Deleted User

An Unexpected Connection at the Gay Bar
Lifelong CD/TV into older men. I had no plans for a Friday, so after work I got dolled up in tight leggings and tunic top and went with a sexy full red wig but had no intention of getting picked

Posted by a TS / CD

By Cheri4Men

An Unexpected Visitor Changes Everything
After my divorce I was screwing a few different women and thought that I had it made. Then I hit a lengthy dry spell. Couldn't hook up with anyone. I looked at some ads on CL and saw one that

Posted by a TS / CD

By likes big ones

A Flirty Encounter with the Pizza Delivery Guy
This corona virus crap has put a damper on my play time. Can't go to restaurants to eat. Whats a gurl like me supposed to do? Order delivery. So last night I ordered a pizza; after all I am a

Posted by a TS / CD

By Deleted User

A Memorable Evening on the Porch
It was late one night after a long travelling night home. I showered immediately, dressed in a very sexy white summer dress. Rolled a joint and went out to sit on the porch with a glass of gin. I

Posted by a TS / CD

By Deleted User

Rediscovering Connection After Heartbreak
This is a story on how I came to love being with TS. My wife had cheated on me and we were going through a divorce. I found out she was cheating when she came home from some overtime work and I was

Posted by a straight man

By hardnhappyfred

A Playful Encounter in a Motel Room
I have submitted a couple of stories so far of my CD fun and this is the next true story. I've been crossdressing all my life and really started to have huge fun after my divorce. I even now

Posted by a TS / CD

By Deleted User

A Risky Encounter in a Hotel Hallway
Where is the most interesting/risky place you've sucked a cock? The hallway of an Extended Stay America hotel earlier this year is mine. I had been talking to this hung black guy for a few days,

Posted by a TS / CD

By Deleted User

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 Couple Straight for Gay
He wanted intimacy twice a day 77.0k 1.0k 4.6k ↘
#2
Tiffanyheels
Straight Couple Trans
Parlors in Japan 172.3k 2.4k 4.3k ↗
#3
kimorafoxxsexycd
Trans Gay Couple
I did some very mischievous things. 156.9k 1.6k 3.9k ↗
#4
cnysub
Gay Couple Trans
The observer from DoubleList 104.8k 814 3.7k ↘
#5
KestrelElbow9092
Gay Couple Straight
Her Boyfriend. 77.2k 662 3.6k ↗
#6
butchmax
Straight Gay Couple
My Husbands Best Friend 118.7k 805 2.1k ↗
#7
sissyjamie4daddys
Trans Couple Straight
I love water 84.3k 496 2.0k ↘
#8
Dedavis
Straight for Gay Straight
Super Bowl group event part six 102.1k 704 2.0k ↘
#9
wally4u
Gay Couple Trans
Missed The Fine Print! BIG TIME! 73.0k 330 2.0k ↘
#10
Steve
Straight for Gay Straight Gay
Doublelist fan 57.6k 677 1.8k ↘
Page 1 of 50 · Showing 1–10 of 500 authors

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