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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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Searching for Connection in the City
Wow.i can not believe that there are all the guys that like guys that look like girls you know there's the sweet shaved smooth skin OMD pretty eyes pretty face lips that glitter but it never

Posted by a TS / CD

By rachel2021

A Surprising Meeting by the River Boulevard
when i was 27 i moved in with a friend his gf and her kid. my gf had just broken up with me so i was a little lost. i had always dressed but no one knew. it was a saturday noght in july it was nice

Posted by a TS / CD

By kaylacd35

Unexpected Encounters at the Burlington Interval
I love dressing up and wearing diapers. I put an add out had a few replies I met a white guy with a nice cock at the interval in Burlington I was wearing a diaper panties leggings breastforms tank

Posted by a TS / CD

By Anonymous

A Night Out at the Gay Bar
One night I decided that I had enough of sneaking around and decided tonight would be the night I'd go out dressed as a girl. I put on my tan nylons along with my black garter belt short black

Posted by a TS / CD

By leighann53

An Unexpected Encounter at the Door
I am dressed head to toe like a slutty girl, driving to meet up with this guy from ad. I arrive walk up to the door he opens it invites me in once I come in he wasted no time pulling his dick out and

Posted by a TS / CD

By mattieswallow

An Unexpected After-Work Encounter
I am a very kinky sissy and I have served quite a few people from men, women, and couples. I have done quite a bit as well. My favorite man was an older black man who was one of the first men I was

Posted by a TS / CD

By sissysamantha1

A Day Out in New Haven: A Unique Encounter
Hello I'm still very active on doublelist.com n have had a good time n still meeting people .My ad read sexy cd 4 u ....I took off Friday from work feeling very horny to plan a day in New Haven

Posted by a TS / CD

By nykmaleforu

A Unique Encounter in a Hotel Room
I am a submissive CD that has to travel for work. I had arrived in town on Sunday afternoon, I checked into my hotel and then posted an ad on Doublelist as a CD looking for a man or men. I then

Posted by a TS / CD

By okcbtm

An Unexpected Movie Theater Encounter
I had put out and add looking for a dom. I told him that I was a part time CD that has very few limits. He told me what to wear and what time he would pick me up and wouldn't give any more

Posted by a TS / CD

By browneyeboi

An Unexpected Adventure at the Club
I have been on DL off and on for the past 4 years. I have had my share of flakes, fakes, time wasters and pic collectors during that time. So it didn't surprise me when after talking with a

Posted by a TS / CD

By Deleted User

A Fun Day at the Park with New Friends
Hi! I’m V! See, I’m somewhat of a exhibitionist…it’s fun to me, dressing up in something revealing, knowing it could possibly be seen…but on this day, I was feeling a

Posted by a TS / CD

By prettyskynative

Exploring Childhood Memories Through Dress-Up
While I don't consider myself a crossdresser per se, I have included elements of female attire in my play time for many years. Plus, even when I don't dress, I always try to convince my

Posted by a TS / CD

By lit_writer

A Night of Unexpected Connections in St. Louis
Hi everyone, I'm Kandy. I just moved to St.Louis from out west. I joined a dating site last summer and I received a message from a guy asking me if I would be interested in getting turned out.

Posted by a TS / CD

By Deleted User

A Newcomer's Unexpected Dating Experience in St. Louis
Hi everyone, I'm Kandy. I just moved to St.Louis from out west. I joined a dating site last summer and I received a message from a guy asking me if I would be interested in getting turned out.

Posted by a TS / CD

By Deleted User

Exploring New Adventures After Empty Nesting
BBW sex toy. We're a MWC, 48/45. My husband Jack, is 48. He's handsome, athletic built about 180 about 6'1. I'm Nikki,43 BBW. I'm about 5'5 , Brunette, around 200 and a

Posted by a couple

By oldarmy

An Unexpected Encounter at the Motel
I found out about this site called Fap Roulette and became intrigued by the games you could play there. Being a sissy for most of my life, of course I started looking for sissy hookup games and

Posted by a TS / CD

By WolfBlade9286

Thrilling Encounters in Public Spaces
I have a fetish for having sex in public places. It's not so much the actual act of sucking cock, or riding daddy dick that gets me off. It's the risk of getting caught that makes this gurl

Posted by a TS / CD

By Deleted User

A Surprising Connection Through a Dating App
I visit my family occasionally in their apartment complex. I'm 22, moved out a few years ago, and have largely come into my own. I sometimes hookup in my home town, but like to check grindr

Posted by a TS / CD

By bluepup395

Unexpected Encounters at the Local Theatre
When I was in my late 20's/early 30's I used to go to this local Adult Movie Theatre every Friday and Saturday nght. I am Bi and a Submissive Bottom so I enjoy pleasing men and had many

Posted by a TS / CD

By cassysub

An Unexpected Guest and a Night to Remember
I have a reputation of being a slut, a whore who will drop to her knees, or spread my ass for any man who has swinging meat between their legs. And it's all 100% true. I don't deny it, or

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 Straight for Gay Couple
The fast and furious 59.9k 840 4.4k
#2
Tiffanyheels
Couple Straight Trans
Wife turns bi after toy party 133.2k 2.0k 3.9k
#3
kimorafoxxsexycd
Gay Trans Couple
Swallowed my bfs meal at lunch 127.8k 1.4k 3.5k
#4
KestrelElbow9092
Straight Gay Couple
Picnic Fun 48.5k 518 3.3k
#5
cnysub
Gay Trans Straight
Part 1 Nude Performer 75.2k 694 3.3k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 71.5k 487 2.0k
#7
wally4u
Couple Trans Gay
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
Page 1 of 50 · Showing 110 of 500 authors

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