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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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A Memorable Night: Exploring Connection in an Unexpected Encounter
An MMF threesome inside a mobile home might be an experience I will never surpass. The couple I got to enjoy it with was so cool and chill, older, somewhat blue collar, hardworking people, but they

Posted by a TS / CD

By nick_dub

Hiway service
So I met a daddy mans that wanted to meet but daddy mans wifey-pooh was home. I agreed to meet him on the side of the hiway at a particular mile marker. When I got to daddy mans, he was on the

Posted by a TS / CD

By sissyjamie4daddys

Crossdresser Fan
I have dressed for many years and shave my entire body, silicone breast forms, full dress, sexy panties and bras, nails done, jewelry, perfume the works. I alway tuck back my cock in my tight sexy

Posted by a TS / CD

By Tiffanyheels

A Secret Encounter: A Cross-Dresser's Unexpected Flirtation
My wife went out of town for a couple weeks and at the same time we were having part of our home remodeled. I have been a long time closet cross-dresser and do it quite well. My wife kind of knows

Posted by a TS / CD

By Deleted User

Unexpected Reunion: A Night of Surprises and New Discoveries
I thought we had the house to ourselves. There I was in my bed on all 4s taking this mans cock deep and he is pounding away. One of the best cock slammers I had been with up to that point. My wife

Posted by a TS / CD

By sissyjamie4daddys

Exploring Curiosity: A Night of Unexpected Transformations
My first cd experience I was 22 and very curious! I used to have cornrows and when I took them out would love the way my hair felt down my back! My friend who I always suspected was bi had a sister

Posted by a TS / CD

By bigmouth69us

A Surprising Twist: From Cleaning to Captivating Performances
Young collage student, working my way thru school cleaning houses. I get a reply from my ad from an older gay couple, I'm gay so have no problem. It's my third week at their house, I need

Posted by a TS / CD

By cnysub

Finding Joy at the Truck Stop
I love me some truck drivers, you know the over the road truckers. There are a few truck stops n rest areas bout 35-45 minutes from me that I frequent a few times a week. Some may call me a lot

Posted by a TS / CD

By sissyjamie4daddys

A Playful Day with Daddy Mens and Foot Painting
I love me some daddy mens that are freaky, kinky, perverted, n nasty. I have a few that love sucking my footsys, n toesys, n jacking off over them. I have a few that like jerking off in my coffee,

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Connection After Heartbreak
I’m 5’6, Bulgarian. 175lbs, 34D, hourglass body, heart shaped big ass, nice smooth legs, thick thighs, gray/blue eyes and a 7” dick. Everything is proportionate. Nothing too small

Posted by a TS / CD

By Deleted User

A Surprising Connection at the Tattoo Shop
I'm going to have my nipples pierced and friends tell me about this girl who is very good, she's new at a place I got a few tattoos. I'm into goth but not hard core, dress in black,

Posted by a TS / CD

By cnysub

Unexpected Connection at the Donut Shop
I have dressed as a slut for many years now. Silicone breasts forms, full dress , shaven all , nice wig, jewelry, heels ect. One night after being out at an adult theater, It was late and I stoped

Posted by a TS / CD

By Tiffanyheels

A Crossdresser's Journey to Unexpected Love
I have been a crossdresser for a long time. Never thought I would want to kiss a man. However, one night a guy wanted to kiss me and make out, it got my panties wet just like a female. My pre cum

Posted by a TS / CD

By Tiffanyheels

Aunt and Nephew: A Family Gathering Connection
My Vulnerable Aunt PART 1 This story goes back to 2016 and it went on for two years. The names of the characters have been changed. It will be a long series as there were many episodes taking you to

Posted by a TS / CD

By kanishk889

An Unexpected Encounter with the Delivery Guy
I'm a 28 yr. old passable submissive cd with an older daddy 62 yrs. old. He is helping me with my transformation into a female but I have to keep my male parts, which I want to do anyway.

Posted by a TS / CD

By cnysub

A Playful Encounter in the Bathroom
Pt 2 He moves my hand to his now fully erect cock. I’m trembling with excitement I’ve never felt anyone’s but mine. It’s so much bigger and veiny and so hard. I want to suck

Posted by a TS / CD

By bottomsoxs

A Rainy Day Ride Leads to Unexpected Connection
Being unemployed without a car was lame. I was walking or taking the bus everywhere. One day when I was walking around in the rain turning in job applications a car pulled up next to me. I figured

Posted by a TS / CD

By bottomsoxs

A Unique Bond: Exploring New Dynamics Together
My wife loves watching me sucking cock and getting my boi pussy fucked. Shell sit there n watch, direct my daddy how to fuck me, n encourage him to fuck me like I'm a cheap whore n tell me to

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Night at the Gay Bar
Last night I got dolled up and decided to go out to the gay bar. Soon as I got there I had several men tell me I'm sexy and cute . Well I ran into my ex friend boyfriend and I said I did not

Posted by a TS / CD

By kimorafoxxsexycd

Unexpected Assistance During a Late Night Drive
I was going to meet up with a rugged good looking top man when I got a flat tire. It was bout 1130 at night in the middle of bum fuck Egypt (ok, it was Illinois). I texted daddy that I had a flat

Posted by a TS / CD

By sissyjamie4daddys

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 59.7k 840 4.4k
#2
Tiffanyheels
Couple Straight Trans
Girlfriend turned bi and craves females 132.2k 2.0k 3.9k
#3
kimorafoxxsexycd
Gay Trans Couple
Swallowed my bfs meal at lunch 127.4k 1.4k 3.5k
#4
KestrelElbow9092
Straight Gay Couple
Picnic Fun 48.4k 517 3.3k
#5
cnysub
Gay Trans Straight
Part 1 Nude Performer 74.9k 694 3.3k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 71.4k 487 2.0k
#7
wally4u
Couple Trans Gay
Got Wife Off Flying To Cabo! 67.0k 308 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 82.8k 616 1.7k
#10
powers8
Gay Straight Straight for Gay
A fantasy come true 82.6k 668 1.7k
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