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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 Encounter at the Video Store
I met a really nice guy,who was,floored by way I looked totally,dressed up in black,lingerie,,we went to his place where I absolutely,gave him ,the best piece of ass,he said he ever had,,he also said

Posted by a TS / CD

By Deleted User

Exploring Fantasies: A Couple's Journey
Me and my ex gf used to play with other guys and couples. I never told her at the beginning that I was very bi and secretly a submissive crossdresser. I think I was waiting till the right time.

Posted by a TS / CD

By Deleted User

A Journey of Self-Discovery at the Club
This is a true account of my first experience at sex as the female I longed to be and I did feel as though as truly female as it happened. I remember my first experience from about 15 years ago. I

Posted by a TS / CD

By Anonymous

A Surprising Encounter at the Theater
Went to a glory hole at an adult theater where an older couple in the next booth directed me to put my cock through the hole. She was giving me a blow job while he watched. She told me to unlock my

Posted by a TS / CD

By Jeff

Unexpected Meeting at a Truck Stop
So last week I got a text from a suga daddy that lives 5 hours from me. Daddy tells me his wifey pooh is going out of town and daddy needed his lil slut for a few days. Daddy told me it would be

Posted by a TS / CD

By Deleted User

Navigating Desire and Relationships with Support
I am a FT woman. I live my life 24/7/365 as such. The only reminders that I am not a 100% complete woman is I still have my lil pp, lil ball sac, and I don't have natural breasts. I am not

Posted by a TS / CD

By Deleted User

Unexpected Connection at a Truck Stop Diner
When I was younger, I drove truck for a living, Mostly east and west . As I was single, I had no one to bitch about me never being home. One night I pulled into a truck stop just outside of

Posted by a TS / CD

By radioman666

Anticipating a Romantic Evening Together
I am a mature CD, I dress completely, lingerie, stockings and heels, I have gorgeous legs. I have  long blonde wigs and do my complete makeup. I have nice big tits with big nipples, men go crazy

Posted by a TS / CD

By radioman666

An Unexpected Encounter with a Road Crew Foreman
I had met a guy here. When he was coming i got dressed in something cute and a little slutty. He was older and a road crew foreman. Very manly, big and muscular. He had a thick uncut cock to go

Posted by a TS / CD

By Deleted User

A Night of Curiosity at the Adult Bookstore
So I was dressed so sluty AF , an spun to no end , had one guy come over , it felt wonderful him grabbing my tites an smacking my ass ,but unfortunately he burst right as I was unzipping his jeans .

Posted by a TS / CD

By TrixLaLa

A Night of Fun and Games with Friends
I have been a crossdresser for years. I am married to a much older man who allows me to explore my sexuality of being the center of attention. To be honest, my hubs is a lousy fuck. Age, medical

Posted by a TS / CD

By Deleted User

Exploring Submissive Dynamics in Hosting
27 years ts 5.7 157ibs Hosting looking for a male to suck & get fuck. Please be clean & disease free KIK:Charlotte7764..I have lots of things to wear have toys for you. I enjoy dressing and

Posted by a TS / CD

By charlotte_jeffrey44

Unexpected Connection from a Craigslist Ad
I had replied to a guys ad on Craigslist. The man was looking for a local cd to party and play with. I live about 60mi south of him. I exchanged numbers with him so we could get to know each other.

Posted by a TS / CD

By Deleted User

Exploring New Connections as a Top Trans
I’m a top trans lookin for female or male

Posted by a TS / CD

By Deleted User

An Unexpected Encounter Through the Window
I posted an add for sissy Cd and I took 3 hot loads in my pussy. I like to have a guy over and when I know he is coming over go to the window and fuck my dildo for him to see from the road or

Posted by a TS / CD

By Bob

A Journey of Self-Discovery and Acceptance
I've always known that I've had a feminine slant. I would occasionally steal mom's or sister's panties when they weren't around. I had (have) a serious hair fetishist and

Posted by a TS / CD

By Deleted User

An Unexpected Visit Leads to Connection
MY FIRST EXPERIENCE WITH A MAN AS ANNA Joe was from the city and lived about 70 miles from me. We had talked quite a bit during the week and he seemed like a decent gentleman. On Saturday night

Posted by a TS / CD

By dannalynn

A Nurse's Unexpected Friendship and Revelation
Finally me. I'm 28 single. I'm about 5'5, slender build around 125. I've got short blonde hair, very little body hair which I try to keep myself smooth as possible. I'm not

Posted by a straight man

By oldarmy

An Unexpected Late Night Visitor Experience
Hello I posted a few real stories here..as I am still active on dbl list.My new ad read hosting late tonite full bottom...I have been horny all day n nite .got home from work at 5 pm got in the

Posted by a TS / CD

By nykmaleforu

A Surprising Shower Encounter with Friends
I shouldn't talk so freely when I'm drunk. So you will sit on a dick for me??? Like you said last night? You better not let me down. I'll be home from work early tonight. Wait, what,

Posted by a straight man

By mynative

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 Straight
Parking lot kiss 35.0k 632 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 77.8k 1.4k 3.2k
#3
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 23.9k 355 3.1k
#4
cnysub
Gay Trans Straight
Ads on DoubleList 47.7k 529 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 74.2k 1.1k 2.7k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 45.4k 461 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 52.3k 275 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.1k 612 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.2k 359 1.2k
#10
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.2k 347 1.1k
Page 1 of 50 · Showing 110 of 500 authors

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