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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 Playful Grocery Store Encounter
so i have spent the last two days with this very fine chocolate man with a nice 9" cock we both have been off because of the holidays and have time we went to go grocery shopping this morning

Posted by a TS / CD

By ababycd

An Unexpected Movie Date Adventure
This Friday my gf did my wig makeup and dressed me and me looking cute cause she wanted to go out with my bf right. After she did my makeup wig and dressed me she kissed me and says I love my sissy

Posted by a TS / CD

By kimorafoxxsexycd

An Unexpected Encounter at the Truck Stop
Sissy gay cumslut crossdresser was dressed to thrill and I was cruising the truck stop dressed up sexy in my fuck me pumps. I knocked on the door of the first truck i came to. Noone answered me, so

Posted by a TS / CD

By Deleted User

Unexpected Meeting at the Truck Stop
Sissy gay cumslut crossdresser was dressed to thrill and I was cruising the truck stop dressed up sexy in my fuck me pumps. I knocked on the door of the first truck i came to. Noone answered me, so

Posted by a TS / CD

By Deleted User

Unexpected Encounters at the Adult Theater
I am a bi crossdresser, but today I went to an adult theater without being dressed as a woman. I started watching shemale movies in one theater, which got me very hard. Then I went in the gay

Posted by a TS / CD

By Tiffanyheels

A Unique Holiday Game Night Experience
I was invited to a daddy mans house for a special XXXmas game night. My daddy mans told me to wear something festive for the holly day season. I decided a short lil green skirt, a low cut red top to

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Evening of Transformation and Surprise
I posted a add for a female to help me dress as a female as I wanted to feel sexy for a Saturday evening. I had a a response from a older lady that said her and best freind had always talked about

Posted by a TS / CD

By Wet41

A Night of Shared Adventures Among Couples
I live to lick a pussy that has been just filled with another man’s cum! Since my wife and I are swingers, I have done this many times. I also love to lick my own cum out of a pussy When we

Posted by a TS / CD

By Tiffanyheels

An Unexpected Encounter in a Boston High-Rise
It started off with this women contacting me saying they needed a no limit sissy who knows her role as a submissive bitch for a 4-6 hour session. which instantly got me excited but she wouldn't

Posted by a TS / CD

By lexiii304

Exploring the Unique Bond of a Sissy Gurl and Her Daddy
I have been crossdressing n living my life as a sissy gurl for the last 8 years. I am NOT trans. But I do have 38DDs tittys that my daddy mans got for me 7 years ago. I still have my lil teeny tiny

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Performance at a Bachelor Party
Soo 2 weeks ago this black man called me and said he looking to hire 2 girls and 1 sissy gurl for a bachelor party of 14 guys all black and they were looking for a complete no limit slut which they

Posted by a TS / CD

By lexiii304

An Unexpected Encounter at the Theater
I had been crossdresser since age 12-13. Love to masturbate wearing my sisters things. Then started going to adult theaters. Then one night I went in a booth without doors. I put on a shemale movie

Posted by a TS / CD

By Tiffanyheels

Adventures on the Open Road with Daddy
So I love giving road head to any daddy mens. I have been giving road head for years n in my opinion there is nothing better. Just get into a car with daddy mens, sit in the front seat n reach over

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Gathering with New Friends
So I got my lil sissy ass invited to a group sexssion yesterday by one of my local daddy mens. Talk bout a lot of fun!! There were 7 daddy mens plus my man, me n this really cute lil twinky. I have

Posted by a TS / CD

By sissyjamie4daddys

Festive Outfits and Friendly Encounters
Just relaxing after a long day of Christmas shopping. The stares n the compliments I got from people. People are so friendly this time of year. I decided to put on my lil Christmassy outfit: green

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Meeting at the Hotel Room
So i responded to a young stud who wanted a sissy slut to stop by his hotel room. He had a Sybian n a fuck machine that he wanted to use on my sissy cunt. He told me if I was interested I could also

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Encounters at the Nightclub
There's an old saying: you can't turn a whore into a housewife. N that is so fucking true! No matter what your intentions are, a whore is a whore IS A WHORE! N she will ALWAYS be one. How

Posted by a TS / CD

By sissyjamie4daddys

Flirty Encounters at the Local Club
I always believed that being bisexual just means that you double your chances of getting laid. But I have realized that men are the only ones that want to play n that is fine with me!! Men are better

Posted by a TS / CD

By sissyjamie4daddys

A Journey of Transformation and Love
My very first time sucking a man's cock, I knew I was addicted! OMG what an incredible feeling. He was a family friend of my grandfather's. He was in his mid 60s, I was 21. His cock tasted

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Encounters at the Local Shop
Stopped at a local porn shop earlier tonight. When I pulled onto the parking lot, there was 5-7 cars. Kinda bizzy for a Monday. I got out of my car, n walked into the shop. I noticed 5 daddy mens

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 Straight
Parking lot kiss 34.2k 628 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 76.9k 1.4k 3.2k
#3
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 23.4k 353 3.1k
#4
cnysub
Gay Trans Straight
Ads on DoubleList 46.7k 523 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 72.6k 1.0k 2.7k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 44.2k 456 1.9k
#7
wally4u
Gay Trans Straight for Gay
My Birthday Suprise! 50.6k 272 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 48.6k 605 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.0k 357 1.2k
#10
powers8
Straight Gay Straight for Gay
An absolutely amazing 3 friends 32.4k 318 1.1k
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