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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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My First Group Encounter
In my younger years I use to play with a married man. We would even play when his wife was sleeping. He became my only. He loved when I would dress up and have stockings garter thongs teddies always

Posted by a TS / CD

By eagerbottomforhungtop

Hosiery enthusiast
I am a bi cross dressing male to female who has loved pantyhose since the first time I tried them on which was age 10. I snuck a pair of my mother's every time I got the urge to satisfy my

Posted by a TS / CD

By sweetcandy4all

Home alone
Immediately when I got home today from work I decided to wear my gfs paints her bra and her wig and also wear her thigh high boots🔥 I put on this cute purple lipstick and then went into my bedroom

Posted by a TS / CD

By temptshife

Home alone self pleasure. So when I got home today
So when I got home today from work I decided to wear my gfs paints her bra and her wig and also wear her thigh high boots. I put on this cute purple lipstick and then went into my bedroom and started

Posted by a TS / CD

By kimorafoxxsexycd

Caretaker's Little Girl
I'm 24 5t. 5 in. 135 and shy. I've been interested in bondage and S&M for awhile but didn't know what to do. I found a professional Mistress online so I went to her and yes I am

Posted by a TS / CD

By cnysub

Attractive CD is caught by mother
I had dressed for many years. Started taking my sister’s panties and bra, then my mother’s girdles, stockings, bras. Over the years the took my wife’s panties and bras. Then with

Posted by a TS / CD

By Tiffanyheels

Finally Did IT
I am not out or openly gay. Bi-Sexual really. Started cross dressing years ago and that grew into wanting to be seen. That turned into sucking cock at book stores, parks and so forth. Bought dildos

Posted by a TS / CD

By ardee1x1

Birthday weekend celebration
OMG! I'm leaking cum out of my sissy cunt n my mouth. My birthday weekend bang started Friday night n lasted til Sunday afternoon. I invited 20 daddy mens to the hotel. N there must of been

Posted by a TS / CD

By sissyjamie4daddys

Caught by the police
One night I was extremely horny and wanted someone to see me dressed up in lingerie so I put on some garter belt fishnet stockings and a revealing g string and my fake tits and a wig and and called

Posted by a TS / CD

By bisubpantyboi

Lyft driver
A few months ago I got picked up by a Lyft driver and my profile says I want to be dressed up in lingerie. A black guy very attractive brought me to the spa and I got a room and and left the door

Posted by a TS / CD

By bisubpantyboi

When I turned 18
The day I turned 18 I applied to an escort agency and did the interview and the lady said it would be mainly guys calling which was fine with me. A couple weeks later I got a call and I was requested

Posted by a TS / CD

By bisubpantyboi

Wearing underwear and lingerie at the bookstore
I've been going to the bookstores with my lingerie and dressing up in the booth while watching movies I've been doing that for 30 years I decided to take it up a notch I took my laundry

Posted by a TS / CD

By Deleted User

Continuation of Riding To Hounds
put it on my ass and some more on his cock. He made me back up to him on my hands and knees until his cock was just touching my ass. Then he slowly put his cock inside me—just a little way so

Posted by a TS / CD

By genesubmissive

Riding To Hounds
August, 2015 Riding To Hounds Or How I Was Caught with My Pants down and Taught A Humiliating Lesson I spent one of the best years of my life in Somerset, England, at a riding school called Porlock

Posted by a TS / CD

By genesubmissive

Riding To Hounds
I was in Somerset county in the West Country of England. My first wife and I were students at Porlock Vale Equestrian Center, a riding school made famous by a Walt Disney of it. Although I loved my

Posted by a TS / CD

By genesubmissive

A Night of Transformation: Embracing My Bold New Self
Firt time i went out fully shaved and dressed like a sexy Girl. I got fucked by a Bbc and sucked 2 dicks. It transformed me and liked it

Posted by a TS / CD

By Iriana

adult theater crossdressing cream lover
I have posted several stories on here and all true. I am indeed a true crossdressing cum slut. I dress fully. Shave all over. Silicone breasts forms and the works. Sexy and passable. Go out almost

Posted by a TS / CD

By Tiffanyheels

Crossdressing with girlfriend
I had been dressing as a woman for years when I met one girlfriend. When I told her she was excited and wanted to know all about it. She wanted to know where I go dressed, if I suck cock, if I let

Posted by a TS / CD

By Tiffanyheels

Girlfriend enjoys watching crossdressing boyfriend
I had dressed for many years before meeting my girlfriend. I had dressed with my wife at times by wearing her panties and bras. She would masturbate with panties on then I would slid them off,

Posted by a TS / CD

By Tiffanyheels

An Unforgettable Four-Night Adventure of Attraction and Connection
Ate that pussy and ass while he was fucking her. He then did the same while I fucked her. My room was beside them and had a door between our room, we stayed naked and enjoyed ourselves for 4 nights.

Posted by a TS / CD

By Steve

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 33.8k 625 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 76.2k 1.4k 3.2k
#3
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 23.1k 352 3.1k
#4
cnysub
Gay Trans Straight
Ads on DoubleList 45.6k 520 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 69.9k 1.0k 2.7k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 43.5k 456 1.9k
#7
wally4u
Gay Trans Straight for Gay
From Zorbas To His Hotel Room 50.0k 272 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 47.6k 599 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 9.9k 356 1.2k
#10
Dedavis
Straight for Gay Straight
House hunting pt 1 37.8k 276 1.1k
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