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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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Unexpected Connection at the 24-Hour Laundromat
Two nights ago, I had to do some laundry, but my washer is broke. So I found a 24 hr laundromat bout 20 minutes from my house n loaded up my car. I got to the laundromat bout 830, n the only person

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter While Shopping
I was out shopping early today when I ran into a fine ass mid age daddy. He was sexy AF. He caught me staring at him, but I don't give a fuck. He started chatting me up. I asked him what he was

Posted by a TS / CD

By sissyjamie4daddys

Embracing Identity: A Journey of Self-Discovery
I did NOT plan on this. If someone had told me 20 years ago that this is how my life would turn out, I would of laughed at them, and told them NOT IN A MILLION YEARS!!! But I was so fucking wrong.

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter with the Security Guard
This happened a couple weeks ago.. I live in a gated community and as part of that our mail and deliveries are done by the community security.. I do a fair amount of shopping on line and it is agents

Posted by a TS / CD

By modoc243

A Nervous Encounter at Daddy's House
The very 1st time I was invited to a daddys house sucky fucky time I was so nervous. That was 15 years ago. But I'll never forget the 1st cock I ever had. I met daddy off Craigslist, n after

Posted by a TS / CD

By sissyjamie4daddys

A Night Out at the Underground Bar
I was 18 I transitioned to female.. I was on hormones and my body changed as one would expect.. I moved to Phoenix to live as a female escort.. then 8.5 years later I transitioned back after very bad

Posted by a TS / CD

By modoc243

An Unexpected Evening with a Charming Daddy
I love how older daddys appreciate a gurl like me. There is no hesitation, no beating round the bush. They always have only 1 thing on their minds. N I always give them what they need. Last night a

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Meeting at the Lake
It was a nice day out yesterday, so I decided to take my lil ass fishing at a big lake near my house. I love being outdoors. Shocking ain't it!? Anyways, as I drove to find me a nice lil spot, I

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter at the Bookstore
So I met a man on here and he offered to take me to an adult bookstore and show me off and protect me so I agreed. I met him there in a short skirt crotchless pantyhose top bra and red heels. He held

Posted by a TS / CD

By dj4909

A Night of Unexpected Discoveries in a Hotel
So this is another story I have. I'm a straight man and I was with my girlfriend at the time. I was out of town for work. I had just talked to my girlfriend to say goodnight. I was in my hotel

Posted by a TS / CD

By Miniho

The Art of Dressing for Daddy's Visits
I'm a crossdressing sissy bottom who is always dressed in Tite lil booty shorts n blouse, or a lil mini skirt n blouse, or a tite lil dress. I was told by my daddy Les that I should ALWAYS dress

Posted by a TS / CD

By sissyjamie4daddys

An Evening of Chocolate and Friendship
I have lots of friends some males and female and a couple that are transvestites we've always stayed platonic but one evening goes alone with Latrice you happen to be a transvestite something

Posted by a TS / CD

By ejstorm6981

A Surprising Meeting at the Bookstore
I get dressed, skirt, stockings, garter belt, (no panties), high heels, sexy top, make-up and wig. I head to the adult bookstore to have some fun in the booths. I posted on a couple of sites that

Posted by a TS / CD

By cnysub

An Unexpected Encounter in Philadelphia
Last night I was horny and visited the abs here in Philly. Alone I wore my great sweats with the cutest sexiest pink satin bikini panties. As I walked in there was a really cute guy mid 20’s in

Posted by a TS / CD

By satinsilk

An Unforgettable Night at the Dance Club
Went to a sex club last night. Now, this club is a really nice place that allows mostly anything n everything to happen. Dancing of course, groping on the dance floor, cocks out n waving, sex on the

Posted by a TS / CD

By sissyjamie4daddys

Anticipating a Special Evening Together
I'm lying on my bed in a pink nightgown black thigh his lace panties I'm waiting for a guy to come suck my strong hard cock until the sun comes up he wants me to force my cock down his

Posted by a TS / CD

By Deleted User

A Discreet Encounter at Home with a Daddy
Sitting here riding a dildo horny as fuck watching some trans porn, n smoking a lil bud. I got online hoping to find some local daddy dick. I replied to a couple ads posted by daddys who were looking

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit from Three Daddys
I'm a passable crossdresser. I love pleasing daddys. I entertain mostly at my place all the time. I have a fetish for older daddys. I am always checking ads on a few diff sites. Today was no

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit from a Friend at Home
Just chilling at my house when I heard a knock on my door. Mind you, I am always dressed in my fem clothes when I'm at home. I opened the door to find a fuck buddy who had stopped by wanting a

Posted by a TS / CD

By sissyjamie4daddys

A Night of Unexpected Connections and Fun
Hi I am a 40 year old white bottom who likes to dress up slutty and love to party. I put an ad out searching for 1-2 BBC's to party and play with. I party and I have all these fantasies

Posted by a TS / CD

By batushi

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
Straight for Gay Couple Straight
I couldnt refuse the temptation. 51.2k 748 4.3k
#2
Tiffanyheels
Straight Couple Trans
Finally had intimacy with ex mother in law 102.6k 1.7k 3.4k
#3
KestrelElbow9092
Gay Couple Straight
A First for Me. 38.2k 447 3.2k
#4
kimorafoxxsexycd
Gay Couple Straight
Saucy playful fun 105.0k 1.3k 3.1k
#5
cnysub
Gay Trans Straight
Deep Kissing 65.0k 633 3.1k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 62.2k 473 1.9k
#7
wally4u
Gay Trans Straight for Gay
My Night At The Anvil... Part 1 58.4k 279 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 52.2k 632 1.7k
#9
powers8
Straight for Gay Straight Gay
A great customer 56.1k 523 1.4k
#10
butchmax
Straight for Gay Couple Straight
What happened to BI 61.9k 487 1.3k
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