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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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An Unexpected Night with a Charming Couple
I went out to a club last night n got picked up by these very nice sexy as fuck hot as hell daddy couple. I went back to their place to continue the party. The 3 of us danced, kissed, n got a good

Posted by a TS / CD

By sissyjamie4daddys

A Morning Coffee Surprise at Daddy's House
I got a text from a daddy mans that wanted me to stop by to take care of his morning woody. Daddy mans told me that he had a special treat for me. I went to daddy mans house n he invited me in. Daddy

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter at a Unique Party
I was invited to a blowbang last week. There were 9 daddy mens, me, n a real woman there to participate. Hell, I thought I was a cock sucking slut til I met her. If I was the least bit straight, I

Posted by a TS / CD

By sissyjamie4daddys

Navigating Secrets in a Married Life
Ive been married for 15 yrs and my wife has no idea I love to dress up in sexy panties and lingerie and fantasize about all kinds of dirty things..!! I started when I was teen I would go into my

Posted by a TS / CD

By bisexpantyboy

A Chance Encounter at the Grocery Store
Daddy mans cock was just what the doctor ordered. Beautiful, tasty, delish 8" piece of meat hanging tween daddy mans legs n my lips soon to be wrapped around it n feeling it grow in my mouth. I

Posted by a TS / CD

By sissyjamie4daddys

A Playful Role-Playing Adventure at Home
I have a daddy that I have been dating for the past few months. When I say dating, he comes over to my house for sucky fucky time, or I go to his place for sucky fucky time. Anywho daddy text me to

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter with a Neighbor
I got all dolled up i looked totally passable and took a few pics and posted them looking for large cock i got up and made myself a coffee and came back thinking i would be sitting on my dildo but i

Posted by a TS / CD

By daviddickson

A Unique Shopping Experience at a Motel
I have been dressing for about 4 yrs. I am semi passable, 52 and have always wanted to go out in public. I decided to get a motel room in a nearby city 60 miles away where its's a good chance no

Posted by a TS / CD

By cnysub

An Evening at Daddy's Group Social Gathering
I got invited to a lil group social yesterday. It was held at a daddy mans house who fucks me on occasions. Daddy mans told me there would be a few other daddy mens at the group social. Daddy mans

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visitor and a Surprising Encounter
I replied to an ad posted by a straight top daddy mans earlier today. Daddy mans was looking for a female to get with. I always tell daddy mens, especially the so called "straight" daddy

Posted by a TS / CD

By sissyjamie4daddys

Exploring the Dynamics of Sugar Daddy Relationships
I love a good throat fucking. A daddy mans who knows what he wants n takes it. I love massaging daddy mens cocks with my mouth n throat. Daddy mens sliding their cocks tween my tits, feeding me their

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Reunion at a Kentucky Party
OMG! I have turned another into a sissy! So a few years ago, I met this young stud at a party in Louisville KY. One of my sugar daddy mens was having an end of the year bang n got to have the balls

Posted by a TS / CD

By sissyjamie4daddys

Exploring Weekend Adventures with New Friends
I am NOT a 1 man woman. I prefer quantity over quality. The more the merrier. I don't have a flavor of the month. Mine is more like flavor of the hour, or day. Yes, I have a very hi body count, n it

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit to an Older Gentleman
A few weeks ago I met an older daddy mans. Daddy mans is in his early 80s, n not in great shape or health. But he can still get n maintain a nice erection. I went to daddy mans apartment. When I got

Posted by a TS / CD

By sissyjamie4daddys

How a Cleaning Job Turned into a Business
Part 2 cleaning daddy's place Daddy handed me $100 n told me his place looked great. I wasn't sure what the $100 was for. Daddy told me I did such a great job cleaning n organizing his

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit Leads to Surprises
Just like the gurl scouts of america motto, I am always prepared. I am always dressed in my fem clothes. Either a pair of tight booty shorts n a blouse that shows off plenty of cleavage, a lil mini

Posted by a TS / CD

By sissyjamie4daddys

Exploring Kinks Through Playful Wrestling
I am a very passionate gurl. I love kissing, snuggles n cuddles, bod contact, exploring daddy mens bod with my lips, mouth n tongue. I love to be passion fucked. Kissing while getting my asscunt

Posted by a TS / CD

By sissyjamie4daddys

Adventures on a Road Trip Through Kentucky
A few years ago I was driving my lil prissy sissy ass from Lexington Kentucky to St Louis MO. I had posted a few ads on DL in towns I was driving thru in hopes of meeting up with a daddy or 2 or more

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit from a Close Friend
I was all snuggled up in bed last night when I got a text from one of my daddy mens. Seems daddy mans was in the area n wanted to stop by for some fun. I texted daddy mans back n told him to come in

Posted by a TS / CD

By sissyjamie4daddys

A Thrilling Secret Encounter in the Park
I had been dressing secretly for some time, going out in the evenings to quiet parks and areas where I might be discovered feeling the thrill but very unlikely to. I started reading craigslist posts

Posted by a TS / CD

By yorkscd

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. 49.4k 738 4.3k
#2
Tiffanyheels
Straight Couple Trans
Finally had intimacy with ex mother in law 100.1k 1.7k 3.4k
#3
KestrelElbow9092
Straight Gay Straight for Gay
A chance meeting. 35.8k 429 3.2k
#4
kimorafoxxsexycd
Gay Straight Couple
Bf was a sweetheart today 101.5k 1.2k 3.1k
#5
cnysub
Trans Gay Straight
My boyfriend/ Master/partner 60.6k 606 3.0k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 60.6k 470 1.9k
#7
wally4u
Gay Trans Straight for Gay
My Night At The Anvil... Part 1 58.0k 279 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 51.9k 630 1.7k
#9
powers8
Straight Straight for Gay Gay
My greatest vacation ever 51.4k 480 1.3k
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butchmax
Straight for Gay Couple Straight
My Wife Got Sick 59.3k 472 1.3k
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