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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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A Chance Meeting at the Local Laundromat
I woke up early to get some housework done, like laundry, straighten out living room, vacuum n other things as I had some company stopping by later on for sucky fucky time. I had put a load of

Posted by a TS / CD

By sissyjamie4daddys

A Bold Grocery Store Fashion Adventure
Well, a while ago I was feeling super horny,(as usual!). I decided to go grocery shopping, and I indeed had a real sexy outfit under my regular guy clothes. I had a really short skater dress and some

Posted by a TS / CD

By pantybottom4tops

Adventures in Public Encounters with Daddies
I am a bottom sissy who simply LOVES pleasing top daddys ANY WAY they need me or want me to. It is my honor, pleasure, n privilege to service ALL top daddys, from the age of 19 to 85+ years of age.

Posted by a TS / CD

By sissyjamie4daddys

Exploring the Dynamic of a Submissive Relationship
I'm a kinky bottom sissy who simply LOVES pleasing top daddys. That is what I do. Love me some dominant daddys. The kinkier the better. I am a house whore who stays with my daddy 5 days a week.

Posted by a TS / CD

By sissyjamie4daddys

An Adventurous Date Night at the Local Spot
I had date night last night with a hung young stud. He took me out to din din, n then asked if I wanted to go to a local ABS. I told him that was fine with me. On the way there I have him some road

Posted by a TS / CD

By sissyjamie4daddys

A Nervous First-Time Encounter at Home
I always had the urge to do something with a guy. I started by trying on my sisters thongs when I was younger. Played with myself as I finished on my stomach. I couldn't stop watching cd porn

Posted by a TS / CD

By cdnew2this

A Nervous First-Time Encounter at Home
I always had the urge to do something with a guy. I started by trying on my sisters thongs when I was younger. Played with myself as I finished on my stomach. I couldn't stop watching cd porn

Posted by a TS / CD

By cdnew2this

A Surprising Reunion at the Restaurant
At a young age I knew I was diff that the other boys. They did boy stuff and I played with dolls. When I turned 20, I did what I thought I was supposed to do and got married. But I was only

Posted by a TS / CD

By sissyjamie4daddys

Exploring New Encounters While Home Alone
This is a long story about how I became a slut for ALL men. Prolly a 2 or 3 parter. So bear with me. I am a closeted crossdresser who is a complete bottom sissy. I don't consider myself gay, but

Posted by a TS / CD

By sissyjamie4daddys

A Young Man's First Experience with a Crossdresser
You never know who you will meet on this site or other hookup sites. So yesterday I responded to a ad from a younger stud who was looking for his 1st TS or passable crossdresser. He wanted a gurlish

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Encounter on a Business Trip
Ok, I’m bi, I love to CD and play with myself. I really enjoy dressing up in slutty lingerie, crotch less panties, nylons when I’m alone. Which is most of my day lol. I have always

Posted by a TS / CD

By btm4U

A Memorable Encounter with an Alpha Male
💯!! True story my first bbc at around age 25. After thoroughly enjoying his big cock in my throat for a few minutes he stood up and shoved me onto my bed. I was on my back and he entered me

Posted by a TS / CD

By gurl4u2bang

A Surprising Meeting at the Bookstore
I stopped by my local adult bookstore to get something to eat. I noticed bout 7 other men, n a few twinks lurking about. I was the only gurl in the place. I was fully dressed n was def hoping to get

Posted by a TS / CD

By sissyjamie4daddys

A Nervous First-Time Encounter After Divorce
After my divorce, I started feeling an urge to dress up in hot panties and dresses as a cd, and serve someones need. I always had a pretty nice ass, and even had straight guys commenting on it

Posted by a TS / CD

By sdbi46

An Unexpected Reunion at the Job Interview
Last week I had the pleasure of meeting a top at his hotel. He was in town on business n was looking for the company of a passable crossdresser. He just needed to get a nut off. We spent bout 2 hours

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Meeting at the Grocery Store
Hi everyone, i am a white bottom guy who acts straight but in the bedroom i like to wear slutty outfits when im with a guy, body stockings garters netted nylons crotchless panties so there is easy

Posted by a TS / CD

By Anonymous

Navigating Challenges in a Sugar Daddy Relationship
Not much of a story but more of a situation I am experiencing. So I have been seeing this older sugar daddy. He is in his early 60s. I have been seeing this particular sugar daddy since like mid

Posted by a TS / CD

By sissyjamie4daddys

Adventures with My Sugar Daddy at the Club
I moved in with my older sugar daddy a few years ago. Daddy told me that he would support me financially so I didn't have to work. All I had to do was stay at home, keep the house cleaned, cook,

Posted by a TS / CD

By sissyjamie4daddys

A Kinky Night at His Place with Whipped Cream
I have been dating a young stud since January. He has fucked me numerous times, even shared me with a few of his friends. He is a very kinky lil horndog. He invited me over to his place last week for

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Connection in the Bedroom
Part 2 of Phoenix!! I could feel his massive head on my pussy hole pressing and trying to get in me.. I told him that we needed lube and that we should go to my bed.. so I take him cock in hand

Posted by a TS / CD

By modoc243

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 102.5k 1.7k 3.4k
#3
KestrelElbow9092
Couple Straight Gay
Another camping adventure. 38.1k 447 3.2k
#4
kimorafoxxsexycd
Gay Couple Straight
Saucy playful fun 104.9k 1.3k 3.1k
#5
cnysub
Gay Trans Straight
Deep Kissing 64.9k 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 55.9k 523 1.4k
#10
butchmax
Couple Straight for Gay Straight
She just did what I told her to do 61.8k 487 1.3k
Page 1 of 50 · Showing 110 of 500 authors

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