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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 Surprising Encounter During a Divorce
Up til 8 years ago, I was a straight, somewhat bi curious male. I was going thru a divorce. I was, still am, a very fem crossdresser who ALWAYS would wear my fem clothes, a lil mini skirt, blouse,

Posted by a TS / CD

By sissyjamie4daddys

A Chance Encounter at the Grocery Store
We all remember our 1st time being with our Daddy. Mine was 8 years ago when I was 47, n in the midst of a divorce. I met my Daddy at a grocery store n ended up back at his place. My Daddy was

Posted by a TS / CD

By sissyjamie4daddys

A Unique Encounter with a Trans Princess
Very real, passable, smooth trans princess looking to be worshipped. I like professional, masculine men. You will host or provide a space. Maybe I'll let you paint my toe nails, maybe more if

Posted by a TS / CD

By Deleted User

A Unique Encounter with a Trans Princess
Very real, passable, smooth trans princess looking to be worshipped. I like professional, masculine men. You will host or provide a space. Maybe I'll let you paint my toe nails, maybe more if

Posted by a TS / CD

By Deleted User

A Night Out with Friends at the Bar
So last night me and my beautiful ebony gf got cute she did our wigs makeup and nails and dressed us because that night she wanted us to meet up with her trans friend Kiara at the bar well we were

Posted by a TS / CD

By kimorafoxxsexycd

Unexpected Connections in a Care Facility
First off, I'm a passable crossdresser. I had top(breast enlargement) surgery a few years ago. Thank you daddy Tommy!! I still have my tiny little wand. I work at an old folks home & rehab

Posted by a TS / CD

By sissyjamie4daddys

A Surprise Visit from My Boyfriend
Today I decide to dress up as a woman and have my bf come over to fuck me while my gf was at work my bf fucked my mouth so good felt his cock grow in my mouth he then decided to fuck me raw which

Posted by a TS / CD

By kimorafoxxsexycd

Exploring Relationship Dynamics in Marriage
My husband knows I'm a freak. I can't help it, he made me this way. See, I met my husband 8 years ago, and daddy broke my ass in, turned me on, n turned me out to m2m love! I'm his lil

Posted by a TS / CD

By sissyjamie4daddys

Navigating the Challenges of Online Encounters
I sure do miss the old craigslist casual encounters section. All I have found on here have been bots, fakes, flakes, game players, and time wasters. Here, it's 20-50 emails back n forth before

Posted by a TS / CD

By sissyjamie4daddys

A Surprise Guest on Christmas Eve
So there's this daddy mans I see 2-3 times a week. Daddy is married, but his wifey-pooh lives n works out of town. We gave the house all to ourselves Sunday evening til Friday evening. Daddy n I

Posted by a TS / CD

By sissyjamie4daddys

A Surprise Guest on Christmas Eve
So there's this daddy mans I see 2-3 times a week. Daddy is married, but his wifey-pooh lives n works out of town. We gave the house all to ourselves Sunday evening til Friday evening. Daddy n I

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Twist on Date Night
Few years back my wife got out of the shower didn't bother to bring a towel she said she wanted to tie me to the bed naked so I let her then she started getting dressed I said what's the

Posted by a TS / CD

By dejdpc

Unexpected Encounters in a Hotel Room
I'm a crossdresser and I got a hotel room posted and saying any an all tops are welcome to come use me as me so I got a lot of replies and the first showed up and I was all dressed up looking

Posted by a TS / CD

By wizard54

A Surprising Meeting at the Gym
at the gym hanging out the in the bathroom. a nice olde black man comes in goes to urinal i follow him to the next urinal , he takes out his brown snake all 2handfulls of it, i mummered ohh my. he

Posted by a TS / CD

By Deleted User

Adventures on a Road Trip to Visit Family
A few years ago, I took a lil vacay to visit family in North Carolina. This was like 7 years ago n back then you could post as many ads as you wanted to. I lived bout 20 miles east of st Louis MO so

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Connection at the Bookstore
i am a short cd-tranny i had the privilege to hook up with black studs . one night i was at euros adult bookstore downtown n dressed sexy but i was a bit drunk and this older black man approached

Posted by a TS / CD

By hot delmy

A Journey of Fitness and Friendship
so i was doing research last year and was working on my figure but i had a natural small butt and i always do sqauts and anything i can to make it better but a daddy man of mine sent me a link

Posted by a TS / CD

By ababycd

Roommate Adventure with a New Friend
good day so me and my roommate get along really good and we both been single for a bit as we both work long hours and make dame good money about 5 months ago we was sitting around drinking after

Posted by a TS / CD

By ababycd

A Surprising Connection with a Close Friend
My story begins at my friend's house where I would go regularly to smoke for free . Had a few experiences with guys but still nervous . Had never done anything with my friend. Even though I

Posted by a TS / CD

By bigdlove69

Adventures on the Dance Floor
When I got broke in, turned on, n turned out by my man, my Daddy Les, I became a very greedy lil cock n cum slut. I would fight nother bitch over daddy mens or uncles that I wanted. Ain't no

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 Couple
The fast and furious 59.8k 840 4.4k
#2
Tiffanyheels
Couple Straight Trans
Wife turns bi after toy party 132.9k 2.0k 3.9k
#3
kimorafoxxsexycd
Gay Trans Couple
Swallowed my bfs meal at lunch 127.7k 1.4k 3.5k
#4
KestrelElbow9092
Straight Gay Couple
Picnic Fun 48.5k 517 3.3k
#5
cnysub
Gay Trans Straight
Part 1 Nude Performer 75.1k 694 3.3k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 71.4k 487 2.0k
#7
wally4u
Couple Trans Gay
Got Wife Off Flying To Cabo! 67.1k 309 1.9k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 53.6k 644 1.7k
#9
butchmax
Couple Gay Straight
I Guess We Asked for it 83.3k 616 1.7k
#10
powers8
Gay Straight Straight for Gay
A fantasy come true 82.7k 668 1.7k
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