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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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Embracing My True Self in Public
I am a fully dressed crossdresser I fi d that silicone female body suite is great The closes thi g to looking female First time I was in public dressed the guy hitting on you was great. And even at

Posted by a TS / CD

By Melvin

A Unique Baby Shower Experience with Friends
I was invited to a baby shower last week. Now this is not your typical baby shower. I get placed on the floor in the middle of the living room n men stand around me jacking their delish n beautiful

Posted by a TS / CD

By sissyjamie4daddys

A Unique Baby Shower Experience with Friends
I was invited to a baby shower last week. Now this is not your typical baby shower. I get placed on the floor in the middle of the living room n men stand around me jacking their delish n beautiful

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Night at the Gay Bar
My ex wife was a very sexual person and ater a while she started to play with my ass during sex and I had to admit that I loved it. Just play moved on to using toys and dildos on me and the more she

Posted by a TS / CD

By foxy157

An Unexpected Night Out with Friends
I had been dating a lady for about 9 months when one day she had me put on a pair of her panties and seeing me hard as hell in them she said soooo you like it huh ! I just said kinda ! One thing led

Posted by a TS / CD

By Deleted User

A Nervous First Visit to the Theater
I am what I think to be a semi passable CD. I'm not the greatest at makeup still but don't look like a carnival clown either. I bought my first breast plate last year so have 44DD's

Posted by a TS / CD

By sweetshedevil55

A Journey of Trust and Control in Marriage
Micro chastity story part 1 So I’m 30 and have lived as a “straight male” to most peoples eyes but behind the scene my wife finally told me just how tiny and useless my cock was and

Posted by a TS / CD

By Lockedslave

A Journey of Trust and Exploration in Marriage
So I’m 30 and have lived as a “straight male” to most peoples eyes but behind the scene my wife finally told me just how tiny and useless my cock was and I’m not going to lie

Posted by a TS / CD

By Lockedslave

A Surprising Experience During My First Massage
My 1st CD encounter... I was bicurious so I answered an ad for a cd massage. We set it up and I drove over to her house. She let me in, and told me to undress and lay face down on the bed. I did

Posted by a TS / CD

By clefanfun

An Unexpected Encounter at Poker Night
I couldn't believe it, a cock the size that measured 10 inches, something I've only seen in porno videos and here's one in front of my face. All I could say to the guy was, "You

Posted by a TS / CD

By Deleted User

Unexpected Meeting at the Truck Stop
I got a message from a Truck driver yesterday, said he will be passing through town tonight and would really like to hook up. I've always thought it would be so fucking awesome to have sex in

Posted by a TS / CD

By phatnesst

A Unique Experience at the Bathhouse
I'm a trans 24 years old. It's cd day at the men's bathhouse. I get there and get a room, I get ready, take off my top, I have nice tits, small but nice, thigh high stockings, garter

Posted by a TS / CD

By cnysub

Unexpected Reunion with a High School Bully
I have been crossdressing for bout 12 years, n I am somewhat passable. I live my life as a woman full-time. When I was in high school I got bullied by the other boys cuz I was very fem. Imagine my

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visitor Brings Excitement Home
So yesterday, I'm sitting at home playing with a few toys. It was a beautiful day out, n I had the windows open to air out my place. I was sitting on the couch in the living room, close to the

Posted by a TS / CD

By sissyjamie4daddys

A Morning Shopping Adventure at Lowes
Well, I have been dressing for over 10 years and recently - [email protected] - I needed to do a few repairs around the house. I decided to go to a Lowes and get some things I needed. I decided

Posted by a TS / CD

By sissyphun

A Night Out with My Sugar Daddy
At a relatively young age I met a older top, he lives in the apartment across from mine. He decided to become my sugar daddy and he has paid for me to transition and all my new outfits. In return I

Posted by a TS / CD

By khead1994

An Unexpected Date Before the Party
So last week I answered a post from an older, 76 years old, daddy. He wanted to bring a date to a group party. I replied to daddys post n we agreed to meet at his house before the party. I put on my

Posted by a TS / CD

By sissyjamie4daddys

A Crossdressing Date Night Adventure
I have been bi since I was young. I like both women and men. Been with mostly women in my life. A few guys, a few CD's and a trans or 2. I also like to crossdress my self. While I am not

Posted by a TS / CD

By joeblow4567

A Journey of Courage and Self-Expression
I’m a young bottom into cd.. always did it by myself in private and wished I could have courage to look for an older man I could dress up for… I eventually had the courage and I had a

Posted by a TS / CD

By xxxxxxxxxxxxxxxxxxxxxxxxx

A Weekend with My Sugar Daddy
What a great weekend for me!! 1st of all, I spent some good quality time with 1 of my sugar daddys. I was between his legs sucking his cock Friday night, then he fucked me from behind, long deep

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 60.7k 856 4.4k ↘
#2
Tiffanyheels
Gay Couple Straight
I guess I am getting to be gay 137.9k 2.0k 4.0k ↘
#3
kimorafoxxsexycd
Gay Trans Couple
Swallowed my bfs meal at lunch 129.4k 1.4k 3.5k ↘
#4
cnysub
Gay Trans Straight
Part 1 Nude Performer 76.4k 702 3.3k ↗
#5
KestrelElbow9092
Straight Gay Couple
Picnic Fun 48.9k 520 3.3k ↘
#6
sissyjamie4daddys
Trans Couple Straight
I love water 72.0k 487 2.0k ↗
#7
wally4u
Couple Trans Gay
Got Wife Off Flying To Cabo! 67.4k 309 1.9k ↘
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 53.7k 644 1.7k ↗
#9
butchmax
Couple Gay Straight
Marriage did it 87.0k 622 1.7k ↘
#10
powers8
Gay Straight Straight for Gay
A fantasy come true 83.3k 669 1.7k ↘
Page 1 of 50 · Showing 1–10 of 500 authors

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