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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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Unexpected Meeting in the Office Bathroom
Fucking a woman transitioning to a man. I started emailing a woman who was going to have a sex change. She felt better as a man. She already had top surgery and was on testosterone. She had

Posted by a straight man

By bitopbear

A Journey of Self-Discovery and Adventure
Well over the years, as a young man , I had always played around with my wife’s panties and tried them on. I would try them on when she wasn’t around. Later I got to travel for work and

Posted by a TS / CD

By latinoass4u

An Unexpected Visit to a New Apartment
I answered an ad for servicing whatever I needed. It was in the males for males. I showed up rang the bell. A young black woman answered the door big set up tits, long black hair. Beautiful butt. It

Posted by a TS / CD

By jlmmm

An Unexpected Online Meeting at His Place
I am Brenda a submissive c/d. I met him online and we had decided to meet at his place. He said his partner was out of town and he was feeling horny and needed to release a weeks worth of pent up

Posted by a TS / CD

By brendad

A Romantic Evening by the Cliffs
This is a paraphrased story of one of my hottest encounters ever, I am telling it through his eyes. Enjoy! I take you to a lovely dinner and we have a couple glasses of wine. We go on a nice walk

Posted by a TS / CD

By brendad

An Unexpected Midnight Hotel Encounter
Hi im a latino cross dresser n still active on dbl list .Well I want to share my true story .I posted my ad wish read black cock was one of my preferences so I received an email from a gentleman that

Posted by a TS / CD

By nykmaleforu

A Surprise Visit from a Mysterious Stranger
I love this site.. I’m a cd who loves to dress up, and get on my knees. So I made a post.. This guy showed up meeting all the criteria I asked for. Ddf, verbal. He walked in, locked the

Posted by a TS / CD

By blongo4u

A Nervous Encounter with Sarala in a Saree
I wanted to make passionate love to a CD or TS. So I posted for Asian CD or TS . I love the Asian skin, its color and taste. About me, Iam Asian Indian, 60+, 5' 11", weighed about 190,

Posted by a straight man

By Sasha

A Weekend Encounter with a Part-Time Maid
I'm 22, fit. Very passable. Stay smooth shaven all over. I'm Bi, but my preference is men. I'm masculine at work, but CD at home when I go away. I was browsing thru a site and saw a

Posted by a TS / CD

By oldarmy

A London Girl's Journey to Connection
London girl. Part 1. I am 28 yo TS. Mixed European/Asian. 5'8" slim waist, big silicon boobs and smooth big, but not fat, enhanced ass. I transitioned when I was 18. My parents passed when

Posted by a TS / CD

By jayandmay

A Surprising Meeting at the Adult Store
When I was in my late 20's (I'm now 66) I got off work around midnight and stopped at a titty bar for a few beers. All horned up when I left a few hours later I decided to stop at a porn

Posted by a TS / CD

By likes big ones

An Unexpected Visit Turns Into a Surprise
So I am a lifelong CD met a guy a few years back finally got to meet in person ;went to his house &he is naked on bed so I go in and start on his glistening cock&he lasts solo long then he

Posted by a TS / CD

By Deleted User

A Surprising Reunion at the Old Neighborhood
I'm a CD been dressing since I was young would go over a friend's after school but his mom worked till 5 so into her underwear I go wearing her bras panties nightgowns and perfume I was so

Posted by a TS / CD

By Deleted User

An Unexpected Invitation for a Swim
I was 19. Staying at home working trying to save money to get my own place. I would sit on our deck in the evening and watch our neighbor, she was smoking hot. She was in her 30's, fit, perfect

Posted by a straight man

By oldarmy

An Unexpected Connection Between Generations
So a guy posted an ad here "older seeking younger" and I responded. Im 5'0 with a bubble butt. I haven't had a chance to play in a while but had some time. It seemed perfect.

Posted by a TS / CD

By Deleted User

A Surprising Hospital Visit with an Older Man
I love older men. Men 55 yrs and older. I have been on this site off and on for about 3 years. I have met several men from here. I met an older daddy from here back in January, before all this rona

Posted by a TS / CD

By Deleted User

An Unexpected Hospital Visit with an Older Man
I love older men. Men 55 yrs and older. I have been on this site off and on for about 3 years. I have met several men from here. I met an older daddy from here back in January, before all this rona

Posted by a TS / CD

By Deleted User

An Unexpected Afternoon Visit to Zoey's House
One day I was browsing grinder looking for something fun to do with my afternoon. I ended up messaging with this sexy, petite w/ a fat booty, Asian CD named Zoey. Completely passable and totally

Posted by a straight man

By bennygia606

A Nervous Encounter at the Local Store
I wanted to try a gloryhole at my local abs store but was really nervous. I went three times but was too nervous. Just sat there while the video played afraid to peek through the hole. So I finally

Posted by a TS / CD

By Deleted User

A Nervous Encounter at the Video Store
I was extremely excited, today would be the day. I had always wanted to suck a real cock, but never had the courage to see it through. I would fantasize while sucking on dildos, but never had the

Posted by a TS / CD

By jamie2002

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

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A fantasy come true 82.6k 668 1.7k
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