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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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An Unexpected Encounter During a Massage
Well, I guess I'll start of by saying...I started of by wearing my girls panties when she wasn't around. The feeling of it sliding up my legs, then up my arse. I used to look up cd pics

Posted by a TS / CD

By Deleted User

Living the Sugar Daddy Lifestyle: A Journey
I used to be married to the town whore. During our 12 year marriage, she cuckholded me. Our wedding night she fucked 3 other men as I got to watch and clean up. I knew my place, and it was only

Posted by a TS / CD

By Deleted User

A Night of Unexpected Encounters in Vegas
Hi this my story how it begins with me becoming a cross-dresser. I was in LAS Vegas I went alone to get away I had a a room on the old strip easy access to to hotels and clubs. I started walking

Posted by a TS / CD

By ORAL SATISFACTION

An Unexpected Encounter with the Pizza Delivery Guy
I transition when I was young, I was raised by my step dad and eventually his second wife and they helped me to transition. My step dad enjoyed turning me into his girl, anyway that is a different

Posted by a TS / CD

By khead1994

Exploring New Relationship Dynamics Together
(Changes pt 1)I am a happily married man with an amazing life. A great job, a great family, and an amazing sex life. My wife, Emily, and I are very much into experimenting and trying new things. We

Posted by a TS / CD

By darkness89

An Unexpected Turn in the Bedroom
When we met part 2 She grabbed my hips and pushed until it popped the rest of the way in I screamed and she laughed at my pain and she sat there for a min and said that's so deep inside you

Posted by a TS / CD

By Deleted User

An Unexpected Dinner with My Boss and His Wife
I arrived in the city to start a new job. I had been hired to manage a real estate office. I think my good looks had a lot to do with me being hired. The owners of the company were  a

Posted by a TS / CD

By radioman666

An Unexpected Encounter at His House
I never knew what being"throated" meant until I met him... It was several years ago. I was dressed up in a slutty short skirt and knee high platform boots. A man answered my ad on cl. He

Posted by a TS / CD

By Ash

Seeking a Fun Connection for New Adventures
I am looking for a someone to have fun with.

Posted by a TS / CD

By Kacie

A Charming Encounter in Connecticut
Heyy guys I'm from CT I was 21 when I moved here and posted a listing on DL I'm a very feminine CD I'm white and really passable and smooth as can be every where and I'm a

Posted by a TS / CD

By nikki_swallows

An Unexpected Visitor at My Door
I posted an ad to get fucked looking for a top with a big cock with a pic of my ass in panties I thought well its worth a shot a couple min later my inbox is flooded with messages I couldn't

Posted by a TS / CD

By Deleted User

A Surprising Encounter in the Closet
Back in the CL days, I met an older mature man on the CL site one weekend. I didn't dress up party or get high. I had a beautiful gf. The first time I went to Mike's house, he asked If I

Posted by a TS / CD

By Deleted User

A Flamboyant Journey of Self-Discovery and Connection
I have always been a lil flamboyant and lean towards the fem side. I have been married and divorced 2x to real women. It wasn't until my 2nd divorce 3 years ago that I decided to live my life as

Posted by a TS / CD

By Deleted User

An Intense Night of Connection and Discovery
WILD CD PART TWO(some overlap) He seems to be even deeper inside me than when I was on my knees with him all the way in. I was lying on my left side, with my left leg straight, holding my now

Posted by a TS / CD

By Kimberley Elise

An Exciting Night with My Friend Dion
WILD CD PART ONE I'm a petite slut withurges that I can't control or resist. I'm a CD I think I'm not passabl but guys seem to think otherwise. Men value a slut as precious, so,

Posted by a TS / CD

By Kimberley Elise

An Unexpected Birthday Surprise Encounter
My 1st BBC It’s was on my 19th birthday I had posted an ad asking for BBC got a lot of responses. So many huge cocks saying they’d dig me out I had planned a day my dad would be at work

Posted by a TS / CD

By Mochibebe11

A Mysterious Meeting with a Mistress at the Hotel
I have been looking for a mistress to help make this happen does anyone else have a similar fantasy. I show up at hotel where my mistress is staying. I was told not to speak walk in strip get on

Posted by a TS / CD

By Brad

A Weekend Getaway at the Country Ranch
My greatest sexual experience happened just a few years ago and I still get that thrill down my spine just thinking of it. I had been with a Daddy for about 6 months or so. He was very good to me.

Posted by a TS / CD

By tiffanywilde

An Unexpected Meeting at the Truck Stop
I'm waiting in a bathroom at the truck stop across the street from my house dressed like a sissy slut bent over the toilet

Posted by a TS / CD

By Deleted User

A Journey of Self-Discovery Through Fashion
I had been a closeted CD for most of my life. It started sometime when I was in junior high. My next door neighbors were a dad, mom, and 2 daughters, one was my age and we were like best friends the

Posted by a TS / CD

By khead1994

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 Straight
Parking lot kiss 34.9k 632 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 77.8k 1.4k 3.2k
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KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 23.9k 355 3.1k
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cnysub
Gay Trans Straight
Ads on DoubleList 47.6k 529 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 74.2k 1.1k 2.7k
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Trans Couple Straight
Sucking appendage in the club 45.3k 461 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 52.3k 275 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.1k 612 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.2k 359 1.2k
#10
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.2k 347 1.1k
Page 1 of 50 · Showing 110 of 500 authors

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