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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 Encounters at the Hotel
I am in a hotel I start by looking for men or other cds to join me and take their turn on me. One after an another started showing up come in unzip and I start by sucking their cock hard . Throating

Posted by a TS / CD

By nastynatasha

An Unexpected Hotel Adventure with New Friends
I am in a hotel I start by looking for men or other cds to join me and take their turn on me. One after an another started showing up come in unzip and I start by sucking their cock hard . Throating

Posted by a TS / CD

By nastynatasha

An Unexpected Visit from New Friends
I am a 76year old cd who posted a ad looking for two men to use me as there slut for all their sexual pleasure.i got a response within 1 hr.we text back and forth allday and they came over the next

Posted by a TS / CD

By bottomslutwhore

An Unexpected Visit from a Charming Daddy
I met a top daddy off here yesterday. He just needed to bust a 5 day nutty, so I invited him to my house. As soon as he got here I knelt down n began worshipping his cock n balls. His balls were

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit from a Charming Daddy
I met a top daddy off here yesterday. He just needed to bust a 5 day nutty, so I invited him to my house. As soon as he got here I knelt down n began worshipping his cock n balls. His balls were

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Meeting in the Bookstore
Today I couldn't stand it anymore I went to the local book store I walked in and at first was looking at the stockings and looking at the nice dildos until I turned asked the guy behind the

Posted by a TS / CD

By Deleted User

An Unexpected Encounter While Walking My Dog
I was out walking my lil FiFi in my neighborhood and I noticed a couple of vehicles drive by, slow down, and circle back around. Hmmm, I wonder why? Could it be that the were animal lovers? Or could

Posted by a TS / CD

By sissyjamie4daddys

A Journey to Find an Older Daddy
I'm a sissy bottom crossdresser who loves older top daddys. I love everything about them especially their cocks. I don't usually mess around with young studs for a few reasons: 1. Calling a

Posted by a TS / CD

By sissyjamie4daddys

A Night of Unexpected Party Dynamics
Part two of this is not an encounter or interaction story. (Must read part 1) time to party, what could he mean by this? Soon it became apparent as I watched every man there quickly get naked and

Posted by a TS / CD

By davidallen

An Unexpected Connection at the Hotel
I have been in an amazing relationship with my hot GF(24) but every chance I get, i’d love to dress up like a slut and make horny men cum for me either online or in person. I don’t feel

Posted by a TS / CD

By sissynicole1647

An Unexpected Encounter in a Hotel Room
well it all started one day wanted to when I visited a craigslist and notice a add about a guy wanting a bottom to play with and I am a bottom so I replied to his add and some chatting we decided to

Posted by a TS / CD

By f2kinky

Navigating Love and Wealth in Unconventional Ways
I married my limp dicked, worthless piece of shit hubs in 2010. I married his lame ass for 1 reason: I was in love with him for what he could give me n provide for me. Wimpy was financially set for

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Threesome Situation Unfolds
PART TWO OF M/F COUPLE As he ate her pussy, I sucked on his man meat til he was hard as a rock. "Want to help me fuck W" he asked. I thought to myself: hell no. I want that cock in my ass

Posted by a TS / CD

By sissyjamie4daddys

A Unique Encounter with a Couple at Home
I haven't fucked, or penetrated a woman in a very VERY long time. I am strictly dickly. However there are rare occasions that I will share a woman with a man. RARE occasions. I am a passable

Posted by a TS / CD

By sissyjamie4daddys

A Neighborly Gift and Secret Encounters
I've been in love with panties and lingerie since I was a young boy I used to wear my older sister pantys and would cum in them and put them back into her drawer sometimes I would leave them in

Posted by a TS / CD

By Deleted User

An Intimate Bedtime Connection Between Lovers
Laying in bed with a daddy dick in my ass. God daddy's dick feels so good. Daddy pumping away, burying that dick of his, hitting the right spots. Then daddy pulls out n straddles my face, his

Posted by a TS / CD

By Deleted User

A Supportive Couple's Adventure with Their Lover
My wife and I both enjoy cock. I am a very bisexual crossdressing bottom sissy. I have been crossdressing for 8 years now and my wife is very supportive of my feminine ways. I still have sex with my

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Hotel Room Adventure
Responded to a post from a top daddy looking for a gurl to stop by his hotel room for some fun n gaymes. He gave me his room number. He let me in. He was dressed in dark red lingerie. On the bed was

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Journey to a New Life
this is not an encounter or interaction story but more of a dream. From a young age, I can recall laying in bed, closing my eyes and imagining in vivid picture what life I wish to lead. I would

Posted by a TS / CD

By davidallen

Finding Love and Support with Daddy Les
My daddy Les part 1 I came out several years ago to a few family members n friends. They were not surprised as a few of them knew I was a lil flamboyant. I had met an older man who treated me like

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
Tiffanyheels
Trans Couple Straight
Crossdresser and girlfriend 79.3k 1.4k 3.2k
#2
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 25.2k 357 3.1k
#3
cnysub
Gay Trans Straight
Ads on DoubleList 48.7k 544 2.9k
#4
kimorafoxxsexycd
Gay Couple Trans
New life as a gay man 76.8k 1.1k 2.8k
#5
sissyjamie4daddys
Trans Couple Straight
I love water 47.4k 461 1.9k
#6
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 53.7k 276 1.8k
#7
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.5k 616 1.7k
#8
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.5k 360 1.2k
#9
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 35.0k 354 1.1k
#10
Dedavis
Straight for Gay Straight
House hunting pt 1 38.3k 277 1.1k
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