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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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A Chance Encounter at the Tattoo Shop
Part 1 of how I became a pleasure slave for black transgender women. I hope that this story will be posted in the transsexual stories? I am a 90% straight white masculine alpha male type. That had

Posted by a TS / CD

By bigdaddyfl

Exploring New Connections with a Young TS
I am a bi guy. I am happily married but love to sock cock and wear lingerie - my guy panties, but also women's panties and lace stockings. I practice sucking dick and getting pegged with my

Posted by a TS / CD

By cormier69fun

An Unexpected Encounter in a Luxury Apartment
Wearing black bra and panties with thigh high and black garters-under a polka dot dress and long wool jacket I went to meet my double list hookup , an invite to his luxury apt on the 11th floor with

Posted by a TS / CD

By michel27

An Unexpected Encounter at Daddy's Party
Part 2. With a mouthful of daddys cock, I looked over at twink. His balls were swelled up like a grapefruit. Daddy had slipped on a zip tie to twinks balls. Daddy then told me that twink was there

Posted by a TS / CD

By sissyjamie4daddys

A Surprise Visit with Daddy and Friends
I am a very passionate bottom sissy..I love n enjoy making out, kissing, groping, rubbing, body licks n nibbles, KISSING, snuggles n body contact. When daddys kiss or nibble my ear or neck, OMG I

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Connection in Florida with a Crossdresser
I was living in florida at this time and one day searching ads of fem guys or crossdressers, I found an add for an Indonesian fem crossdresser looking for older white guy. I answered the ad and he

Posted by a TS / CD

By gstone52

A Couple's Unique Day Off Adventure
Well here goes, this was a few years ago and I had answered a CL ad from a couple looking for a guy to play with. It was like 7 am and I was cruising the ads looking to hook up with someone for the

Posted by a TS / CD

By sissyphun

Exploring New Connections at the Club
Another day, another visit to the club. There were bout 35 peeps in the club. A nice mix of gay men, young, old, white n black daddys. There were a few sisters of the LGBTQ that were there, which I

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter with a Pizza Delivery
Part 2. of cum in my mouth and said swallow ever drop faggot and i did he put his clothes back on left the room got his pizza bag and thatll be 21 something and a 10 dollar tip hurry up bitch i

Posted by a TS / CD

By hotkimcd4cum

An Unexpected Encounter with a Pizza Delivery
Part 1. I ordered pizza one time after over a year of only being pegged by ex wife and she was at conference out of state. I was so nervous i dressed like a slut ordered pizza i had decided no matter

Posted by a TS / CD

By hotkimcd4cum

A Surprising Encounter with a Dominant Partner
I went to meet a guy who agreed to provide oral for me. I was greeted by a tall & large and fully dressed CD who told me to go change in the bedroom. I walked in to discover slutty lingerie laid

Posted by a TS / CD

By Deleted User

An Unexpected Reunion with My Ex-Wife
I responded to an ad from a younger stud who was looking for a bottom sissy. He was in his early 40s with a very nice delish looking cock. He invited me over n I immediately went to town sucking his

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Encounter in the Office Bathroom
So I'm in the closet right. But I wear panties and thongs all the time under my clothes. I don't know how but my coworker knows and came up in the bathroom as I was peeing, standing up and

Posted by a TS / CD

By Deleted User

Unexpected Revelations in a Complicated Relationship
I remember the first time I put my sister's panties on I was young I loved how they felt I was already getting fucked like a girl from my brother with his huge cock I buried that when I met my

Posted by a TS / CD

By daviddickson

Exploring Identity Through Baltimore Ads
I’ve been a sissy panty wearer since I can remember. In 82 or 83 I finally got up the nerve to go to an abs and accept an invitation for car play. Basically uneventful. In 85 I learned about

Posted by a TS / CD

By karen_a

A Surprising Meeting at the Motel
I posted an ad as usual knowing that no one would be serious. I went to the motel and fucked my ass with the dildo. I received a response from a man who said he had a BBC and was going to abuse me.

Posted by a TS / CD

By mateobottom

A Unique Encounter in a Wrestling Ring
I love me some older kinky top men. I responded to an ad that said he was looking for a CD to wrestle around with in a wrestling ring. I got to his place n he had on wrestling trunks n he had turned

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Night at the Group Party
Another weekend has cum n gone, just like the daddys I had the honor of pleasuring. I was invited to a lil group party Friday eve. There were 7 others at this lil party, 6 tops n 1 other gurl like

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter in the Bedroom
So I met up with a top n his lil twink bottom. Twink is early 20s, nice juicy bubble booty, n a nice thin cock bout 6 inches. Twinks daddy was a fine ass man! In his mid 50s, 6ft 3, 250 pounds with a

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Game Night with Friends
I stopped by a daddys house the other night for game night: poker, pool, chess, ping pong, n other games. When I got to daddys house, there were 7 other men there all sitting around shirtless. I was

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 79.1k 1.4k 3.2k
#2
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 24.7k 357 3.1k
#3
cnysub
Gay Trans Straight
Ads on DoubleList 48.6k 543 2.9k
#4
kimorafoxxsexycd
Gay Couple Trans
New life as a gay man 76.5k 1.1k 2.8k
#5
sissyjamie4daddys
Trans Couple Straight
I love water 47.2k 461 1.9k
#6
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 53.6k 276 1.8k
#7
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.5k 615 1.7k
#8
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.4k 360 1.2k
#9
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.9k 354 1.1k
#10
Dedavis
Straight for Gay Straight
House hunting pt 1 38.3k 277 1.1k
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