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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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Celebrating Pride Month with New Connections
Last night, I decided to let my freak flag fly high. After all, it is PRIDE month, n I'm down to fuck!! For the most part, I'm a lil sussyb

Posted by a TS / CD

By sissyjamie4daddys

Exploring Passionate Connections in the City
I have loved and enjoyed sucking and getting fucked by other men the last 8 years. I also enjoy passion: passionate kisses, tongues dancing in each other's mouths, long, slow, deep strokes of

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Encounter at the Thrift Store
I had been buying my ladies clothing at a certain thrift store for quiet a longtime always telling the sales lady it was a gift for a friend when one day she surprised me by saying you should go in

Posted by a TS / CD

By Deleted User

Unexpected Connection at the Thrift Store
I had been buying my ladies clothing at a certain thrift store for quiet a longtime always telling the sales lady it was a gift for a friend when one day she surprised me by saying you should go in

Posted by a TS / CD

By Deleted User

A Journey to Unexpected Connections
I have been on this site off n on for 7 years, n I have met a LOT of top men during that time. Most just need n want a place to bury their boner. I provide 2 fuckholes for any n all men: my mouth n

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Dinner Date at Newport Beach
Waking up early Monday morning my name is Dan I am 39 Asian California 5’7” nice regular guy arriving to work new style slick backward hair wet gel with Puma Polo shirt relaxing Ralph

Posted by a TS / CD

By SwanPixel7310

An Unexpected Visit Turns Into Fun
I had a great time! Thank you for your patience. I might have took a longer than you expected but...we got it in lol. When you walked in my room and dropped your shorts I knew I was in for a ride.

Posted by a TS / CD

By cdnew2this

An Evening of Connection and Trust
It was finally date night and i went to my Trans M2F partner for some fun. I been dreaming about her BBC all week because last time in my last story i mentioned that I wimped out and she didnt get to

Posted by a TS / CD

By rachelbottomcd

A Journey of Self-Discovery at a Gay Bar
A few years ago, I took the risky chance of going to a gay bar all dressed in my fem clothes. I wore a lil pink mini skirt, a white blouse, wig, makeup, stockings and heels. I parked bout a block

Posted by a TS / CD

By sissyjamie4daddys

Exploring Boundaries with a Best Friend
So i get asked allot on here or other sites how kinky are you are you really submissive will you really give up control and do anything i say or we say.Well in short yes yes yes im very kinky and

Posted by a TS / CD

By bslave101

A Second Chance with My Trans Girlfriend
I got another chance yeah! I am a older white chub bottom daddy with a tiny limp dik so i cant please a woman any more so now i only date black guys and black trans with BBC my preference, i just

Posted by a TS / CD

By rachelbottomcd

Unexpected Encounters at a Truck Stop Vista Point
Years back I became an owner operator truck driver. This was great since I had my own truck and hours. And it gave me the opportunity to drive either naked or in my lingerie. I used to stop at the

Posted by a TS / CD

By Xdress4u

Exploring New Connections in Disguise
I am a married white crossdressing bottom sissy who has been crossdressing in the privacy of my home for 10+ years. My wife understands n is supportive of my lifestyle to a certain extent. Before I

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit to the Farmer's Home
My first time as an adult was with a farmer while his wife was out of town. I met him on Craigslist and drove to his farm about an hour away from me. I dressed in her clothes and included wearing her

Posted by a TS / CD

By Deleted User

Caught in a Compromising Situation at Home
1 “What in the hell are you doing?” I opened my eyes in horror as I realized that my wife, Libby had come home early from her shift at work. She was standing in the door to our bedroom,

Posted by a TS / CD

By NewtAlloy1015

A Surprise Reunion at the Pool
Part 2 of hot spring ride: I kept my plug in till the next day to maintain all the cum the daddies had given me.. yes I absorbed basically every drop of it.. the next few days were uneventful..

Posted by a TS / CD

By modoc243

A Unique Gathering at the Sugar Daddy's Baby Shower
OMG!! I had a great day today. I got invited to a baby shower better know as a blow bang or bukkake party. And I was the main attraction, the center of attention, n I loved every stroke of it So 1

Posted by a TS / CD

By sissyjamie4daddys

A Unique Gathering at a Sugar Daddy's House
OMG!! I had a great day today. I got invited to a baby shower better know as a blow bang or bukkake party. And I was the main attraction, the center of attention, n I loved every stroke of it So 1

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Meeting with Two Daddies
Last night was fucking awesome. I met up with 2 top daddys at their place. I was fucked every which way you can imagine by these 2 hot young daddy's. As soon as I walked in, they both met me

Posted by a TS / CD

By sissyjamie4daddys

Embracing My Identity and New Beginnings
I was in my late 30s when I finally came out to the world. If I had to do it all over again, knowing what I know now, yeah I would have come out to the world when I was younger, like my teen age

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 79.7k 1.4k 3.2k
#2
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 25.7k 360 3.1k
#3
cnysub
Gay Trans Straight
Ads on DoubleList 48.9k 545 2.9k
#4
kimorafoxxsexycd
Couple Gay Trans
Watched ex gf 76.9k 1.1k 2.8k
#5
sissyjamie4daddys
Trans Couple Straight
I love water 47.7k 461 1.9k
#6
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 53.2k 276 1.8k
#7
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.6k 616 1.7k
#8
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.5k 361 1.2k
#9
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.3k 352 1.1k
#10
Dedavis
Straight for Gay Straight
House hunting pt 1 38.4k 277 1.1k
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