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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 Connections at the Rest Stop
I am a lot lizard. I have worked the local truck stops and a few rest stop areas within 45 miles of my city. Being an over the road truck driver is a lonely job. Truckers are on the road for weeks at

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Meeting in a Bookstore Booth
Last night, I stopped at the local adult bookstore n went into a booth. A few minutes later an older daddy knocked on the door. I invited him in to the booth, n we started kissing. He told me he

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Couch Date with a Stranger
Sitting on the couch looking at DL ads. I saw one that peaked my interest: 71 yr old top man looking for fem CD who enjoys kissing n foreplay. I responded to his ad, n exchanged a few pics. He was

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Truck Ride to Privacy
I answered an ad for a panty wearer or cd who wanted to chat and explore with a man new to m/m or m/cd sex. We chatted for a while and then started writing very descriptive descriptions of what we

Posted by a TS / CD

By foxy157

Embracing Change: A Personal Journey
I have never done this before but here go's, I started an estrogen/blockers 2 years ago. since then, my body started getting a lot softer, my penis does not get hard and has gotten very small. I

Posted by a TS / CD

By sweethart

Embracing Identity Through Fashion and Reflection
So I had a wonderful night last night I bought a cheap mini skirt a thong and some fishnets. I would have been wearing high heels but ATM I dont have any so I'm ordering a lot of shoes thongs mini

Posted by a TS / CD

By Haylee

An Unexpected Visit from Daddy
I woke up this morning in a very horny mood. I needed to find some cock to suck n fuck my lil asspussy. I got on DL n found a few posts that peaked my interest. One in particular stood out. It was

Posted by a TS / CD

By sissyjamie4daddys

A Morning of Self-Discovery and New Encounters
Part #1I am Native American/African cross descent.. 30yo transgender female.. very very sexy and passable.. now that I have my 34 double c cup breasts I am full on female other than my ppclitty.. I

Posted by a TS / CD

By modoc243

A Journey of Self-Expression in a Bathhouse
Hi,I am a male to female crossdresser. Although I'm not 100% passable, I do look good in drag. I have a very petite build at 5'8 140lbs. Some of my best sexual encounters I had took place

Posted by a TS / CD

By britneybottom

An Unexpected Visit from Two Friends
Sitting at home last night waiting for a daddy to stop by. Daddy texted me he was on his way, n was bringing a friend with him. Bout 30 minutes later both daddys were standing in the living room

Posted by a TS / CD

By sissyjamie4daddys

A Memorable 21st Birthday Celebration in Vegas
Birthday change ,it was my 21 Birthday I was in Las Vegas bar hopping and casino hopping drinking and having fun on the old strip close to my hotel. I walked into the casino wear my room is I sat at

Posted by a TS / CD

By ORAL SATISFACTION

Exploring Fantasies and Personal Boundaries
Am I a big slut if I think Natalie Mars porn videos are so hot. I mean they are. Never golden showered before nor been fkd before but wow those videos with like 8 college 21 year old nerds big thick

Posted by a TS / CD

By Deleted User

A Day Out for Trans Friends in Kutztown
Well well well. Any Trans gurls in #Kutztown Reading area wanna get out and about today. Well I hope gurls let’s shop let’s get all prettied up. I am buying. I and than taking us to a

Posted by a TS / CD

By Deleted User

A Casual Gathering Among Friends
How many licks does it take to get to the creamy delish honey man nectar? Thank goodness, it's quite a few licks, locking my mouth around delish cocks. I stopped off at a friend place the other

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Meeting at a Gas Station
Responded to an ad on AF by a daddy that needed his cock drained. Daddy was looking to do this in his car. Now, I love giving road head, so I responded to his ad. I met daddy at a gas station bout

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Evening in a Dimly Lit Kitchen
I met a guy and he invited me over. When I got there his house had very dim lighting. He was very surprised that I was dressed nice and he said I was hot. Then he grabbed my wrist and led me to the

Posted by a TS / CD

By tracy_layme

Exploring the Dynamics of Sugar Daddy Relationships
I have been a passable crossdressing bottom sissy for the past 12 years. I have always had a soft fem voice, feminine features, and feminine mannerisms, or as I prefer, femerisms. I identify as a

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visitor Brings Excitement Home
I placed and add on DL with a pic got a reply from a young stud nice tool big thick. I was well warmed up and very wet from some toys when he walked in. I sucked on that tool taking him deep. He was

Posted by a TS / CD

By shiverme2069

A Unique Encounter in a Hotel Room
I began wearing panties just to see how they felt. The first time I slipped them on it unlocked a floodgate of emotions I had never experienced. I felt excitement. I felt girly. I felt sexy. As a

Posted by a TS / CD

By nashvillemj50

An Unexpected Connection During a Night Together
As he is slow fucking me and playing with my breasts he leaned in and whispers in my ear that my pussy is tight,, wet,, hot,, that it feels better than any pussy he has ever had!!! This statement

Posted by a TS / CD

By modoc243

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 79.5k 1.4k 3.2k
#2
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 25.4k 358 3.1k
#3
cnysub
Gay Trans Straight
Ads on DoubleList 48.8k 544 2.9k
#4
kimorafoxxsexycd
Gay Couple Trans
New life as a gay man 76.3k 1.1k 2.8k
#5
sissyjamie4daddys
Trans Couple Straight
I love water 47.5k 461 1.9k
#6
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 53.1k 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 34.2k 351 1.1k
#10
Dedavis
Straight for Gay Straight
House hunting pt 1 38.4k 277 1.1k
Page 1 of 50 · Showing 110 of 500 authors

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