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Transgender Sex Stories – Real Encounters & Passionate Experiences

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A Day at the Adult Theater: An Unexpected Encounter
I'm a passable crossdresser, 31, 5'5. 136 lbs. I haven't had sex for way too long. I woke up very horny this morning. What to do? I decided to dress up very sexy and go to the adult

Posted by a TS / CD

By cnysub

Reflections on My Dating Adventures Over the Years
I have been hauk tuah-ing for the last 7 years, but do I get the credit I deserve? I have played 1000s of skin flutes, charmed 1 eyed snakes, sucked venom out of 1 eyed snakes, bobbed on knobs,

Posted by a TS / CD

By sissyjamie4daddys

A Memorable Beach Date and Fishing Tales
When I was a young girl, I obtained a pretty large boat for the purpose of off-shore clamming and fishing. It was a 21 foot model that was originally intended to be used for water sports. The vessel

Posted by a TS / CD

By Deleted User

A Memorable Fishing Date Under the Stars
A lot of people expressed interest in me and it was hard for me to make a choice.. I gave everyone that took time out of their day the opportunity to introduce themselves equally; and I'm

Posted by a TS / CD

By Deleted User

A Memorable Fishing Date Under the Stars
A lot of people expressed interest in me and it was hard for me to make a choice.. I gave everyone that took time out of their day the opportunity to introduce themselves equally; and I'm

Posted by a TS / CD

By Deleted User

Navigating Choices in Relationships
A lot of people expressed interest in me and it was hard for me to make a choice.. I gave everyone that took time out of their day the opportunity to introduce themselves equally; and I'm

Posted by a TS / CD

By Deleted User

Navigating Choices in Relationships
A lot of people expressed interest in me and it was hard for me to make a choice.. I gave everyone that took time out of their day the opportunity to introduce themselves equally; and I'm

Posted by a TS / CD

By Deleted User

An Unexpected Intimate Connection in the Moment
I am laying there on my side one leg straight and the upper leg bent toward my chest.. he is straddling my lower leg.. he has one hand on my breast and the other in the crook of my hip.. using them

Posted by a TS / CD

By modoc243

A Surprise Visit from Daddy: A Sweet Reunion
Daddy texted me earlier yesterday. Daddy told me to be ready before he got to my house. I took a bath, shaved my bod n my coochie, n douched. Daddy likes it when I wear light colors, so I put on a

Posted by a TS / CD

By sissyjamie4daddys

A Weekend Adventure at the Cabin
This happened about 7 years ago, back in the early days of me coming out n being the sissy cock whore I am today. I met a top daddy from AFF, another site I regularly visit. He lived bout 45 minutes

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit from a Close Friend
My name is Kelli. A few years ago I had a older male friend that I would visit every Wednesday. We would usually kiss and end up in a 69 on his couch. This day I called him to confirm our date. But

Posted by a TS / CD

By Eclipse

An Unexpected Encounter at the Campground
This is true happened las night.. I am 32yo ts.. I am very very passable with 32 CC cup breasts slim and narrow hips.. long feminine legs and sexy little ass.. last night at dusk I went out for a

Posted by a TS / CD

By modoc243

An Unexpected Morning Visit from New Friends
Woke up yesterday morning in one of those moods, so I got on DL to find some company. I got 2 responses from older tops that needed some place to rest their cocks. I invited both of them over to my

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Connection at the Club
Another long n late night last night. I met a younger stud at a club n went back to his house to fuck. On the way to his place I gave him road head, sucking n lapping his cock. By the time we got to

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Meeting at a Kentucky Rest Stop
A few years ago I was on a lil vacay. I was driving to North Carolina to visit some fam. I was driving thru Kentucky when I decided to check out DL for some action. I saw a post from a top daddy man

Posted by a TS / CD

By sissyjamie4daddys

From Casual Chats to a Sweet Relationship
Don't get discouraged! I posted an ad for a FWB about a year ago. I've been on/off double-list since then, to spite having been shown a lot of interest.. thanks guys 🥰. I know you like

Posted by a TS / CD

By Deleted User

A Night Out with My Sugar Daddy at the Casino
Last night, I met up with 1 of my sugar daddys. He called me Thursday to let me know he was in town for a few days n needed my company while he was here. Sugar daddy took me out for a very nice din

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter on a Park Bench
PART 4: there i was, bent over a bench part of a cock in my virgin butt. he had the head in, and i was still not used to it, it hurt bad but strangely felt good at the same time, he had the head in

Posted by a TS / CD

By brandumb

A Surprising Meeting at the Park Bench
PART 3: after he got his hands wet with his cum and my saliva, he did something that took me by complete surprise: he moved my panties to the side and starting playing with my butthole, getting it

Posted by a TS / CD

By brandumb

A Nervous Ride to the Boat Landing Adventure
PART 2: ran out of space the last post, but yes it was finally the night, i wore what i usually did the lace panties and since this was my first time i wore a black lace thong and you could see the

Posted by a TS / CD

By brandumb

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. 25.5k 358 3.1k
#3
cnysub
Gay Trans Straight
Ads on DoubleList 48.8k 544 2.9k
#4
kimorafoxxsexycd
Couple Gay Trans
Watched ex gf 76.4k 1.1k 2.8k
#5
sissyjamie4daddys
Trans Couple Straight
I love water 47.6k 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 49.6k 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
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