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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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An Unexpected Encounter in a Parking Lot
So I answered a married daddy's ad online. He was looking for a fit, very sexual ftm trans guy who looked all male but still had a dripping wet pussy begging for hard pent up married dick. I

Posted by a TS / CD

By ftmcompanion

An Unexpected Hotel Meeting with Friends
I am already for the mistress to show up . I am wearing what she told me to wear , black nylon thigh high stockings , garter belt , crotchless panties with matching bra ... Nail polish and lipstick ,

Posted by a TS / CD

By need_some_fun

A Love Story Born in a Bookstore
This story is true,hopefully you will like it.I’m always asked how I started dressing.Fact is I didn’t start early,it was forced on me by a man I fell in love with.All my sexual life I

Posted by a TS / CD

By tonytush

Finding New Connections After a Breakup
PART 2... After my suga daddy ended our relationship, I grabbed my stuff n sat in my car crying. I remember what momma used to say: the best way to get over a man is to get under a new man. N

Posted by a TS / CD

By sissyjamie4daddys

A Retired Man's Secret Meetings with Johny
I am a closet cross dresser. I am newly retired, I only dress up and entertain men when my wife is away which is about 10 days a month. I am considered good looking, I am a little on the heavy side,

Posted by a TS / CD

By radioman666

An Unexpected Guest Invitation Leads to Fun
I enjoy dressing slutty on occasion, and recently picked up some sexy heels, so I scanned DL looking for another CD who happened to be a top. After a brief exchange, I got dressed slutty and invited

Posted by a TS / CD

By mdbiman

Unexpected Meeting with a Suga Daddy
So yesterday I met up with a suga daddy who was in from out of town. I met suga daddy at his hotel, n immediately sucked his cock. As I was sucking his cock I saw something on 1 of the beds. Suga

Posted by a TS / CD

By sissyjamie4daddys

A Weekend Escape at the Ocean Resort
I e loved silky things since my childhood and when no one was home I’d wear my mother’s panties around the house This continued until I graduated and got a place of my own then I could

Posted by a TS / CD

By averageguy2021

An Unexpected Phone Number Mix-Up Leads to Surprises
Part one: I don't know what happened after I exchanged my phone number with a man that claimed he was hung and had 8 inches of cock. I decided that I would love to talk to him and told him to

Posted by a TS / CD

By sohpmo

An Unexpected Visit from a Unique Couple
I think of myself as gay but am much more attracted to cd's and trans who still have their cocks. I put an ad on doublelist for cd's and trans. I get a reply from a couple, female and

Posted by a TS / CD

By cnysub

An Unexpected Connection at the Gym
I've always been attracted to men. I got married had kids and the desire was still there. My first experience was at the gym. After my workout I'd go into the locker room and wash my

Posted by a TS / CD

By nooneimportant69

A Journey to Rediscovering Love After Divorce
I am a divorced man 48 yo tall and masculine acting but at home my ex wife controlled everything. The reason being my penis is very small and doesnt get hard any more so after too many years of a

Posted by a TS / CD

By Deleted User

Exploring Crossdressing Fantasies in Public
I was a closet crossdresser for years. I loved transforming myself into a sexy feminine women. My opportunity to pursue my crossdressing fantasies changed when my wife received a job promotion

Posted by a TS / CD

By olderbisubcd

An Unexpected Evening at a Baby Shower
I had the honor of being the main entertainment at a baby shower this past Tuesday. I was invited to a young studs house, where he had 7 of his friends over. I got to his place, n was on my knees,

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Meeting at the Park Ride
I posted an ad looking for guys to meet up at the park and ride on commack rd off the expressway..I get a dew emails and as it usually goes on here they don’t show. I step out of my car to

Posted by a TS / CD

By NumbatCloud8763

A Surprise Visit to Coachy's House
I have been on this site off n on for bout 5 years now. I have fucked n sucked a lot, a LOT of daddys. I enjoy traveling n that's where I meet most of the daddys. I have 1 particular daddy that

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Adventure in the Kitchen
I visited a man’s home who was an older black self proclaimed dominant. Me being a submissive, it sounded like the perfect blend. I get to his place in male mode and was instructed to go

Posted by a TS / CD

By Gina

An Unexpected Encounter with a Dominant Man
I visited a man’s home who was an older black self proclaimed dominant. Me being a submissive, it sounded like the perfect blend. I get to his place in male mode and was instructed to go

Posted by a TS / CD

By Gina

Discovering Comfort: My First Experience with Panties
Part two: And that's when it all started! Wearing the panties he supplied for me to put on really felt comfortable on me. I fell in love with the way they looked around my waist, the way they

Posted by a TS / CD

By sohpmo

Essential Safety Tips for Online Dating Success
Not a story: Please please please reverse Google search your "friend's" images. I know it is easy to fall in love at first sight and give people the benefit of the doubt (a cute little

Posted by a TS / CD

By agannon

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
derake14
Gay Straight for Gay Couple
The fast and furious 60.5k 850 4.4k
#2
Tiffanyheels
Gay Couple Straight
I guess I am getting to be gay 137.0k 2.0k 3.9k
#3
kimorafoxxsexycd
Gay Trans Couple
Swallowed my bfs meal at lunch 129.2k 1.4k 3.5k
#4
cnysub
Gay Trans Straight
Part 1 Nude Performer 76.2k 702 3.3k
#5
KestrelElbow9092
Straight Gay Couple
Picnic Fun 48.8k 520 3.3k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 71.9k 487 2.0k
#7
wally4u
Couple Trans Gay
Got Wife Off Flying To Cabo! 67.3k 309 1.9k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 53.7k 644 1.7k
#9
butchmax
Couple Gay Straight
Marriage did it 86.3k 619 1.7k
#10
powers8
Gay Straight Straight for Gay
A fantasy come true 83.2k 669 1.7k
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