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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 Meeting at Brunch with a Silver Daddy
I'm a passable bottom crossdresser who is married to a much older man, and I use that term loosely. Hubs is a pitiful, worthless, useless, poor excuse of a man. His lil pp does nothing for me.

Posted by a TS / CD

By Deleted User

Unexpected Encounter in the Mall Bathroom
I am a cock craving,, cock sucking slut. Plain and simple. If I want or need a cock, I usually get it. Married, single, straight, gay, black, white, young or old, it doesn't matter. I will suck

Posted by a TS / CD

By Deleted User

An Unexpected Connection at the Club
The Attendant I go to a sex club occasionally. I go to look and mingle. I go to cope or escape. 2 years into COVID I’m coming apart at the seams. The club occasionally employs an attendant.

Posted by a straight man

By sledgehammers

Regular Visits to a Unique Friend
For the past 8 months I have been visiting this sweet little crossdressing sissy who knows how to take a pounding. She sucks my dick like a hoover. And her ass is even better. I stop by her house 2x

Posted by a straight man

By sissyjamie4u

A Night of Wine and Honest Conversations
Part 3 Full circle. We were having some wine after dinner one evening and Mom said I'm proud of you. You've become a quite a woman. Intelligent, successful, beautiful and sexy. I blushed,

Posted by a TS / CD

By oldarmy

A Journey of Transformation in a Unique Marriage
I am so proud of my sissy husband. I have turned him into a confident, proud little gurl, who craves men as much as I do. We have been married for 6 years now and he is now a she. When we first

Posted by a straight woman

By sissyjamie4u

A Journey of Understanding and Connection
Full circle. I asked her what the other option was. She said it's the option she would take if it was her. She said start HRT, grow natural breast's, whatever size they might be. Then later

Posted by a TS / CD

By oldarmy

A Surprising Connection at the Bar
My story begins when I was 23 im 5.5 short petite guy I was drinking at a bar I was getting ready to leave then a older guy bought me a beer we started talking and then we had some more drinks a

Posted by a TS / CD

By Uniquelyshy4u

A Mysterious Motel Meeting That Didn't Happen
SOME DAYS IT'S NOT EVEN WORTH SHAVING YOUR LEGS. I've always considered myself semi passable under the right circumstances, not beautiful but still doable. I'm like the chubby girl

Posted by a TS / CD

By alexiscdslut

Unexpected Encounter in the Grocery Store
I have a new fetish: I love getting dicked down in public. A parked car, a public bathroom, the mall, a store, a park, anyplace where I could get caught. Such a rush. Last week, I sucked and got

Posted by a TS / CD

By Deleted User

Unexpected Meeting at the Local Theater
Hello and thanks for reading my story . It happened last fall. I’m not a full on passable cd . I enjoy wearing lingerie under my cloths . So I just got a lingerie order in the mail anddecided

Posted by a TS / CD

By mrpickle

A Unique Gathering at Daddy's House
I got invited to a daddys house for some fun. Daddy wanted his lil gurl to be the center of attention. Daddy invited 2 other daddys over to play cards. Daddy knows I love pleasing and worshipping

Posted by a TS / CD

By Deleted User

Caught in a Lunch Date Lie: A Surprising Twist
I am married to a much older man, and I use that term loosely. Hubs is a worthless, useless poor excuse of a man. Limp dicked, lousy in bed, can't maintain an erection. The ONLY thing hubs is

Posted by a TS / CD

By Deleted User

A Surprising Meeting at the Grocery Store
I live my life 24-7-365 as a female. I am passable, wearing dresses or skirts, makeup, wigs, stockings, and heels. I am very fem, except for my voice. That's a dead giveaway. Other than that, I

Posted by a TS / CD

By Deleted User

A Weekend Surprise in the Basement
Daddy was balls deep in my pussy, when we heard a car pull into his garage. Holy shit! My wife is home daddy said. Daddy quickly pulled out, and told me to keep quiet, and hide in the basement. Daddy

Posted by a TS / CD

By Deleted User

Unexpected Encounter at the Coffee Shop
Last week, I met the cock of my dreams. The cock was beautiful: nice 10.5 inches of smooth shaft, nicely trimmed, thicky thick, big mushroom head. Along with a nice smooth hairless set of beautiful

Posted by a TS / CD

By Deleted User

A Journey of Self-Discovery and Connection
I have been called a lot of names: slut, whore, nympho, fag, cock sucker, cheap n easy, piece of ass, etc. I am proud of each name. I have a MAJOR addiction to men, cock, and cum. I love worshipping

Posted by a TS / CD

By Deleted User

A Surprising Encounter with the Neighbor
The night i found out someone knew my secret.. I was home all alone family was out of town . My very nosy nieghb or was home hos little wife was oht of town on business He woul always want to come

Posted by a TS / CD

By sissyboy1974xxx

Unexpected Meeting at a Rest Area
I love sucking cock. I have an addiction to cock and cum. I'll suck, or spread my legs anyplace, anytime, for just about any man who needs a place to cum, 24/7. I love public displays of

Posted by a TS / CD

By Deleted User

An Unexpected Reunion at Home
I was browsing D/L last week when an ad caught my eye. I clicked on the ad, and recognized daddy from a previous hookup. I sent him a message, and daddy told me he was looking for his long lost lil

Posted by a TS / CD

By Deleted User

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 Straight
Parking lot kiss 34.4k 630 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 77.1k 1.4k 3.2k
#3
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 23.5k 354 3.1k
#4
cnysub
Gay Trans Straight
Ads on DoubleList 47.0k 524 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 73.2k 1.0k 2.7k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 44.5k 456 1.9k
#7
wally4u
Gay Trans Straight for Gay
My Birthday Suprise! 51.3k 273 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 48.8k 605 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.0k 358 1.2k
#10
powers8
Straight Gay Straight for Gay
An absolutely amazing 3 friends 32.5k 318 1.1k
Page 1 of 50 · Showing 110 of 500 authors

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