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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.

Category: TS / CD

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Unexpected Encounters at a Rest Area

I love sucking dick in public. In a car, a park, a parking lot, a public bathroom. It's such a high for me. There's a rest area bout 30 minutes from my house on a busy hiway. I'll go

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Encounter in the Neighborhood

I got a txt from an Blk man who is a real prick who lives around the block saying I gotta serve 2. He slapped me last time because I couldn't swallow all his nutt because there was a lot. But

Posted by a TS / CD

0

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A Late Night Encounter at the Motel

I was high as fuck and lonely. My body was swollen and horny in a motel on LA Cienega. I put out the word on kik that I needed a Big veiny Black Cock: "5/22 - Any blk men bored or horny tonight,

Posted by a TS / CD

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Unexpected Late Night Visit from Neighbors

Shemales First 3Some Now I've done it. OMFG! First time with TWO men! Feel Nasty, gross and my ass is numb & hurts at the same time. Surprised that my body and mouth could get two men SO

Posted by a TS / CD

0

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Exploring Connections at the Adult Bookstores

I'm a trans whore. My legs are ALWAYS open n spread for any daddy that needs a place to put his dick. Old men, young men, delish Black Men, n white men are my faves. I love getting on all 4s,

Posted by a TS / CD

By sissyjamie4daddys

1

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A Weekend Adventure at the Hotel Next Door

Last weekend I rented a room at this hotel next door to this adult book and video store. It wasn't a big name hotel. In back of the store was a lot of prostitution going on. I got dressed up in

Posted by a TS / CD

1

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A Playful Encounter on Laundry Day

I was doing laundry and house cleaning. I was wearing a French Maid outfit with black stockings and a garter belt. I had these black 10 inch steleto high heels on. I started in my bedroom and

Posted by a TS / CD

0

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An Unexpected Encounter with a New Daddy

I just had an encounter with a new daddy mans nrt me tell y'all something. This daddy mans spent bout 30 minutes eating my sissy cunt, kissing it, licking it, n sucking it. I had a sissygasm or

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Thursday Night Date Surprise

I started chatting with a nice guy one weekend. We shared a lot of likes and interests. After chatting for a bit, we decided on a first date at my house. I was so excited about our upcoming Friday

Posted by a TS / CD

By Anonymous

0

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An Unexpected Visit from Daddy Mans

I was just laying round the house chilling on the couch. I got a text from one of my daddy mens telling me he was in the area n needed to see me. I told daddy mans to stop on by. Bout 10 minutes

Posted by a TS / CD

By sissyjamie4daddys

0

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An Afternoon at the Motel Theater

I dress every couple times a year. Like to have motel room in afternoons, I would love to have a small group of guys over 50 or so, but been ghosted last couple times. Soo, I decided to get dressed

Posted by a TS / CD

By RacoonQuest8289

0

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An Unexpected Double Date Experience

I love being double n triple stuffed. Taking a cock in my ass n a cock in my mouth at the same time is fantabulous. Sucking 2 cocks n getting my ass fucked, or sucking a cock n getting my ass pounded

Posted by a TS / CD

By sissyjamie4daddys

0

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A Brave Hotel Encounter with New Friends

hi guys joise here again wanting to share my time at the hotel 6 check in and not like the last time i was ready and brave. so wasting no time i changed cloths and placing my blinking light butt plug

Posted by a TS / CD

1

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Exploring Connections with Sugar Daddies Online

Hey y'all. So like I'm on several diff gay hookup sites, n dating sites. I have met a lot, n I mean a lot of daddy mens that love a gurl like me. I have met most of my sugar daddy mens, my

Posted by a TS / CD

By sissyjamie4daddys

1

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A Night of Fantasy Under the Stars

1 night I posted a add I was going camping and wanted to dress as a bride wanted to feel like I was getting married. So I dressed in black lace panties and bra and a wedding dress. Was sitting out

Posted by a TS / CD

2

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A Night of Surprises at the Gender Swap Party

The woman I was dating wanted to switch genders for a party promised wild sex. I would go as female her as male. So I go to a neighbor who did make up in Hollywood. She made me as feminine as she

Posted by a TS / CD

0

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A Special Reunion in a Hotel Room

I'm an older CD. I'm in my 70's now. I have dressed for many years. I love sucking cocks and bottom for hard one. I was doing one of my nights in a hotel room. I usually post an ad

Posted by a TS / CD

By OlderMaleguy

0

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An Unexpected Night with Roommates and Friends

Well I decided to get a room and invite guys over to fuck me I got all dressed up looking good then this guy shows up and he gets undressed and I begin sucking his cock when someone knocks on the

Posted by a TS / CD

1

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A Journey of Self-Discovery and Acceptance

I am a crotch goblin, a cock gobbler, a cum guzzler. I love sitting on daddy mens laps n bouncing up n down on their cock, wiggling n shaking my moneymaker, cock buried balls deep in my sissy cunt. I

Posted by a TS / CD

By sissyjamie4daddys

0

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Flirty Encounter at the Nail Salon

I had a nail appointment yesterday to get my monthly mani pedi at a local nail salon. There was 3 other women, n a younger stud getting their nails done. Young stud started hitting me up. He was good

Posted by a TS / CD

By sissyjamie4daddys

0

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Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

RISING AUTHORS ON DOUBLELIST See all

J janee1 “An Unexpected Meeting That Turned Into Something Special”

Olivia “The message I almost ignored”

cnybottom “I became a gay fan” L LucyV “I'm a romantic trans woman”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Couple Straight for Gay	First true anonymous intimacy	77.8k	1.0k	4.7k	↘
#2	Tiffanyheels Straight Couple Trans	Intimacy with ex mother in law	175.0k	2.4k	4.3k	↗
#3	kimorafoxxsexycd Trans Gay Couple	Home alone	158.2k	1.6k	3.9k	↗
#4	KestrelElbow9092 Gay Straight Couple	Closet kicked in.	79.3k	683	3.6k	↗
#5	butchmax Straight Gay Couple	My Husbands Best Friend	120.0k	813	2.1k	↘
#6	wally4u Gay Couple Trans	Drunk Abs Experience I'll Never 4Get!	73.7k	330	2.0k	↘
#7	Dedavis Straight for Gay Straight	Super Bowl group event part six	102.7k	706	2.0k	↗
#8	sissyjamie4daddys Trans Couple Straight	I love water	84.7k	496	2.0k	↘
#9	Steve Straight for Gay Straight Gay	Doublelist fan	57.7k	677	1.8k	↘
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	87.6k	678	1.7k	↘

Page 1 of 50 · Showing 1–10 of 500 authors

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