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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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An Exciting First Meeting at Home

first time cd part 1 - We chat back and forth and decide to meet at my place. You arrive and I greet you at the door wearing a red silky camisole, short pleated red plaid skirt, black thigh highs

Posted by a TS / CD

By Anonymous

0

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A Surprise Visit from My Sugar Daddy

I got a text from one of my sugar daddy mens that lives out of state. He told me to clear my calendar, that he would be in town the 1st week of July n wanted, or as he said, needed to fuck my brains

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Encounter at the Adult Theater

So I love dressing up in women's low cut dresses. I like wearing lace bras and thongs with lace garter belts with thigh high stockings. I like when guys look at my ass. I were on occasion sexy

Posted by a TS / CD

0

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A Unique Experience with Generous Daddies

I scrolled thru the ads posted by daddy mens that are looking for a crossdresser, a trans gurl, or just a gay bottom to stick their cock into. The daddy mens just want a wham bam thank you mam. I am

Posted by a TS / CD

By sissyjamie4daddys

0

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A Surprise Visit from a Contractor

I was working at a big box store part-time a few years ago. One of the black contractors seemed to take a liking to me and being as I am Bi, I encouraged him. One weekend my wife went out of town to

Posted by a TS / CD

By Deleted User

0

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A Surprise Meeting at the Store

Part 2. He was in his underwear sitting down. I got between his legs and was giving him a blow job. I got out a condom and with my mouth I slid it on him. I took off my g string panties and lifted my

Posted by a TS / CD

0

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Getting Ready for a Night Out with Friends

The other night I was chatting with one of my transgender friends. She was going out with one of her guy friends to dinner. I didn't have any plans to go out. It was still early and the sun was

Posted by a TS / CD

0

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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

0

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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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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

R roosterrogers “Young eager for hours” J jabby69 “It took 20 years.....” S submit2one “Too Many Tops Think Anal and Intimate Technique is One in the Same” S sissyemilymatt “Night walk”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Straight for Gay Couple	The fast and furious	60.1k	847	4.4k	↗
#2	Tiffanyheels Couple Straight Trans	Enthusiastic bi girlfriend wanted to be restrained at swingers club	134.4k	2.0k	3.9k	↗
#3	kimorafoxxsexycd Gay Trans Couple	Swallowed my bfs meal at lunch	128.3k	1.4k	3.5k	↗
#4	KestrelElbow9092 Straight Gay Couple	Picnic Fun	48.6k	519	3.3k	↗
#5	cnysub Gay Trans Straight	Part 1 Nude Performer	75.6k	694	3.3k	↗
#6	sissyjamie4daddys Trans Couple Straight	I love water	71.6k	487	2.0k	↗
#7	wally4u Couple Trans Gay	Got Wife Off Flying To Cabo!	67.2k	309	1.9k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	53.6k	644	1.7k	↗
#9	butchmax Couple Gay Straight	I Guess We Asked for it	84.1k	616	1.7k	↘
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	82.9k	668	1.7k	↘

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