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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 Connection at a Truck Stop Diner

When I was younger, I drove truck for a living, Mostly east and west . As I was single, I had no one to bitch about me never being home. One night I pulled into a truck stop just outside of

Posted by a TS / CD

1

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Anticipating a Romantic Evening Together

I am a mature CD, I dress completely, lingerie, stockings and heels, I have gorgeous legs. I have long blonde wigs and do my complete makeup. I have nice big tits with big nipples, men go crazy

Posted by a TS / CD

1

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An Unexpected Encounter with a Road Crew Foreman

I had met a guy here. When he was coming i got dressed in something cute and a little slutty. He was older and a road crew foreman. Very manly, big and muscular. He had a thick uncut cock to go

Posted by a TS / CD

By Deleted User

1

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A Night of Curiosity at the Adult Bookstore

So I was dressed so sluty AF , an spun to no end , had one guy come over , it felt wonderful him grabbing my tites an smacking my ass ,but unfortunately he burst right as I was unzipping his jeans .

Posted by a TS / CD

1

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A Night of Fun and Games with Friends

I have been a crossdresser for years. I am married to a much older man who allows me to explore my sexuality of being the center of attention. To be honest, my hubs is a lousy fuck. Age, medical

Posted by a TS / CD

By Deleted User

1

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Exploring Submissive Dynamics in Hosting

27 years ts 5.7 157ibs Hosting looking for a male to suck & get fuck. Please be clean & disease free KIK:Charlotte7764..I have lots of things to wear have toys for you. I enjoy dressing and

Posted by a TS / CD

By charlotte_jeffrey44

0

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Unexpected Connection from a Craigslist Ad

I had replied to a guys ad on Craigslist. The man was looking for a local cd to party and play with. I live about 60mi south of him. I exchanged numbers with him so we could get to know each other.

Posted by a TS / CD

By Deleted User

1

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Exploring New Connections as a Top Trans

I’m a top trans lookin for female or male

Posted by a TS / CD

By Deleted User

0

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An Unexpected Encounter Through the Window

I posted an add for sissy Cd and I took 3 hot loads in my pussy. I like to have a guy over and when I know he is coming over go to the window and fuck my dildo for him to see from the road or

Posted by a TS / CD

By Bob

1

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A Journey of Self-Discovery and Acceptance

I've always known that I've had a feminine slant. I would occasionally steal mom's or sister's panties when they weren't around. I had (have) a serious hair fetishist and

Posted by a TS / CD

By Deleted User

0

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An Unexpected Visit Leads to Connection

MY FIRST EXPERIENCE WITH A MAN AS ANNA Joe was from the city and lived about 70 miles from me. We had talked quite a bit during the week and he seemed like a decent gentleman. On Saturday night

Posted by a TS / CD

0

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A Nurse's Unexpected Friendship and Revelation

Finally me. I'm 28 single. I'm about 5'5, slender build around 125. I've got short blonde hair, very little body hair which I try to keep myself smooth as possible. I'm not

Posted by a straight man

0

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An Unexpected Late Night Visitor Experience

Hello I posted a few real stories here..as I am still active on dbl list.My new ad read hosting late tonite full bottom...I have been horny all day n nite .got home from work at 5 pm got in the

Posted by a TS / CD

0

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A Surprising Shower Encounter with Friends

I shouldn't talk so freely when I'm drunk. So you will sit on a dick for me??? Like you said last night? You better not let me down. I'll be home from work early tonight. Wait, what,

Posted by a straight man

0

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An Unexpected Encounter During a Massage

Well, I guess I'll start of by saying...I started of by wearing my girls panties when she wasn't around. The feeling of it sliding up my legs, then up my arse. I used to look up cd pics

Posted by a TS / CD

By Deleted User

0

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Living the Sugar Daddy Lifestyle: A Journey

I used to be married to the town whore. During our 12 year marriage, she cuckholded me. Our wedding night she fucked 3 other men as I got to watch and clean up. I knew my place, and it was only

Posted by a TS / CD

By Deleted User

0

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A Night of Unexpected Encounters in Vegas

Hi this my story how it begins with me becoming a cross-dresser. I was in LAS Vegas I went alone to get away I had a a room on the old strip easy access to to hotels and clubs. I started walking

Posted by a TS / CD

By ORAL SATISFACTION

0

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An Unexpected Encounter with the Pizza Delivery Guy

I transition when I was young, I was raised by my step dad and eventually his second wife and they helped me to transition. My step dad enjoyed turning me into his girl, anyway that is a different

Posted by a TS / CD

0

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Exploring New Relationship Dynamics Together

(Changes pt 1)I am a happily married man with an amazing life. A great job, a great family, and an amazing sex life. My wife, Emily, and I are very much into experimenting and trying new things. We

Posted by a TS / CD

0

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An Unexpected Turn in the Bedroom

When we met part 2 She grabbed my hips and pushed until it popped the rest of the way in I screamed and she laughed at my pain and she sat there for a min and said that's so deep inside you

Posted by a TS / CD

By daviddickson

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

S stephanie289 “When Flirting Turned Into Something More” M moratxfr “The first time” H hung4powerbttms “Them boys.” V valeriejudith “I’m looking for a man who knows how to make a woman smile, appreciates affection, and isn&rsqu”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Couple Gay Straight for Gay	Letting her desires take over	82.5k	1.0k	4.7k
#2	Tiffanyheels Couple Straight Trans	Excited wife self-pleasure	183.3k	2.5k	4.5k
#3	kimorafoxxsexycd Couple Trans Gay	Gf watched me and her gay friend	167.1k	1.7k	4.0k
#4	KestrelElbow9092 Straight Gay Couple	Innocent flirting continue	85.9k	734	3.7k
#5	butchmax Gay Couple Straight	IT WAS THE DARN BOOKSTORE	131.8k	858	2.3k
#6	Dedavis Straight for Gay Straight	Massage studio part three	115.4k	771	2.1k
#7	wally4u Gay Couple Trans	Drunk Abs Experience I'll Never 4Get!	75.1k	331	2.0k
#8	sissyjamie4daddys Trans Couple Straight	I love water	88.1k	498	2.0k
#9	Steve Straight Straight for Gay Gay	Vacation with my Aunt part 1	60.0k	693	1.8k
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	88.7k	678	1.7k

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

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