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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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A Mysterious Meeting in the Woods

I have been asked to post this by a guy who wishes to meet at some point. You have read some of my previous posts with reference to my going to the woods dressed as a tart and being used as a

Posted by a TS / CD

By BulbulTrove8696

0

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An Unexpected Connection on the Subway

So a few months ago, when the clubs were open, I traveled into the city to meet some other gurls for a night out. My car was in the shop. I could have taken an uber but I chose to take public transit

Posted by a TS / CD

1

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An Unexpected Connection with My Neighbor

I have been a closeted CD for most of my life. I post and dress up and invited men over. I have lived in my complex for 5 yrs. Small and cozy place. One Saturday I placed an ad for a Man to serve. I

Posted by a TS / CD

2

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Unexpected Encounter in a Hotel Room

One time while traveling I was staying in a hotel room. I had finished my dinner took a shower and got into my bra and panties both white and lacy. My bra was a push up style which helped show

Posted by a TS / CD

0

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A Mysterious Encounter in a Hotel Room

This is a fantasy…but I wish it would come true… I followed your instructions to a ‘T’. I checked into the hotel promptly at 2:00pm and texted you the room number 10 minutes

Posted by a TS / CD

By TurtleOpal4752

0

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Unexpected Romance with My Office Assistant

Met this transgender woman here went over to her place and damn she was hot puerto rican number. She had the firmest tiny tits when I took her bra off I ran my hand down to her red silk and lace

Posted by a straight man

By stormyhunter141_e6dabe

1

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A Night of Unexpected Wardrobe Experimentation

I had never dressed in women's clothing before but one night my girlfriend was gone for the night and for some reason I had the urge to try on a pair of her sexy panties. To my surprise it

Posted by a TS / CD

By availablenow49009

0

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An Unexpected Encounter in the Library

Im a straight 38 year old man who who is new to all this but im turned on by a Tranny, but this one time a college male feminine student responded to my add. After a few emails back and forth we

Posted by a straight man

By Deleted User

0

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A New Experience at the Hotel

First of all I been on this site for awhile with a handful of encounters. Nothing major. But just having moved to a city due a job change it has been a dry spell. I answered an ad lookingfor a cd

Posted by a TS / CD

By Deleted User

0

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A Memorable First Meeting in Public

I love being with Cds and trans, I find them to be extremely erotic! I had been emailing and chatting on Kik with one for awhile before we decided to meet. (We were in no rush.) We met in public

Posted by a straight man

By Deleted User

1

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A Memorable Motel Room Encounter in Livermore

Back when CL encounters were still up and going i posted an Add(M4T) about having a motel room to myself out Livermore due to work.. The add headline read "Handsome Easy Going Guy looking to

Posted by a straight man

By browndoesitbest69

0

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An Unexpected Visit from a Charming Gentleman

I am a 49 yo CD gurl I have met many a dominant top man on here but a few have risen above and beyond well one night a gentleman came over and as I was dressed in thigh high purple fishnet stockings

Posted by a TS / CD

0

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Exploring Femininity and New Experiences

Nothing is hotter than getting fucked cowgirl style while you're doing your favorite drug at the time. I learned a long time ago if i were going to do a load then I wanted to be in as much

Posted by a TS / CD

1

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An Unexpected Encounter at the Gym

THE BIRTH OF THERAN JAMES PART 2 So, he throws this leotard at me. I dont know if it was a lucky guess on his part or his sister had told him this information too. It was

Posted by a TS / CD

By Anonymous

2

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An Unexpected Encounter with Older Men

I am a non passable crossdresser. I love wearing mini skirts, a blouse, stockings, cfm heels, and a lil lipstick. I do not wear a wig. I am all bottom, and love pleasing top men with my mouth, hands,

Posted by a TS / CD

By Deleted User

0

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A Relaxing Evening of Self-Care and Anticipation

(B) That’s why I’m here. I’m going to train you to be the best little cock-sucking sissy slut you can be. You crave the feeling of a big, hard cock in your mouth, don’t you?

Posted by a TS / CD

By wildermann1950

0

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Exploring Feminine Style and Self-Discovery

(A) I’m going to give you a special set of instructions to make you feel like a soft, sensuous girl. You love feeling like a girl, don’t you? There’s no other feeling like getting

Posted by a TS / CD

By wildermann1950

0

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A Journey of High School Friendship and Discovery

THE BIRTH OF THERAN. This is the true story of how I found out that I am a sissy slut! I have all ways known I had a fetish for girls wearing shiny clothes! I never knew why or even when it

Posted by a TS / CD

2

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An Unexpected Meeting at the Door

I've always been attracted to CDs but have never been with one. I decided to check out the CD section and saw a post about a CD wanting a man to fuck her Rubber tits. I checked it out and

Posted by a straight man

By smithblue485

1

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A Nervous First Visit to His Home

Asian CD here. I have always loved to dress up and pretend I’m a girl. It started off pretty simple - buying women’s clothes and shoes here and there. Eventually, I started to become more

Posted by a TS / CD

By de_kaleidoscope2

5

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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	59.4k	840	4.4k	↗
#2	Tiffanyheels Straight Trans Gay	Attractive aunt of my ex wife	130.9k	2.0k	3.9k	↗
#3	kimorafoxxsexycd Gay Trans Couple	Me and my bf had a threesome	126.7k	1.4k	3.5k	↗
#4	KestrelElbow9092 Straight Gay Couple	Picnic Fun	48.3k	517	3.3k	↗
#5	cnysub Gay Trans Straight	Part 2 Dancer	74.3k	694	3.2k	↗
#6	sissyjamie4daddys Trans Couple Straight	I love water	71.3k	487	2.0k	↗
#7	wally4u Couple Trans Gay	Got Wife Off Flying To Cabo!	66.9k	308	1.9k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	53.6k	644	1.7k	↗
#9	powers8 Gay Straight Straight for Gay	A fantasy come true	82.5k	668	1.7k	↘
#10	butchmax Couple Straight Gay	Big Chests do it	81.6k	615	1.7k	↘

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