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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 Surprising Encounter with a Mysterious Woman
I have always hoped for a connection with a Trans, the thought of a pretty woman that is dominate and hung that also wants to teach. Shaking the cobwebs from my vision , confused and feeling

Posted by a straight man

By Deleted User

An Unexpected Encounter with a Delivery Driver
I'm 26 and a tgirl with nice curves. One day I order Uber eats and when I saw it was a guy I decided I wanted to try something fun. I got dressed in my sexiest most revealing and tightest fitting

Posted by a TS / CD

By khead1994

An Unexpected Guest Changes Everything
One night my wife decided she want to see me wearing one of her thongs, she liked it so she dressed me up more a took some pics. That night when she blew me she also put a finger in my ass and she

Posted by a couple

By khead1994

A Week of Exploring New Identities at Home
I'm 26 married and bi, but when my wife isn't home I love getting all dressed up in her clothes. A few months ago my wife left town for 2 weeks to visit family. I responded to an ad of a guy looking

Posted by a TS / CD

By khead1994

Unexpected Role Play in a Couple's Dynamic
I'm bi, and I was playing with this couple for a bit sometimes all 3 of us sometimes just the wife and i, but almost never was it just the husband and I. Well one day the wife decided to dress me up

Posted by a gay man

By khead1994

An Unexpected Guest and a Roleplay Encounter
I am actually bi, I'm 26 and married and I enjoy wearing my wife's thongs, bras (stuffed), and dresses when she isn't home. I had a guy come over with a nice BBC, he roleplayed that he was breaking

Posted by a gay man

By khead1994

An Unexpected Encounter at the Store
I’m bi-curious and have a bra/panty fetish. Recently I went shopping at a large national retail store for panties. While i was looking, there was a mature couple looking at various things.

Posted by a straight man

By Deleted User

Unexpected Night at the Roommates' Party
I posted another story of a guy having me over then all his roommates joined and after they invited me to a party the next weekend. Well, I get there and there are only guys at the party, I didn't

Posted by a TS / CD

By khead1994

An Unexpected Encounter with Roommates
I responded to an ad from a guy looking for an Asian ladyboy. I go over to his house, and he said we have to be quick before his roommates get home. I get on my knees and start sucking him. He heard

Posted by a TS / CD

By khead1994

An Unexpected Visit to a Friend's Home
So this happened today. My buddy texts me, says Come over, my wife's not home. So I did. We sucked each other off, then he pinned me down on their bed and drove his cock in me in every possible

Posted by a TS / CD

By Deleted User

An Unexpected Visit to Her Place
I met a t-girl here... I love t-girls because they only suck or take it in the ass . . . and that's all I really want! So I go to her place, and I don't waste any time. I pull out my big

Posted by a straight man

By Deleted User

An Intimate Night with a Special Lover
My CD lover and I met last night. She was wearing a silky black babydoll, garter belt hose, and no panties. We fell into each other's arms and kissed deeply, as our passion grew, our hands wandered

Posted by a TS / CD

By Deleted User

Unexpected Connection in the Grocery Aisle
I was standing in the produce section of Safeway last week and suddenly noticed the field cucumbers. OMG, I thought to myself, I wonder what that would feel like? It's the right shape, nicely

Posted by a TS / CD

By EgretIris9802

A Married Man's Secret Encounters
I'm a married bi guy, 26, I love wearing my wife's panties, bra, and dresses when she isn't home. I met my FWB on here, he comes over and I answer the door dressed up. He always grabs me and makes

Posted by a TS / CD

By khead1994

An Adventurous Night at His House
I had received emails from a guy saying he had a 11 inch cock..we sent messages back and fourth for a little bit until I got the nerve to sneak out and be adventurous...I got to his house and went to

Posted by a straight man

By sexylingerie

A Discreet Encounter with a Mysterious Stranger
I'm a married and discreet Male Latino. Most of the time when I'm home alone I love to dress. It's like having a feminine side and it's been a long time since I had sex with a man. The last man was a

Posted by a TS / CD

By neoster14

An Unexpected Connection Leads to New Discoveries
Got home from a bar one night really horny. I looked on CL for a woman with no luck. Decided to answer an ad for a local guy who wanted to blow me while he wore panties. I had him come over and was I

Posted by a TS / CD

By likes big ones

An Unexpected Encounter with the Delivery Driver
I ordered uber eats one time. I went downstairs in a short skirt with no panties ..my shmeat was hanging out. The driver kept looking at my phat ass as I tried to hind my print when answering the

Posted by a TS / CD

By jupiterstaraj

Memorable Nights with Friends and Fun
I've always loved to be penetrated like a woman. I would put on my sexy satin and lace teddy with my white thigh-high lace top stockings and wait on the bed with my ass in the air and my head in the

Posted by a TS / CD

By Deleted User

A Journey into Crossdressing and Confidence
New to crossdressing, feel very feminine while dressing. Have purchased more items over the past year and finally got up the nerve to meet a guy. Never realized how many guys like CD's! My GF

Posted by a TS / CD

By luvtospurt

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 33.8k 624 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 76.1k 1.4k 3.2k
#3
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 23.0k 352 3.1k
#4
cnysub
Gay Trans Straight
Ads on DoubleList 45.4k 518 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 69.5k 1.0k 2.7k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 43.4k 456 1.9k
#7
wally4u
Gay Trans Straight for Gay
From Zorbas To His Hotel Room 50.0k 272 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 47.4k 593 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 9.8k 356 1.2k
#10
Dedavis
Straight for Gay Straight
House hunting pt 1 37.8k 276 1.1k
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