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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 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

An Unexpected Adventure on the Wild Side
So I post for a woman for some fun with an acceptable pic of my body. I get a hit from a TS that says he/she liked my body and would I like to take a ride on the Wild Side! I figure, What the Hell,

Posted by a TS / CD

By howaboutfun

An Unexpected Visit Leads to Intimacy
After a few months of chatting with str8 guy I finally had him over . I answered the door dressed sexy bra panties thigh highs wig makeup . We started out in my bathroom him sitting back against the

Posted by a TS / CD

By Deleted User

An Unexpected Connection at Home
Responded to an ad from a TS looking to hook up. Got a phone number and made arrangements. Drove over to the house and she met at the door in lingerie, got naked and started getting my cock sucked.

Posted by a straight man

By chgray

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
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I couldnt refuse the temptation. 50.6k 739 4.3k
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Tiffanyheels
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Finally had intimacy with ex mother in law 101.7k 1.7k 3.4k
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KestrelElbow9092
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Shopping for underwear 62.7k 621 3.1k
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I love water 61.5k 470 1.9k
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My Night At The Anvil... Part 1 58.3k 279 1.8k
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Gym kiss pt.2 52.1k 631 1.7k
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powers8
Straight Straight for Gay Gay
Temptations 53.6k 502 1.3k
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butchmax
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She just did what I told her to do 61.2k 482 1.3k
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