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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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An Unexpected Meeting with Two Daddies
Last night was fucking awesome. I met up with 2 top daddys at their place. I was fucked every which way you can imagine by these 2 hot young daddy's. As soon as I walked in, they both met me

Posted by a TS / CD

By sissyjamie4daddys

Embracing My Identity and New Beginnings
I was in my late 30s when I finally came out to the world. If I had to do it all over again, knowing what I know now, yeah I would have come out to the world when I was younger, like my teen age

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Encounter in the Woods
What a day! part 1 Started in some woods gathering pinecones when an elderly gent called me over to his car and asked if I'd like to suck his thick uncut cock so I said sure and jumped in the

Posted by a TS / CD

By brenndog

An Unexpected Encounter in the Woods
What a day! part 1 Started in some woods gathering pinecones when an elderly gent called me over to his car and asked if I'd like to suck his thick uncut cock so I said sure and jumped in the

Posted by a TS / CD

By brenndog

Unexpected Meeting at the Grocery Store
I love mens bods. I love everything bout a top mans bod, their chest, their lickable n kissable ass, their beautiful n delish cocks n succulent balls. I can be very submissive when it cums to

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Encounters with Daddies at Home
Last week I posted an ad on here looking for top daddys that needed their cocks sucked. Now, I am overly orally fixated. I love sucking cocks; white, black, small or big, it makes no difference to

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Encounter at the Mechanic's Shop
Hello so im a life long crossdresser I absolutely love getting all dressed up and doing my makeup and nails and wearing sexy lingerie etc. Im so attracted to older men like mid to late 50s and early

Posted by a TS / CD

By 69amber

Unexpected Encounter at the Mechanic's Shop
Hello so im a life long crossdresser I absolutely love getting all dressed up and doing my makeup and nails and wearing sexy lingerie etc. Im so attracted to older men like mid to late 50s and early

Posted by a TS / CD

By 69amber

An Unexpected Visit from a Young Daddy
I was looking thru the ads posted on doublelist looking for a top daddy that needed some mouth or a piece of ass when I saw an ad from a young daddy who wanted to hook up with a gurl like me. We

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Meeting at the Adult Bookstore
I'm a bottom sissy who loves and enjoys the company of older top men. I am a passable crossdresser who dresses the part when I'm NOT in my professional attire. I keep my nails well

Posted by a TS / CD

By sissyjamie4daddys

A Special Connection During a Dallas Visit
Laying next to 1 of my daddys in bed after another round of hot fucking, my head on daddy's broad chest, rubbing his great cock, licking his chest n realizing what a lucky gurl I am. Daddy flew

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter in the Bathroom
I wasn’t planning on getting fucked cause I didn’t have time to clean my ass but he wanted to fuck and I told him I wasn’t clean and he said he likes it that way. Then he turned

Posted by a TS / CD

By Kinksub

A Weekend Cabin Getaway with a New Friend
So I started going hunting with this guy I met but happened to see his huge cock at the while we were getting dressed knowing I wanted to try to seduce him so I could suck his big beautiful cock so

Posted by a TS / CD

By Fun fun

Unexpected Encounter in the Dorm Room
I had an amazing experience!!! I actually fell asleep in my dorm room late night while I was dressed in lingerie. My roommate went out to party while I stayed in playing with myself. I had a good

Posted by a TS / CD

By cdnew2this

A Journey of Intimacy and Connection
PART 2 Once inside, he kissed me over and over on my lips as I stroked his cock. We got in bed, and he lay on top of me, kissing my chest, working his way down to my dick. You like that don't

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Find: The Panty Incident
I was at home hanging out with my wife and noticed that the trash can was full so I went to take it out. Sitting right on top of some papers was one of her pairs of pink panties. I thought surely

Posted by a TS / CD

By hard2peg

A Surprising Meeting in the Hot Tub
I was dating this hot lil chick in college. She was like the total package: looks, intelligent, personality, head on straight, father was wealthy, etc. But she would not put out. I had major blue

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter with a Mysterious Trainer
I had for a very longtime been posting on DL looking for a lady or couple to help me have a bi exp I thought hearing a woman telling me what to do would be hot as hell ! I finally decided it would

Posted by a TS / CD

By Deleted User

A Motorcycle Ride to the Hot Springs Adventure
So being a very very passable ts.. I am 5’5”tall and 125lbs.. I have been on hormones for about 10 years.. my breasts are a full c cup and my nipples are always erect and very sensitive..

Posted by a TS / CD

By modoc243

An Unexpected Connection at Home
I've had several variation of my ad posted for several years on here, and had about a 1 for every 150 man success as I found way to many are just digital fantasizing. I was feeling very down

Posted by a TS / CD

By xgenfun

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
Straight for Gay Couple Straight
I couldnt refuse the temptation. 51.1k 746 4.3k
#2
Tiffanyheels
Straight Couple Trans
Finally had intimacy with ex mother in law 102.3k 1.7k 3.4k
#3
KestrelElbow9092
Couple Straight Gay
Another camping adventure. 37.8k 446 3.2k
#4
kimorafoxxsexycd
Gay Couple Straight
Saucy playful fun 104.8k 1.3k 3.1k
#5
cnysub
Gay Trans Straight
Deep Kissing 64.5k 632 3.1k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 62.1k 473 1.9k
#7
wally4u
Gay Trans Straight for Gay
My Night At The Anvil... Part 1 58.4k 279 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 52.1k 632 1.7k
#9
powers8
Straight for Gay Straight Gay
A great customer 55.5k 523 1.4k
#10
butchmax
Couple Straight for Gay Straight
She just did what I told her to do 61.7k 487 1.3k
Page 1 of 50 · Showing 110 of 500 authors

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