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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 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

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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

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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

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By sissyjamie4daddys

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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

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By sissyjamie4daddys

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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

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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

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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

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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

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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

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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

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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

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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

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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

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By sissyjamie4daddys

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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

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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

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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

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By Deleted User

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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..

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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

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Unexpected Job Offer at the Gym

Morning Gym part 3: the next day I got a voice message asking me to call the gym.. so I did figuring that they must have see what went on.. or wondering why I swim naked as it is probably agents the

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A Night of Unexpected Connections at the Club

Got my ass plowed last night by a very young stud who I met at the club. I had to ask to see his ID because he looked really young. But he is 21, n OMG he could fuck! I brought him back to my house.

Posted by a TS / CD

By sissyjamie4daddys

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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 sexysexaddict23 “Made love to my mother in law” V vinnielvsit “My first hard member and it felt great” S sideways69nu “Found a friend with companionship”

akshay “One Message… One Unforgettable Night 🔥”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	Tiffanyheels Trans Couple Straight	Crossdresser and girlfriend	79.8k	1.4k	3.2k	↗
#2	KestrelElbow9092 Gay Straight for Gay Straight	Careful what you wish for.	25.7k	361	3.1k	↗
#3	cnysub Gay Trans Straight	Ads on DoubleList	49.0k	545	2.9k	↘
#4	kimorafoxxsexycd Couple Gay Trans	Watched ex gf	77.0k	1.1k	2.8k	↘
#5	sissyjamie4daddys Trans Couple Straight	I love water	47.7k	461	1.9k	↗
#6	wally4u Trans Gay Straight for Gay	Pre-Halloween CD Dress Up! Part 1	53.2k	276	1.8k	↘
#7	Steve Straight for Gay Straight Gay	Gym kiss pt.2	49.6k	616	1.7k	↘
#8	curiousladyd Straight Couple Straight for Gay	First really big appendage	10.5k	361	1.2k	↘
#9	powers8 Straight Gay Straight for Gay	Back with Michelle and Lisa	34.3k	352	1.1k	↘
#10	Dedavis Straight for Gay Straight	House hunting pt 1	38.4k	277	1.1k	↗

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

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