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Unexpected Connections at the Hotel

Hello I am Tammy part #3 He was sucking on my nipples and playing with my ppclitty.. he smiled and said good morning how do you feel?? I pause for a moment to take stock of my parts and say I feel

Posted by a TS / CD

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Exploring Intimacy and Connection in the Bedroom

Part 2 of Hello I am Tammy: he holds me down on his cock deep in my throat as I try and relax and let him fuck my throat.. he lets me up and I reach out to stroke him,, he is now two and a half hands

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A Night at the Hotel Bar with Barry

Hello I am Tammy part 1.. petite Asian and Native American trans girl.. yes I still have my small ppclit.. got my 34 double c cup breasts about a year ago.. I met Barry in the bar at the hotel I

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An Unexpected Night with a Young Companion

Laying in bed with a young stud cuddling me, his cock poking my ass. "You ready for another round" he asks. "Of course I am always ready for more cock" I told him. He started

Posted by a TS / CD

By sissyjamie4daddys

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A Cozy Night In With A Young Companion

Laying in bed with a young stud cuddling me, his cock poking my ass. "You ready for another round" he asks. "Of course I am always ready for more cock" I told him. He started

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By sissyjamie4daddys

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A Nervous Encounter: Meeting a Stranger at Home

HE MADS ME WALK FUNNY Two days ago I got a reply from a guy with a nice cock. About 8 inches, uncut, with a nice girth. I had literally just gotten undressed and washed my make-up off. I asked if

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By Ash

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An Unexpected Meeting with an Older Daddy

I posted an ad on DL looking for an older top daddy that wanted some company. I got a response from a daddy who is 73 years old, n from the looks of his pics was in good shape, with a nice curved

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By sissyjamie4daddys

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A Surprising Connection at the Local Park

Black Men with sweaty balls. I’m blonde, fair skin with blue eyes age 57, not passable just a sissy. I’m bi, I get horny looking at naked white girls with bubble gum nipples, pink wet

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An Unexpected Encounter at the Bookstore

I'd been going to the local adult bookstore for a while now, I'd say about a year and had varying degrees of luck getting some cock. Being FTM trans, sometimes it's difficult to get

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By Anonymous

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An Unexpected Night Out with New Friends

I’m actually a bi guy. I was in a club one night and a beautiful girl Cindy started talking to me. Eventually I was invited to her table where there were four of her friends. One of the girls

Posted by a TS / CD

By antisneezeya

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A Night of Surprises and New Experiences

One of my exwives was a stripper. We would get high and party and play around. She started bringing outfits home other girls left there and would talk me into letting her dress me up and would play.

Posted by a TS / CD

By suckuclean69

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An Unexpected Visit from Daddy

Laying in bed rubbing my lil ppclit as I wait for daddy to come over n give my asspussy a good workout. Daddy shows up bout 15 minutes later n let's himself into my house. "Baby gurl, where

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By sissyjamie4daddys

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A Weekend Getaway with My Sugar Daddy

A local sugar daddy texted me last Thursday. His wifey-pooh was going out of town to visit her fam, n daddy needed me to spend the weekend with him. Of course I told daddy I would. After all, I have

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By sissyjamie4daddys

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Reconnecting with an Old Friend After Years

I stopped by to see an old friend yesterday. He was one of the 1st daddys that I hooked up with 7 years ago when I finally came out. He is living in an senior citizen apartment conplexn has a

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By sissyjamie4daddys

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An Unexpected Visit to a Young Friend

I’m a 55 year old white , bi- bottom , C.D. 5’10” 145lb long legs , blonde with dark green eyes. 3 years ago , I met a guy on a chat line, he was 19 yrs old, 6’ dark skin,

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By lovetosuck1976

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A Chance Meeting at the Local Bookstore

Went to my local adult bookstore today to get some lunch. When I got there, there were only 3 cars on the lot. I checked my makeup, n went in. I was wearing tight red booty shorts that showed off my

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By sissyjamie4daddys

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An Unexpected Connection in the Closet

He wasn’t in any hurry, and offered to stay till he could get hard again and I said no that’s ok you fucked me good , but I would love to see him again if he wanted to ? He said , if I

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By lovetosuck1976

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An Unexpected Connection After a Night Out

He bought me another drink and said, when you finish that drink , how about we go back to your place ? I looked at my friend and gave him a thumbs up, he got up and left , I downed the watered down

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By lovetosuck1976

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An Unexpected Encounter in Deep South Texas

Hi, I’m a 55yr old white bi-bottom C.D., 5’10”- 150lb long legs , passable, at times I would go out in public as a girl, mostly just to bars, usually gay bars, all my stories that I

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By lovetosuck1976

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A Day at the Adult Theater: An Unexpected Encounter

I'm a passable crossdresser, 31, 5'5. 136 lbs. I haven't had sex for way too long. I woke up very horny this morning. What to do? I decided to dress up very sexy and go to the adult

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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.

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Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	Tiffanyheels Trans Couple Straight	Crossdresser and girlfriend	79.5k	1.4k	3.2k	↗
#2	KestrelElbow9092 Gay Straight for Gay Straight	Careful what you wish for.	25.4k	358	3.1k	↘
#3	cnysub Gay Trans Straight	Ads on DoubleList	48.8k	544	2.9k	↘
#4	kimorafoxxsexycd Couple Gay Trans	Watched ex gf	76.3k	1.1k	2.8k	↘
#5	sissyjamie4daddys Trans Couple Straight	I love water	47.6k	461	1.9k	↗
#6	wally4u Trans Gay Straight for Gay	Pre-Halloween CD Dress Up! Part 1	53.1k	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	360	1.2k	↘
#9	powers8 Straight Gay Straight for Gay	Back with Michelle and Lisa	34.2k	351	1.1k	↗
#10	Dedavis Straight for Gay Straight	House hunting pt 1	38.4k	277	1.1k	↘

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