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Category: TS / CD

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Unexpected Meeting in a Parking Lot

I’m a closet CD. One night I got done hanging out with friends. I hit up Kik and there was a guy who’d been wanting to fuck me for a while. I told him I’m down but I didn’t

Posted by a TS / CD

By jamesvegas1997

0

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An Unexpected Connection with My Neighbor

I bought my house four years ago. Everyone seemed normal, nothing crazy going on. I'm single and live alone, and wherever everyone was at, relationship wise, was stable. Then, after four years,

Posted by a gay man

0

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A Unique Encounter at the Coffee Shop

I posted an ad on DL 2 days ago. I am a complete, 100%, bottom sissy gurl who is a passable crossdresser. I got several responses from top men. A few of them stood out to me, but I chose an older top

Posted by a TS / CD

By sissyjamie4daddys

0

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A First Encounter at Home with a Stranger

Talk and Handsome Part 1. I’m still not very experienced in being cd or playing with guys, but I have had one encounter with a guy that left me wanting more. This happened a few years ago when

Posted by a TS / CD

By Xiomara_Karina_

0

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An Unexpected Encounter with a Beautiful Amazon

I was a lover large women, the bigger the better. Several years ago I met a beautiful amazon in a bar downtown. I didn't know she was a crossdresser. She was 6 feet tall, about 250

Posted by a TS / CD

0

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An Unexpected Encounter During a Dog Walk

I had a wonderful time last night with a fine ass young stud. I took my lil pupperz out for a walk round the block like I do every night. I was bout 7 houses away when a car pulled up next to me. A

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Guest at the Hotel Room

Well I fucked a few bbc daddys discretely from double list and my holes needed regular bbc cum so I was at a room like usual waiting for this light skinned older bbc daddy to arrive. I passed out

Posted by a TS / CD

By portlandpartier

0

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An Unexpected Connection at His Place

I was just a sissy Princess taking pics & dressing up, making videos of me sucking and fucking black dildos when I bumped into double list. At first I was kind of shy to make a post. Finally I

Posted by a TS / CD

By portlandpartier

0

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An Unexpected Visit Turns Into a Surprise

I met an older top man from DL yesterday who invited me to his place. He told me that when I got there to knock 6 times then walk in. I knocked then walked in. He was sitting in a recliner, naked,

Posted by a TS / CD

By sissyjamie4daddys

0

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A Night of Poker and Flirting with Friends

I'm 100% a bottom sissy. I am always dressed in my fem clothes, and I only have sex with tops. Wednesday night I got invited to a top daddys house for a card game. We was playing Texas hold em.

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Encounter at the Motel

Said he wanted to dress with another CD and get his ass eat out and his balls sucked on and some deepthtoat oral to completion. So being a pleaser and a CD as well i agreed to meet at a local motel

Posted by a TS / CD

By rachelbottomcd

0

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Exploring Secret Meetups in Private Spaces

Most of the men that I hook.up with are married, and consider them selfs straight. They come to me cause there wifey pooh don't give up the ass, mouth, are that cunt of theres anymore. With me,

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Visitor Brings Surprises

Last night I was sitting at home playing with a 9" inch dildo while sitting on the couch. My couch faces the front door at my house, n anyone could look in to see me fucking myself. I was not

Posted by a TS / CD

By sissyjamie4daddys

0

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Adventures at the Rest Stop: Unexpected Encounters

I like to go to public areas - parks, rest stops, stores, truck stops, etc - anyplace that has bathrooms, n give men handjobs, or suck their cocks for them. I usually hang out on my car, by my car,

Posted by a TS / CD

By sissyjamie4daddys

0

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A Sweet Surprise from My Sugar Daddy

What started out as a typical day last Wednesday turned out to be so much more. I got a text from 1 of my sugar daddys. He was in town for a few days n told me he was spending those days with me. Hot

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Meeting in the Country

I'm an older CD. I'm 71 years old. I have dressed for 14 years. I love sucking a hard cock. I am one horny CD. I fully dress and will suck or let a guy fuck me. I was going to guy that

Posted by a TS / CD

By OlderMaleguy

0

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A Unique Encounter in a Maid Outfit

I am a sexy submissive lil sissy. I have several daddys that I cater to. My mouth and ass are open 24-7 for men to use at a moments notice. I am always spreading my legs for any man that wants to

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Connection at the Drag Show

I'm a sissy. A BIG time sissy. I am a passable crossdresser who is ALWAYS dressed in fem clothes, n I live my life 24/7/365 as a female. I have natural long dark hair, titties, makeup always on

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Encounter on the Front Porch

I have a sugar daddy that lives in the country. The closest house to his is like a few miles away. Daddy loves to fuck me while we sit on the front porch. The other day we were on his front porch as

Posted by a TS / CD

By sissyjamie4daddys

0

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A Surprise Visit from an Old Friend

I hadn't seen my fwb for a while but last weekend all the stars aligned and he was coming over. I spent a couple hours getting ready. I had a small black dress on with sexy stockings , heels,

Posted by a TS / CD

By hardbitheway

0

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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	79.3k	1.4k	3.2k	↘
#2	KestrelElbow9092 Gay Straight for Gay Straight	Careful what you wish for.	25.2k	357	3.1k	↘
#3	cnysub Gay Trans Straight	Ads on DoubleList	48.7k	544	2.9k	↘
#4	kimorafoxxsexycd Gay Couple Trans	New life as a gay man	76.8k	1.1k	2.8k	↘
#5	sissyjamie4daddys Trans Couple Straight	I love water	47.4k	461	1.9k	↗
#6	wally4u Trans Gay Straight for Gay	Pre-Halloween CD Dress Up! Part 1	53.7k	276	1.8k	↘
#7	Steve Straight for Gay Straight Gay	Gym kiss pt.2	49.5k	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	35.0k	354	1.1k	↗
#10	Dedavis Straight for Gay Straight	House hunting pt 1	38.3k	277	1.1k	↘

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

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