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Category: TS / CD

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An Unexpected Visit at Home Leads to Surprises

I set up a gloryhole at my house and posted ads on DL and AFF for any top men that needed their cocks sucked to stop by. I got quite a few responses and started lining them up in 15 minutes

Posted by a TS / CD

By sissyjamie4daddys

0

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A Crossdressing Adventure at the Motel

Had a date out of town I was crossdressing she was TS I got motel we done our makeup got into hut tub she blew me sex wasn't the best part yes it was great but it was my first time dressed

Posted by a TS / CD

0

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A Unique Evening with Friends at Home

I'm a lil sissy cuckold slut to my wife and her fuckboys. She invites men over to our house and it is my job to share their cocks with her by sucking their manly cocks which I do without any

Posted by a TS / CD

By sissyjamie4daddys

0

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Unexpected Meeting at the Local Arcade

I stopped at a local adult arcade yesterday. When I arrived, there were at least 10 manly men there roaming around. I got a ticket to one of the theaters and wiggled my ass down the lil hallway and

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Encounter in a Swim Suit

Back in 2020 when I first moved to Oregon I was searching for myself. I answered an add for someone to wear a women’s swim suit. We agreed to meet at his place. I entered and was ushered into

Posted by a TS / CD

1

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Unexpected Visit: A Friend's Partner in Need

My BFF is another crossdresser. She is very classy, n a romantic at heart. She is in a long term relationship with a very handsome older daddy. I am the complete opposite of her. I am slutty, have

Posted by a TS / CD

By sissyjamie4daddys

0

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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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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

B bxtchfamous “A Tale Of Two Heroes” H HotChocolate247 “Hoping to meet the real ones here” W wnnafck90 “Unexpected fling” Z zayamill “Sexy Zaya, available for connection”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Couple Gay Straight for Gay	Making love my neighbor in our pool late at night	68.6k	907	4.5k	↘
#2	Tiffanyheels Couple Straight Gay	Wife wears revealing dress to party	158.8k	2.3k	4.2k	↘
#3	kimorafoxxsexycd Trans Gay Couple	My first adult bookstore fun	139.4k	1.5k	3.7k	↘
#4	cnysub Trans Couple Straight	mY new submissive transgender	86.0k	727	3.4k	↘
#5	KestrelElbow9092 Straight Gay Couple	A female dog to sub Part 1	58.4k	580	3.4k	↗
#6	sissyjamie4daddys Trans Couple Straight	I love water	77.6k	491	2.0k	↗
#7	wally4u Gay Couple Trans	I Guess He Did Have To Go!	70.4k	317	2.0k	↘
#8	butchmax Couple Straight Straight for Gay	I guess I told her while I was drunk	98.5k	659	1.9k	↘
#9	Dedavis Straight for Gay Straight	Adult video store part three	88.2k	651	1.8k	↗
#10	Steve Straight for Gay Straight Gay	Gym kiss pt.2	54.8k	659	1.7k	↘

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

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