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Category: TS / CD

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A Night of Unexpected Connections

I had met him on a chat line and he was older then me wich I like so I put on some patten black leather stilettos 👠 and white stockings with a sexy purple dress went to his house and he was very

Posted by a TS / CD

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Exploring Identity at a Unique Group Gathering

This was my first encounter actually fully expressing myself in various ways, a group situation. It's when I really got to appreciate dressing up and exhibition. I met up with this wealthy

Posted by a TS / CD

By Deleted User

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A Mysterious Meeting at Madera Park

This happen in Madera at the park on 99 and 26 where jack in the box is. I dressed myself and whent to the park at night. I sat at a bench where the playground is. After a while a big beautiful guy

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By Deleted User

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A Surprising Encounter on a Cold Night

It was a cold night when for the first time I had my first encounter with a man. I dressed myself like a woman. I was so hot and this guy was shirt less. He kept looking at me and told him "im

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By Deleted User

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An Unexpected Encounter at the Bookstore

I have a story to tell about the first time I dressed in the first time I had sex with another man and it was an African-American man and it was awesome I met him in the p**** store adult book store

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Exploring New Boundaries in a Threesome

Tom and Jim, part 2 I was about to experience my first 3some and Tom and Jim were doing their best to make sure I was enjoying it. When we finally moved to the bed, after a half hour of foreplay on

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Planning a Weekend Threesome at the Vacation Home

I had been with Tom a dozen times or so and it had always been hot and passionate. When he suggested a 3some, aside from my normal nervousness, I jumped at the idea. We planned to meet at my vacation

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Unexpected Meeting in the Garage at Night

I was In the garage getting stoned on sum good weed Friday evening after dinner thinking about early that day 230 in the afternoon to be exact I was fully dressed super tight long sleeved black

Posted by a TS / CD

By Deleted User

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A Bored Traveler's Unexpected Houston Adventure

Hot days in Houston. Part 1. 2 years ago I stuck in Houston for 10 days, doing some mundane work for my company. The work itself just took a few hours then I had to wait the rest of the days for my

Posted by a TS / CD

By Deleted User

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Navigating Identity and Relationships Over Time

Almost over the hill went my hole life n closet started giving head regularly at a before hit teenwell better not say tht but u get my drift always had girls but wld go behind there backs n be with

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Navigating Identity and Relationships in Life

Almost over the hill went my hole life n closet started giving head regularly at a before hit teenwell better not say tht but u get my drift always had girls but wld go behind there backs n be with

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An Unexpected Meeting in a High Rise

I was working a high rise in a large city. Had to do about an hours of work in each condo unit. Usually the building provided a security escort to accompany me. In the last unit to do that day the

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An Unexpected Meeting in a High-Rise

This story is only slightly embellished, but almost too true to retell I was working a high rise in a large city. Had to do about an hours of work in each condo unit. Usually the building provided a

Posted by a TS / CD

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Exploring a Crossdressing Fantasy with Friends

I had been cross dressing for a longtime and was totally straight and had had 3 women with strapons make me the slut I wanted to be but I found myself wanting to taste cum and to feel it deep inside

Posted by a TS / CD

By Deleted User

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Exploring Curiosity at the Bookstore

So I am a man but I like to wear lingerie around the house when I am alone because I feel comfortable in them. I will sometimes wear them under my clothe when I go out. I really get a thrill from No

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A Lingerie Host's Private Gathering Adventure

Horny wired xdress looking for fun long kinky session anal insertion sticking things up my ass exhibitions. I pick up men host answers door in lingerie and sticking things up my ass. I take them in

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Exploring Identity on the Road

Hello I am a Crossdresser and have been for many year's once in a while I'll post an add while I am traveling for work I dress fully from head to toe trying to be as feminine as possible

Posted by a TS / CD

By Deleted User

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Exploring Shared Fantasies in a Relationship

I am a mature Crossdresser and I love transforming myself into Wendy, a sluty submissive bottom feminine women. Over two years ago I put an ad on DL and was so lucky to meet a man, who I have

Posted by a TS / CD

By Older Crossdresser

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An Unexpected Visit and the Hiding Game

If there is 1 thing I hate worse than anything it's being cock blocked by a daddys cunt of a wife. There I am, between daddy's legs, sucking n licking a nice delish thicky thick cock, when

Posted by a TS / CD

By sissyjamie4daddys

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A New Year's Eve Encounter in Wilton Manors

New Year's Eve in Fort Lauderdale's Wilton Manors area. Part 3 He gave me a long deep French kiss. I was really turned on and he was up and ready for round two. I told him that I had only

Posted by a TS / CD

By privateer269

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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”

Mouth4You “First time sucking penis” D Deleted User “Phenomenal First Time” S samwhycantwe “Intentional intimacy”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Straight for Gay Straight	Parking lot kiss	35.1k	634	4.1k	↘
#2	Tiffanyheels Trans Couple Straight	Crossdressing intimacy in office	78.0k	1.4k	3.2k	↘
#3	KestrelElbow9092 Straight for Gay Gay Straight	Beautiful and Black	24.1k	355	3.1k	↘
#4	cnysub Gay Trans Straight	Ads on DoubleList	47.9k	530	2.9k	↘
#5	kimorafoxxsexycd Gay Couple Trans	Very kinky self care	74.6k	1.1k	2.7k	↘
#6	sissyjamie4daddys Trans Couple Straight	I love water	45.8k	461	1.9k	↘
#7	wally4u Trans Gay Straight for Gay	Pre-Halloween CD Dress Up! Part 1	52.6k	275	1.8k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	49.2k	612	1.7k	↘
#9	curiousladyd Straight Couple Straight for Gay	First really big appendage	10.3k	360	1.2k	↘
#10	powers8 Straight Gay Straight for Gay	Back with Michelle and Lisa	34.4k	351	1.1k	↘

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