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Unexpected Encounters in a Store Parking Lot

Part 2 of my night with two girls. I was going to walk out of the booth. I was not wearing my coat. So we walked out into the store. I could see the two girls walking out of the store. I was looking

Posted by a TS / CD

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A Rainy Day Adventure in a New City

The other day my boss called to say that I was going to work in this city I have never been to. It was about three hours away driving. I packed up my work clothes and my sexy bag. I was booking my

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A Journey of Self-Discovery and Connection

I was talking with a young lil twinky yesterday. They told me that they were seriously considering transitioning to womanhood. We sat at my kitchen table n discussed the pros n cons. Twinky, as I

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Meeting at Work Leads to Surprises

I get on here a lot but it never pans out but once I met a black girl that was a trans man I’m a cross dresser with plans of transitioning soon we messaged each other for a couple of days

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By closetsissjess

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An Unexpected Gathering at the Host's Party

I had another group sexshun today. There were 5 daddy mens n a young twinky at the party. The owner of the house, n the host, always gets 1st dibs. Host daddy mans wanted me n twinky on the floor

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By sissyjamie4daddys

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Navigating a Sugar Daddy's Long-Term Plans

I just got a text from one of my sugar daddy mens that lives out of town. Daddy will be in town later today til Monday night. My sugar daddy mans told me that he wants to talk bout long term goals.

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By sissyjamie4daddys

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An Unexpected Encounter with the Neighbor

I finally did it. I answered an add on DL. I told him through emails that I would host . He was fine with that. one reason for me hosting is that it gives more time to get dressed up. As a

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The Search for a Caring Daddy Figure

I have been posting on a few diff sites looking for top daddys that need a lil gurl that will take care of his every need n want. I am strictly a bottom. I have very few limitations when it comes to

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By sissyjamie4daddys

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Exploring the Dynamics of Sugar Daddy Relationships

I am blessed to have me 7 sugar daddy mens that take care of me financially, n give this lil baby gurl a very nice living. I do not want or need for anything, my bills are paid, n I get a very nice

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By sissyjamie4daddys

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Unexpected Meeting at a Rest Area

I love stopping at rest areas n truck stops n helping truckers with their loads. Of cum that is. Thursday night I stopped at a local rest area. I was wearing a lil black dress that is low cut showing

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By sissyjamie4daddys

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An Unexpected Visit Leads to Fun

I stopped by one of my daddy mens place for some late morning fun. We were sitting on the couch kissing n daddy mans rubbing my body. "I want to fuck your titties" daddy mans said. " I

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By sissyjamie4daddys

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A Surprising Meeting at the Local Adult Store

I stopped at my local adult store yesterday. There were a few daddy's n 2 other crossdressers, gurls like me inside. I'm passable, unlike the 2 CDs that were inside. I am very fem looking,

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By sissyjamie4daddys

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An Unexpected Early Morning Visit to the Gym

Hey yall ! I’m back, I’ve been out of commission for a week healing… I was presented with an offer from some guy on sniffles (which I’m done with sniffles) he was very

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By Bubblebottom1061

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A Chic Dinner Date with My Sugar Daddy

One of my sugar daddy mens was in town for a quick couple days. This daddy mans can be a lil kinky n persuasive on occasions. Daddy mans picked me up n we went to a chic lil 5 star restaurant for din

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By sissyjamie4daddys

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An Unexpected Encounter at the Bar

"Is anyone sitting there" I asked the nicely hung, good looking daddy as I pointed to his sweet looking cock. "No. I was hoping you would sit here" daddy insisted as he played

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By sissyjamie4daddys

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A Surprising Meeting with the Neighbor

I went to Arizona to go see my sister we are very close she is who caught me waering her panties when I was little and supported me with it all. So after I arrive and she picks me up she said she had

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By Deleted User

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An Unexpected Adventure During a Hotel Visit

Son in law strikes again. I get a text saying he is arriving in town and that I need to be dressed when he stops by. All excited I begin to plan my outfit. Having just bought a mini mini skirt I

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An Unexpected Visit from Daddy Mans

The other day I replied to an ad from a daddy mans that was looking for a sissy gurl to suck a 4 day load from him. We exchanged a few pics, n daddy mans asked me if my tits were real. Yes, they are

Posted by a TS / CD

By sissyjamie4daddys

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A Married Man's Hidden Life in the City

I'm a married closet bisexual black man, about five years ago I went out and got an apartment that my wife doesn't know about, she's a sales rep for a big company so she's always

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Exploring Hidden Desires and New Connections

I'm a senior bottom that feels sexier in my bottom role dressed. Ive had very handsome men turn me down or even ghost me knowing I prefer to dress. It's as much a turn on for me as I make

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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	derake14 Gay Straight for Gay Straight	Parking lot kiss	34.9k	632	4.1k	↘
#2	Tiffanyheels Trans Couple Straight	Crossdressing intimacy in office	77.7k	1.4k	3.2k	↘
#3	KestrelElbow9092 Straight for Gay Gay Straight	Beautiful and Black	23.8k	355	3.1k	↗
#4	cnysub Gay Trans Straight	Ads on DoubleList	47.5k	528	2.9k	↘
#5	kimorafoxxsexycd Gay Couple Trans	Very kinky self care	74.1k	1.1k	2.7k	↘
#6	sissyjamie4daddys Trans Couple Straight	Sucking appendage in the club	45.2k	461	1.9k	↘
#7	wally4u Trans Gay Straight for Gay	Pre-Halloween CD Dress Up! Part 1	52.1k	274	1.8k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	49.1k	612	1.7k	↘
#9	curiousladyd Straight Couple Straight for Gay	First really big appendage	10.1k	359	1.2k	↘
#10	powers8 Straight Gay Straight for Gay	Back with Michelle and Lisa	34.1k	347	1.1k	↘

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