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A Long Drive to a Country Visit

I got on doublelist to find a lonely top daddy that wanted to use a crossdressing bottom sissy. After I responded to a few ads, a few replied back. One in particular caught my attention. He was 67

Posted by a TS / CD

By sissyjamie4daddys

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A Surprising Meeting at the Coffee Shop

One of my local sugar daddy mens called me n told me he wanted to talk with me bout a lil bizness proposition. We met at a coffee shop. This sugar daddy mans is a great lover n he knows how to sling

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Visit from Daddy Mans

A daddy mans stopped by for some sucky fucky time earlier today. I greeted him like I greet every daddy mans: on my knees mouth open ready to taste that delish cock as soon as he walked into my

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Visit to Daddy's House

A few years ago, before I transitioned to complete womanhood, I was a simple crossdressing lil sissy, who acted fem. I would go house n bed hopping on a daily basis n take care of lonely n horny

Posted by a TS / CD

By sissyjamie4daddys

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A Night of Dance and Unexpected Drama

I had another fab night last night. I met one of my daddy mens at a local club. We danced n had a really good time. A few of his friends were there n my daddy mans introduced me to them. One of them

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By sissyjamie4daddys

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A Morning After Filled with Confusion and Questions

I woke up this morning in pain. I have a major headache, my back hurts, my tits are sore, red, n covered in like glitter, my ass is sore, n my jaws are sore. Not sure WTF happened last night, but

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Connection at the Club

I stopped at the club last night for a lil pick me up, dick me down, fun time. As soon as I walked in, I saw a very hot looking daddy that I def wanted to get to know. Tall, broad shoulders n hairy

Posted by a TS / CD

By sissyjamie4daddys

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A Playful Afternoon with Daddy Mans

One of my daddy mens stopped by earlier today for some fun. We were sitting on the couch, kissing n making out like 2 horny teeny boppers. My daddy mans was rubbing my body, sucking n squeezing my

Posted by a TS / CD

By sissyjamie4daddys

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Adventures in the Local Park at Night

The last two nights have been great fun in our local park. There is a parking lot where guys gather after dark and I was one of them. Both nights I was dressed up as a slutty CD with a black bra,

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By PigeonFrost1418

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A Journey of Self-Discovery on the Road

so a few years ago I went on a road trip with my uncle to get my cousin from his grandparents house a few states away and i had nothing going on so i invited myself to ride along with him so Sunday

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An Unexpected Evening at Daddy's Game Night

I was invited to a daddy mans house last night for game night. Daddy told me he had 7 of his friends over to play some poker, n wanted me to serve drinks n food. WTF do I look like, a fucking

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Encounter While Dog Walking

I was out walking my dog in my neighborhood. I noticed a car circle the block a few times then park. A daddy asked me if I needed a ride. I told him no, that I live over there. Daddy told me I look

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By sissyjamie4daddys

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A Transformative Night Out with New Friends

I just want to share my journey. Starting at age 14, I would try on my mom's clothes, her bra.... and I would get so hard looking at myself. As I got older and left for college I would get

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A Night Out at the Club with Daddy Les

I used to go to a club with my daddy Les, where I was introduced to a few other gurls, n other daddys. My daddy Les loved showing me off, n sharing me with the other daddys at the club. I got to know

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Visit at Daddy's Place

I was invited over to a daddy mans house to have some fun. Daddy mans has the house to himself, n is really looking for some company. When I get to daddy mans place, I noticed a car parked in his

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Meeting in the Country

Last week I posted an ad really looking to suck that night. Thinking the worst i was already playing with myself when I got a response. Big country man wants me to meet him in his truck at some

Posted by a TS / CD

By italianstallion86

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A Unique Cleaning Service for Busy Dads

I own a house cleaning bizness. For a flat rate I come to your house, apartment, condo n do some cleaning. I also provide extra $ervice$ that are not listed. All of my clients are busy daddy mens who

Posted by a TS / CD

By sissyjamie4daddys

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From Bar Encounter to Lasting Love

HOW I BECAME A WOMAN PART 2: My parents and I made a deal about my money. I would split the money 50/50 with them. I opened a bank account and put away as much money as I could. My career as a

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An Evening at the Hotel with Daddy Mans

I was on a date with this very handsome, well built daddy mans, at his hotel. Daddy mans wanted the entire gurlfriend sexperience. We were in bed kissing n getting all touchy feely. Daddy mans

Posted by a TS / CD

By sissyjamie4daddys

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House Sitting Leads to Unexpected Company

A dear sweet lady friend of mine asked me if I would house n dog sit for her while she was out of town for a few days. I told her I would. She told me that if I wanted to get my freaky freak on, to

Posted by a TS / CD

By sissyjamie4daddys

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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

M moratxfr “The first time” H hung4powerbttms “Them boys.” V valeriejudith “I’m looking for a man who knows how to make a woman smile, appreciates affection, and isn&rsqu” D dombdsm247 “Dominant parent”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Couple Gay Straight for Gay	Letting her desires take over	82.3k	1.0k	4.7k
#2	Tiffanyheels Couple Straight Trans	Excited wife self-pleasure	182.8k	2.5k	4.5k
#3	kimorafoxxsexycd Couple Trans Gay	Gf watched me and her gay friend	166.7k	1.7k	4.0k
#4	KestrelElbow9092 Straight Gay Couple	Innocent flirting, right?	85.1k	724	3.7k
#5	butchmax Couple Gay Straight	It started at home and spread ha	130.9k	856	2.3k
#6	Dedavis Straight for Gay Straight	Massage studio part three	113.6k	761	2.1k
#7	wally4u Gay Couple Trans	Drunk Abs Experience I'll Never 4Get!	75.1k	331	2.0k
#8	sissyjamie4daddys Trans Couple Straight	I love water	87.8k	498	2.0k
#9	Steve Straight Straight for Gay Gay	Vacation with my Aunt part 1	59.9k	692	1.8k
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	88.6k	678	1.7k

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

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