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Category: TS / CD

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My Journey with Daddy Eddie: A Unique Bond

I'm a passable lil crossdressing bottom sissy. I was broke in 8 years ago by my daddy Les. Daddy Les turned me onto man love, n turned me out to his friends, n other daddys. There was one

Posted by a TS / CD

By sissyjamie4daddys

6

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An Unexpected Meeting at the Restaurant

"My ain't you a pretty lil sissy" daddy said as I walked past him. "Care to sit on my lap". I was shocked as we were in a restaurant n sitting a few tables apart. I

Posted by a TS / CD

By sissyjamie4daddys

0

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Unexpected Encounters in a Hotel Room

Sitting here in my hotel room, mouth open sucking on daddy mans cock, my legs spread as daddy mans finger fucks my sissy cunt, I cant help but think what a sissy slut I really am. This is my 4th

Posted by a TS / CD

By sissyjamie4daddys

2

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A Night of Luck and Unexpected Connections

Went on a date night last night with one of my out of town daddy mens. We had din din n then to a local casino, as my daddy mans was feeling lucky n in a gambling mood. After din din, we went to

Posted by a TS / CD

By sissyjamie4daddys

2

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An Unexpected Visit Leads to Connection

It was amazing meeting this guy on here, we talked and I agreed I hosted, he came over, di the needful at the entrance for verification. And it was all lit I stepped out to pick him up, we both

Posted by a TS / CD

By Deleted User

0

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A Playful Grocery Store Encounter

so i have spent the last two days with this very fine chocolate man with a nice 9" cock we both have been off because of the holidays and have time we went to go grocery shopping this morning

Posted by a TS / CD

5

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An Unexpected Movie Date Adventure

This Friday my gf did my wig makeup and dressed me and me looking cute cause she wanted to go out with my bf right. After she did my makeup wig and dressed me she kissed me and says I love my sissy

Posted by a TS / CD

By kimorafoxxsexycd

5

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An Unexpected Encounter at the Truck Stop

Sissy gay cumslut crossdresser was dressed to thrill and I was cruising the truck stop dressed up sexy in my fuck me pumps. I knocked on the door of the first truck i came to. Noone answered me, so

Posted by a TS / CD

4

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Unexpected Meeting at the Truck Stop

Sissy gay cumslut crossdresser was dressed to thrill and I was cruising the truck stop dressed up sexy in my fuck me pumps. I knocked on the door of the first truck i came to. Noone answered me, so

Posted by a TS / CD

2

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Unexpected Encounters at the Adult Theater

I am a bi crossdresser, but today I went to an adult theater without being dressed as a woman. I started watching shemale movies in one theater, which got me very hard. Then I went in the gay

Posted by a TS / CD

By Tiffanyheels

5

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A Unique Holiday Game Night Experience

I was invited to a daddy mans house for a special XXXmas game night. My daddy mans told me to wear something festive for the holly day season. I decided a short lil green skirt, a low cut red top to

Posted by a TS / CD

By sissyjamie4daddys

2

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An Unexpected Evening of Transformation and Surprise

I posted a add for a female to help me dress as a female as I wanted to feel sexy for a Saturday evening. I had a a response from a older lady that said her and best freind had always talked about

Posted by a TS / CD

8

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A Night of Shared Adventures Among Couples

I live to lick a pussy that has been just filled with another man’s cum! Since my wife and I are swingers, I have done this many times. I also love to lick my own cum out of a pussy When we

Posted by a TS / CD

By Tiffanyheels

6

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An Unexpected Encounter in a Boston High-Rise

It started off with this women contacting me saying they needed a no limit sissy who knows her role as a submissive bitch for a 4-6 hour session. which instantly got me excited but she wouldn't

Posted by a TS / CD

1

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Exploring the Unique Bond of a Sissy Gurl and Her Daddy

I have been crossdressing n living my life as a sissy gurl for the last 8 years. I am NOT trans. But I do have 38DDs tittys that my daddy mans got for me 7 years ago. I still have my lil teeny tiny

Posted by a TS / CD

By sissyjamie4daddys

1

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Unexpected Performance at a Bachelor Party

Soo 2 weeks ago this black man called me and said he looking to hire 2 girls and 1 sissy gurl for a bachelor party of 14 guys all black and they were looking for a complete no limit slut which they

Posted by a TS / CD

4

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An Unexpected Encounter at the Theater

I had been crossdresser since age 12-13. Love to masturbate wearing my sisters things. Then started going to adult theaters. Then one night I went in a booth without doors. I put on a shemale movie

Posted by a TS / CD

By Tiffanyheels

5

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Adventures on the Open Road with Daddy

So I love giving road head to any daddy mens. I have been giving road head for years n in my opinion there is nothing better. Just get into a car with daddy mens, sit in the front seat n reach over

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Gathering with New Friends

So I got my lil sissy ass invited to a group sexssion yesterday by one of my local daddy mens. Talk bout a lot of fun!! There were 7 daddy mens plus my man, me n this really cute lil twinky. I have

Posted by a TS / CD

By sissyjamie4daddys

3

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Festive Outfits and Friendly Encounters

Just relaxing after a long day of Christmas shopping. The stares n the compliments I got from people. People are so friendly this time of year. I decided to put on my lil Christmassy outfit: green

Posted by a TS / CD

By sissyjamie4daddys

3

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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

R roosterrogers “Young eager for hours” J jabby69 “It took 20 years.....” S submit2one “Too Many Tops Think Anal and Intimate Technique is One in the Same” S sissyemilymatt “Night walk”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Straight for Gay Couple	The fast and furious	59.8k	840	4.4k	↗
#2	Tiffanyheels Couple Straight Trans	Wife turns bi after toy party	133.0k	2.0k	3.9k	↗
#3	kimorafoxxsexycd Gay Trans Couple	Swallowed my bfs meal at lunch	127.8k	1.4k	3.5k	↗
#4	KestrelElbow9092 Straight Gay Couple	Picnic Fun	48.5k	518	3.3k	↗
#5	cnysub Gay Trans Straight	Part 1 Nude Performer	75.1k	694	3.3k	↗
#6	sissyjamie4daddys Trans Couple Straight	I love water	71.5k	487	2.0k	↗
#7	wally4u Couple Trans Gay	Got Wife Off Flying To Cabo!	67.1k	309	1.9k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	53.6k	644	1.7k	↗
#9	butchmax Couple Gay Straight	I Guess We Asked for it	83.4k	616	1.7k	↘
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	82.7k	668	1.7k	↘

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

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