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Category: TS / CD

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A Night of Fun at Daddy's Party

I just got home from pulling an all nighter with 7 young studs. Cum is still leaking out of my sissy cunt n my jaws are sore. But I loved every second of every minute of every hour. I can still taste

Posted by a TS / CD

By sissyjamie4daddys

0

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Unexpected Encounter at the Boat Ramp

I had met a guy on DL and corresponded with him for a while. He wanted pictures of me and I had sent some and it turned out he had a breast thing and I have nice breasts (38 C or 40B) so I sent him

Posted by a TS / CD

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A Weekend Getaway with My Sugar Daddy

So last week one of my sugar daddy mens invited me to his house. His lil wifey-pooh was going to visit fam for a few weeks n daddy mans needed my company. Daddy mans lives in NC n he gave me a nice

Posted by a TS / CD

By sissyjamie4daddys

0

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A Playful Encounter in the Bathroom

I'll start by saying that me and my partner who i met on here are close and have a very strong understanding of each other and that our kink play is both safe and consensual. Im 25 trans pre

Posted by a TS / CD

0

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A Chance Meeting at Starbucks During a Wait

I had to take my car in to the shop for an oil change. There were a few peeps a head of me n the car guy told me it would be bout 1.5-2 hour wait see before they could get my car in. Thank goodness

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Reunion with My Old Teacher

I was cruising the ads on a few diff sites n replied to a few that were posted by older daddy mens. I have a major fetish for older daddy mens. They make me weak in the knees n I will do anything for

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Experience During a Doctor's Visit

Some years ago my PCP wanted me to see a urologist so they could check my prostate. Now, I like having my prostate probed/massaged so that did not sound bad to me so I went. I needed a late

Posted by a TS / CD

2

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An Unexpected Connection on the Couch

I usually don't lety daddy mens lick my lil ppclit. My lil tiny shriveled up ppclit does not function like a real daddy mens cocks does. It's only there to serve 2 purposes: to tinkle n

Posted by a TS / CD

By sissyjamie4daddys

0

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A Surprising Hospital Visit in Feminine Clothes

I'm a semi passable crossdresser who wears my fem clothes under my manly clothes. I guess you can say I'm a closeted crossdresser. I am a total bottom sissy, who is very feminine with top

Posted by a TS / CD

By sissyjamie4daddys

0

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A Surprise Lunch Date After Shopping

Met this daddy while shopping. Daddy is an older daddy. Daddy asked me if I wanted to go to lunch with him. "Of course I will daddy" I told him. We walked arm in arm out of the store n into

Posted by a TS / CD

By sissyjamie4daddys

0

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A Surprising Morning with Two New Friends

There is nothing better than waking up with 2 daddy mens laying next to you, one burying his cock in my sissy cunt, while the other daddy mans is face fucking my mouth. I LOVE that. So yesterday I

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Night with Friends

Last night was my first-time with 2 guys! I had no idea it was going to happen, but it was planned by the guy I had hooked up with. This guy and I have been hooking up off and on recently. Messaging

Posted by a TS / CD

0

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A Night Out at the Adult Arcade

I have been with my daddy for 7 years. Daddy has taught me and trained me on how to be a big time whore. Daddy buys me my outfits, my shoes, my makeup, my jewlery, anything that his lil gurl needs or

Posted by a TS / CD

By sissyjamie4daddys

0

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A Morning Encounter at Daddy's Place

I got invited to a daddy mans house this morn for breakfast. Daddy mans told me he was looking for a handy. He told me he woke up with a massive boner n needed some relief. He told me his wifey pooh

Posted by a TS / CD

By sissyjamie4daddys

0

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A Surprising Meeting on a Park Bench

I love me daddy mens that are truly packing. The bigger the better that meat stick is the more I enjoy it. Especially if daddy mens can last a nice long time. Yesterday I met a good looking daddy

Posted by a TS / CD

By sissyjamie4daddys

0

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A Night of Unexpected Encounters in the Garage

I pulled into the open garage door as instructed Turned my car off as the door closed slowly behind Mr I was scared This is the first time I had ventured out dressed I had placed an ad on Craigslist

Posted by a TS / CD

By averageguy2021

0

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A Fun Evening of Poker and Surprises

Last night I went to my buddies house to play poker. My friend said to come early to help him set up. He asked me to dress up in something sexy. I got a new blue dress that was a little short. I also

Posted by a TS / CD

0

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A Unique Birthday Surprise with Friends

My wife and me had been married about 5 years when she found out I love crossdressing and it turned her on so she bought a strap on and used it all the time on me and seeing how I loved it she for my

Posted by a TS / CD

By Deleted User

0

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An Unexpected Encounter at the Bookstore

So last night I stopped at a local adult bookstore bout 8ish. I was all dressed n ready to get down on a cock or 2 or 7. As I parked my car I noticed 2 daddy mens walking out the store. I walked past

Posted by a TS / CD

By sissyjamie4daddys

0

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A Day of Luxury with My Sugar Daddy

One of my sugar daddy mens is in town til Sunday. He has treated me like a queen since he got here late Monday night, n I have treated him like a king. Yesterday, my sugar daddy mans took me on a

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

J janee1 “An Unexpected Meeting That Turned Into Something Special”

Olivia “The message I almost ignored”

cnybottom “I became a gay fan” L LucyV “I'm a romantic trans woman”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Couple Straight for Gay	First true anonymous intimacy	77.9k	1.0k	4.7k	↘
#2	Tiffanyheels Straight Couple Trans	Intimacy with ex mother in law	175.3k	2.4k	4.3k	↗
#3	kimorafoxxsexycd Trans Gay Couple	Home alone	158.5k	1.6k	3.9k	↗
#4	KestrelElbow9092 Gay Straight Couple	Closet kicked in.	79.5k	688	3.6k	↗
#5	butchmax Straight Gay Couple	My Husbands Best Friend	120.2k	813	2.1k	↘
#6	wally4u Gay Couple Trans	Drunk Abs Experience I'll Never 4Get!	73.7k	330	2.0k	↘
#7	Dedavis Straight for Gay Straight	Super Bowl group event part six	102.7k	706	2.0k	↗
#8	sissyjamie4daddys Trans Couple Straight	I love water	84.7k	496	2.0k	↘
#9	Steve Straight for Gay Straight Gay	Doublelist fan	57.8k	677	1.8k	↘
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	87.6k	678	1.7k	↘

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

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