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Category: TS / CD

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An Unexpected Encounter at the Club
I met an older daddy last night at a club. I was wearing a very short revealing lil black mini skirt that showed off my ass pussy. Daddy asked me to follow him to the bathroom. When we got there,

Posted by a TS / CD

By sissyjamie4daddys

A Nervous Visit to the Adult Store
So my story starts when I lived with my girlfriend. I used to take some of her clothes and lingerie. We had separated from each other. We got into a fight. She had gone to her parents house. I was

Posted by a TS / CD

By Miniho

Exploring Connections at Local Bookstores
I started sucking dick when I was a younger bi man. Now that I have come out fully dressed as a crossdressing sissy, I am sucking more dick daily, at least 2-4 a day. I love humming, slobbing,

Posted by a TS / CD

By sissyjamie4daddys

A Rainy Night Hotel Adventure with a Friend
About 10 years ago I went to a football game with a friend out of town we left in a hurry and forgot the bags with our clothes . Didn't realize it till we got to the hotel and it was really no

Posted by a TS / CD

By dekan23

An Unexpected Visit from My Sugar Daddy
Last night, I got a call from a local sugar daddy who told me to be ready by 700pm that he was stopping by. Daddy told me he had something he needed to drop off. I got all dressed up, makeup, n

Posted by a TS / CD

By sissyjamie4daddys

A Poker Game Leads to Unexpected Encounters
I am very sub and very sissy minded.. I am very very passable.. my daddy hubby is very voyeuristic.. he is so erotic and has the most magnificent cock that has ever stretched my pussy.. not only dose

Posted by a TS / CD

By modoc243

An Unexpected Meeting by the Water
Hi live in the SB area and went up to a place called Kenwood the other day looking for cock one guy motioned me to meet him down by the steam and so I followed him down and he leads me to this spot

Posted by a TS / CD

By Deleted User

An Unexpected Visit from a Charming Daddy
Last night, I was cruising thru some sites looking for some older lonely daddy that could use some company. I got a hit on AFF from a good looking 60ish top daddy that was looking for a gurl like me

Posted by a TS / CD

By sissyjamie4daddys

Journey of a Female Impersonator: Embracing Life
When I came out, I CAME OUT!! My fam freaked out big time. Some fam were shocked, same fam n friends were like it's bout time, sheesh. It went from if your father knew he would roll over in his

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Ride in a New Town
Ounce when I was very young I was skipping school my first day at a new school while walking home I wasn't sure where I was a new town new school but while trying to find the road that led out

Posted by a TS / CD

By Deleted User

Unexpected Connection at the 24-Hour Laundromat
Two nights ago, I had to do some laundry, but my washer is broke. So I found a 24 hr laundromat bout 20 minutes from my house n loaded up my car. I got to the laundromat bout 830, n the only person

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter While Shopping
I was out shopping early today when I ran into a fine ass mid age daddy. He was sexy AF. He caught me staring at him, but I don't give a fuck. He started chatting me up. I asked him what he was

Posted by a TS / CD

By sissyjamie4daddys

Embracing Identity: A Journey of Self-Discovery
I did NOT plan on this. If someone had told me 20 years ago that this is how my life would turn out, I would of laughed at them, and told them NOT IN A MILLION YEARS!!! But I was so fucking wrong.

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter with the Security Guard
This happened a couple weeks ago.. I live in a gated community and as part of that our mail and deliveries are done by the community security.. I do a fair amount of shopping on line and it is agents

Posted by a TS / CD

By modoc243

A Nervous Encounter at Daddy's House
The very 1st time I was invited to a daddys house sucky fucky time I was so nervous. That was 15 years ago. But I'll never forget the 1st cock I ever had. I met daddy off Craigslist, n after

Posted by a TS / CD

By sissyjamie4daddys

A Night Out at the Underground Bar
I was 18 I transitioned to female.. I was on hormones and my body changed as one would expect.. I moved to Phoenix to live as a female escort.. then 8.5 years later I transitioned back after very bad

Posted by a TS / CD

By modoc243

An Unexpected Evening with a Charming Daddy
I love how older daddys appreciate a gurl like me. There is no hesitation, no beating round the bush. They always have only 1 thing on their minds. N I always give them what they need. Last night a

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Meeting at the Lake
It was a nice day out yesterday, so I decided to take my lil ass fishing at a big lake near my house. I love being outdoors. Shocking ain't it!? Anyways, as I drove to find me a nice lil spot, I

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter at the Bookstore
So I met a man on here and he offered to take me to an adult bookstore and show me off and protect me so I agreed. I met him there in a short skirt crotchless pantyhose top bra and red heels. He held

Posted by a TS / CD

By dj4909

A Night of Unexpected Discoveries in a Hotel
So this is another story I have. I'm a straight man and I was with my girlfriend at the time. I was out of town for work. I had just talked to my girlfriend to say goodnight. I was in my hotel

Posted by a TS / CD

By Miniho

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

Rank Author · Category Latest Story Views Listens Upvotes Trend
#1
derake14
Gay Straight for Gay Couple
The fast and furious 60.9k 862 4.4k ↘
#2
Tiffanyheels
Straight Couple Gay
Girlfriend and her attractive daughter 139.9k 2.1k 4.0k ↘
#3
kimorafoxxsexycd
Gay Trans Couple
Swallowed my bfs meal at lunch 129.9k 1.4k 3.5k ↘
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cnysub
Gay Trans Straight
Part 1 Nude Performer 76.7k 705 3.3k ↗
#5
KestrelElbow9092
Straight Gay Couple
Picnic Fun 49.0k 520 3.3k ↘
#6
sissyjamie4daddys
Trans Couple Straight
I love water 72.3k 488 2.0k ↘
#7
wally4u
Gay Couple Trans
I Guess He Did Have To Go! 67.8k 311 1.9k ↘
#8
butchmax
Straight Gay Couple
I was FED UP 88.4k 630 1.7k ↗
#9
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 53.8k 644 1.7k ↗
#10
powers8
Gay Straight Straight for Gay
A fantasy come true 83.5k 670 1.7k ↘
Page 1 of 50 · Showing 1–10 of 500 authors

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