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A Surprising Meeting on Super Bowl Sunday
My first time I let a man get into my panties was super bowl Sunday, patriots vs eagles. I was looking thru Craigslist n saw an ad from a 67 year old silver haired daddy. We exchanged a few emails,

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit from Daddy: A Day to Remember
So I was up n about doing some housework wearing a short lil sun dress when I got the urge to ride a fucking toy. I sat on my couch n started doing deep knee bends on my 8" dilly when I get a

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Wedding Dress Role Play Encounter
One night I normally dressed up at home only I posted a add when this nice guy responded asking if I would ever wear a wedding dress for some role play for him and a friend. I got really excited not

Posted by a TS / CD

By Wet41

A Submissive Encounter at the Bar
I'm a submissive prissy sissy cock sucker. Nothing brings me more joy and pleasure then wrapping my mouth around a cock and tasting that sweet man honey, that tasty cum. I am cock and cum hungry

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visitor at Midnight
I was in bed last night playing with 1 of my dildos. I thought I heard some noises from outside. I looked but didn't see anything. I passed it off as a raccoon. I went back to riding my toy n

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Family Reunion at His Place
I stopped by one of my sugar daddy mens house Thursday evening to have some sucky fucky time. I was in the middle of sucking daddy mans cock when he got a text from a cousin. Daddy mans told me his

Posted by a TS / CD

By sissyjamie4daddys

A Crossdressing Adventure at the Motel
This is a true story back in the day when Craigslist was popular I used to travel for my job. My area included Pennsylvania and off the turnpike there was a video store with a motel across the

Posted by a TS / CD

By RacoonQuest8289

A Unique Encounter at the Pennsylvania Motel
This is a true story back in the day when Craigslist was popular I used to travel for my job. My area included Pennsylvania and off the turnpike there was a video store with a motel across the

Posted by a TS / CD

By RacoonQuest8289

A Surprising Encounter with a Colleague
I have been a secret Panty-Boy since I was 14 (early 1980’s). When I discovered D/L I finally found a few other Secret Panty boys and have had some fun. I’m not Femme, or Sun, or

Posted by a TS / CD

By paulramone1138

A Unique Bond: Exploring Family Connections
"That's it daddy, take that deep" I told my daddy as he fucked my ass. "Fuck me baby. Slam my ass with that meat stick. Yeah, your cock feels so good pounding me". Daddy

Posted by a TS / CD

By sissyjamie4daddys

A Heartfelt Hospital Visit with Daddy
One of my daddy mens called me earlier today to tell me he was in the hospital n he wanted me to come up to visit him. Daddy mans was in a private room, n needed something to help him relax. I told

Posted by a TS / CD

By sissyjamie4daddys

The Importance of Kissing in Connections
Most of the daddy mens that I hookup with know that one of my main things is that they must love to kiss. I am big on kissing. I love to kiss after sucking daddy mens cocks, while they are fucking

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Guests: A Night of Surprises
I have several sugar daddy mens that have keys to my house. They are welcome to stop by anytime they need or want to. My sugar daddy mens know they need a key to unlock my front door, but my back

Posted by a TS / CD

By sissyjamie4daddys

Navigating My Unique Relationship with Dadda
I met a much older man on here a few months ago. He is my dadda. I'm his sissy. I live with dadda serving him and providing services for him and his friends. Dadda has trained me well. I am his

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Connections at a Housewarming Party
I was invited to a house warming party by one of my daddy mens. Daddy man has just bought this cute, quaint lil house n he wanted to show it off. Daddy man is a very good looking man in his mid 60s,

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Encounters at the Movie Theater
I love sucking dicks and swallowing that sweet baby batter, that nutty juice. I love going to porn shops and going to the glory holes and sucking off 2, 3, or more dicks till I get my tummy filled.

Posted by a TS / CD

By sissyjamie4daddys

A Unique House Cleaning Adventure with Friends
I'm a sissy maid for a group of men. I am always wearing a French maid outfit, complete with heels, wig, fake boobs and makeup. When I'm cleaning I must keep a butt plug in my ass and if

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Meeting at the Gas Station
I met a young daddy off DL last night. He was just looking to get his nutty off. We met at a gas station n he followed me back to my house. As soon as we got out of our cars, he kissed me n rubbed my

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter at the Theater
I been on this site and finally met someone who really wanted to hook up.he was every thing i wanted .he was my moms boyfriend and he didnt recognize me cause i was in my c.d.dress.we went to a

Posted by a TS / CD

By monicagcups

An Unexpected Morning with My Neighbor
I guess I can put the story under this section. My neighbor and I used to hang out. One Saturday morning my parents were at work. My sister was a cheerleader and they had a field trip . We were at my

Posted by a TS / CD

By Miniho

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Pre-Halloween CD Dress Up! Part 1 52.4k 275 1.8k
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First really big appendage 10.2k 359 1.2k
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