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A Relaxing Evening with My Sugar Daddy
Rub a dub dub 3 men n me in a hot tub. So last week I got a text from 1 of my local sugar daddys. He invited me over to his house for a relaxing time in his hot tub. His wifey-pooh was gone for a few

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Connection in a Late-Night Store
Several years ago I got off work around midnight and decided to stop at a porn shop and maybe buy a magazine. I was looking at a few mags when a hott looking babe started looking too. I noticed that

Posted by a TS / CD

By likes big ones

A Refreshing Encounter on a Hot Day
OMG, it's been hotter than Hades the last few days. Temps near the 100s. I get a text from a young stud, early 20s, who lost power to his place. He asked if he could come over to cool off, n sit

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Encounter in the Woods
A few days ago I was taking me lil pupperz Coco out for a walk. As we walked, she saw a lil kitty cat and bolted from me. She headed towards a wooded area. I did try to recall her, but her lil mind

Posted by a TS / CD

By sissyjamie4daddys

A Journey of Unexpected Encounters and Connections
I am a cock sucker who simply LOVES having a cock or 2 in my mouth. I love the way cocks grow in my mouth. The smell, the taste, the texture of any cock. I have sucked on lil cocks n big cocks. I

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit from a Young Stud
I got on here last night looking for a top daddy that needed his cum filled balls drained. I got a reply from a young stud, in his early 30s who told me he liked what he saw. We exchanged a few

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter in the Wrestling Ring
I met an older daddy from here yesterday. He is into wrestling with a bottom. He is about 6'2", 225-240 pounds, very well built, muscular, with a very nice 8" curved cock. He took me

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit from the Neighbor
Sitting on my couch bouncing on my 8" toy, rubbing my lil nubby, when I hear a knock at the door. My couch faces the front door. I look n see my neighbor standing on my front porch. I got up n

Posted by a TS / CD

By sissyjamie4daddys

A Night at the Daddy Group Party
I love being passed around in a group of horny sex crazed older top men, or daddys as I like to call them. Most are married, n not getting their cocks drained from the wifey-pooh. That's where I

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter with My Brother
I was dressed n an taking pictures in front of the mirror in my living room I was in my bra panties stocking an garter belt all of a sudden the door opens fast an hits my side I turn it shit

Posted by a TS / CD

By Deleted User

A Night of Surprises at the Hotel Window
I used to live in Illinois and on the weekends I would check into a Red Roof in 40 miles from home where there were several TG friendly bars. One Friday night I had in my thigh highs and garter and a

Posted by a TS / CD

By gina2be

A Night of Unexpected Connections at the Hotel
I used to live in Illinois and on the weekends I would check into a Red Roof in 40 miles from home where there were several TG friendly bars. One Friday night I had on my thigh highs and garter and a

Posted by a TS / CD

By gina2be

A Night of Surprises in a Parking Lot
I'll never forget the first time I received anal. I was in my mid forties and I was on the line looking for a top. I hit it off with a 28 year old guy who was an experienced top and told him I

Posted by a TS / CD

By petitesissycd

An Unexpected Visitor During Chores
I’m married and I’ve been secretly corossdressing since i was 15. My wife knows i dress up. I normally dress up when I’m home alone. So one morning I’m in bed sleeping and

Posted by a TS / CD

By Deleted User

Unexpected Meeting in a Motel Room
I had been working in this city for the past two weeks. I got out of work. I was in my motel room. I just got out of the shower and was relaxing. It was a hot day and evening. I started to dress up.

Posted by a TS / CD

By Miniho

Exploring Identity and Self-Discovery with Family
I have been a trans girls for a number of years. I have always been aware of my exceptional sex drive. I have also been aware of my looks and figure. When I was a young man growing up I noticed my

Posted by a TS / CD

By saraangela

An Evening of Cards and Surprises
I had the pleasure n honor of being invited to a sugar daddys house last week to play cards. My sugar daddy had invited 4 of his friends for game night, n I was the entertainment. When I got there,

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Gathering at Daddy's Place
I got invited to a lil party last night at 1 of my daddy's house. He told me to dress for suckcess n to be at his place by 6pm. I wore a lil red mini skirt, white blouse, n off I went to daddys

Posted by a TS / CD

By sissyjamie4daddys

Navigating Online Connections and Choices
I had a lot of luck on here and I wanted to say thanks to everyone! I have a lot of responsibility at work and I almost never get to feel special, so I made sure that I responded to everyone and gave

Posted by a TS / CD

By Deleted User

A Weekend Adventure with New Friends
I went camping over the weekend to a place i go too offend. I was hanging out at the pool when two really nice younger guys started chatting with me. They invited me to there camp for a beer we

Posted by a TS / CD

By shiverme2069

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