An Unexpected Encounter in the Bedroom
So I met up with a top n his lil twink bottom. Twink is early 20s, nice juicy bubble booty, n a nice thin cock bout 6 inches. Twinks daddy was a fine ass man! In his mid 50s, 6ft 3, 250 pounds with a
An Unexpected Game Night with Friends
I stopped by a daddys house the other night for game night: poker, pool, chess, ping pong, n other games. When I got to daddys house, there were 7 other men there all sitting around shirtless. I was
A Weekend Gathering at Daddy's Place
One of my suga daddys invited me to his place for a weekend party. Daddy lives in Louisville, which is bout 4 hours from me. Daddy sent me some gas money to cover my trip to n fro. I left my place on
A Journey of Self-Discovery and Connection
I was involved sexually with an older daddy for 7 months back in 2018. Daddy introduced me to daddy's friends, other daddys, doublelist, n other gay hookup sites. When I first met my Daddy I was
A Journey of Discovery and Connection
I had always been a very open minded hetero man very into assplay and I had decided to "branch out" in my sexual journey. After connecting with another man on DL we met at his place and
An Unexpected Casino Encounter with a New Friend
I'm an older CD. I love dressing as a woman. I made my monthly overnight stay at casino not too far away from me. I usually fully dress as a woman. I posted an ad on Doublelist to see how many
A Stylish Stroll Through Manhattan's Streets
So…first of all l would like to introduce myself. My name is Mikhailla and I’m a dirty little piss whore. I am a slim, tall and sexy little piece of shit and I get so hot for older fat
Posted by a TS / CD
By Deleted User
A Night of Unexpected Connections at a Party
I shared my wife with my boss when we were in our early twenties. He was about 34 and married but his wife wasn’t with him for a few months. We went to a party (He drove his van and picked my
Posted by a TS / CD
By Deleted User
Exploring Freedom After Divorce
My ex wife n I dabbled in the swingers lifestyle for a few months before we got married. We went to a few parties where our rule was I could watch, but not touch. I would watch her with other men.
Unexpected Connections at the Casino Poker Table
Hubs n I went on a mini vacay a few weeks ago to Mississippi to visit a casino. For those that don't know, hubs is in his mid 70s, is completely useless n worthless in bed, but is financially
An Unexpected Encounter in a Motel Room
I have always loved dressing. When I dress I’m very sexy. Growing up I had to hide this. When I came out to my sister and her husband my sister was ok with me being gay but her husband said it
A Shy Encounter with an Older Gentleman
I posted an ad awhile back looking for an older daddy type looking for a gloryhole situation as I'm shy and semi passable. But very hot even dressed. I got ready, got a little buzz and got a few
Posted by a TS / CD
By Deleted User
Adventures in an Adult Bookstore Setting
I went to an adult bookstore with glory-holes while fully dressed. In the glory-hole area, there were three floors of glory-holes and rooms that were private or semi-private. I walked between
Posted by a TS / CD
By Deleted User
An Unforgettable Night with New Friends on Vacation
I always place ads on DL. I always get no less than 3 guys to fuck me each time. I'm a total bareback bottom and I love taking cum in my ass. When I was on vacation I posted an ad saying I was
Posted by a TS / CD
By Deleted User
A Surprising Encounter in the City
I have always fantasize about bbc and I finally got some yes they are all ugly and like 50 plus aged bbcs but idc about that I just care. About how high their cocks are and I love sucking and getting
Unexpected Moments During Zoom Calls
A few years ago, when the Covid crap hit, I was dating a daddy who had to do those zoom calls a few times a day. Daddy owned his own company, so daddy had to stay in touch with his upper managers.
Exploring Hidden Lives and Unexpected Connections
I have been married three times and lived long term with three other women . I have kept my secret sex life hid from all them and most anyone that knows me. There are a few very few friends I let
Posted by a TS / CD
By Deleted User
A Life-Changing Encounter During a Layover
I wasn't always a sub CD BTM. Then I had my first real gay sex experience and it changed my life almost instantly . I had to spend a four day lay over for repairs on my company truck and met
Posted by a TS / CD
By Deleted User
A Morning Visit from My Sugar Daddy
One of my suga daddys stopped by this morning for a blow job. As I was sucking suga daddys fat sweet cock, he asked me how many suga daddys I was seeing besides him. I told him how many, n that I had
An Unexpected Visit Turns Into Adventure
We chatted for weeks and until we were both free. Iwent over to his home and knocked on the door. He let me in and he was more exciting in person than his posted pictures. We walked over to his
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