A Summer Adventure: Discovering Unexpected Connections in the Woods
This is about my best day ever! It was the early 70's. I was 22, and found the glory holes at the local bookstore, did pretty good there, a guy old me about a cruising spot in woods. I decide to
Posted by a gay man
By cnysub · 3 listens
A Surprising Twist: From Cleaning to Captivating Performances
Young collage student, working my way thru school cleaning houses. I get a reply from my ad from an older gay couple, I'm gay so have no problem. It's my third week at their house, I need
Posted by a TS / CD
By cnysub · 6 listens
My First Leather Party Adventure
I met a leather Master on DoubleList. I am his slave, he loves to punish me, spanking, flogging, nipple clamps, paddles, of course I suck his cock, rim him and he fucks me and he pisses on me and
A Surprising Connection at the Tattoo Shop
I'm going to have my nipples pierced and friends tell me about this girl who is very good, she's new at a place I got a few tattoos. I'm into goth but not hard core, dress in black,
Posted by a TS / CD
By cnysub · 5 listens
An Unexpected Encounter with the Delivery Guy
I'm a 28 yr. old passable submissive cd with an older daddy 62 yrs. old. He is helping me with my transformation into a female but I have to keep my male parts, which I want to do anyway.
A Senior's Fun Vacation at a Gay Resort
I just retired and want to go on vacation. I find a gay resort in Florida that has a senior clothing optional gay week. WOW! That's for me! I get there and am given a tour of the place, senior
Posted by a gay man
By cnysub · 9 listens
A Surprising Meeting at the Summer Mall
This happened last summer. It's the dog days of summer really hot, 87, 7 AM. Call me a dirty old man but I love shopping and checking out all the girls in their short shorts and skimpy tops. But
Posted by a straight man
By cnysub · 7 listens
A Birthday Surprise in the Cellar
Just finished collage and moving out of my parents house into an apartment. I have a gay fried who is a relater and also finds apartments for people. He has one owned by an older gay couple,
Posted by a gay man
By cnysub · 6 listens
A Game Day That Changed Everything
I'm retired and gay and have a couple move in next door, a gay couple! They are also retired, after they move in John is working in the yard, I go over and interduce myself to them and welcome
Posted by a gay man
By cnysub · 11 listens
Two Older Men Discovering New Connections
Being older 71, I have hard time meeting people. I answer an ad from another older man 70 looking for a bottom. I write and send a photo. He answers and invites me over, he sends a photo and is well
Posted by a gay man
By cnysub · 9 listens
Exploring Confidence at a New Dress-Up Party
I have been dressing for about 10 yrs. I started dressing in my early 20's. I finally am going to dress with other cd's and maybe trans. I joined a group that has parties once a month. I
Posted by a TS / CD
By cnysub · 11 listens
A Young Man's Unexpected Adventure at the Theater
MY first time, it was way before the internet, 1968 I just turned 21, 2 days ago. I always passed by an Adult Theater and wondered what it was like. I'm was small, a nerd, never dated only a few
Posted by a gay man
By cnysub · 3 listens
Exploring New Connections Through DoubleList
I answer a post on DoubleList from a guy looking to edge someone. I thought it sounded interesting. He comes over and I am naked, he's also naked. He ties my hands above my head to the bed, my
Posted by a gay man
By cnysub · 7 listens
An Unexpected Walk with New Neighbors
I retired and walk everyday and I see these two ladies about my age walking, most of the time on the other side of the street. One, Sue is about 5'4'' large tits but not fat at all,
Posted by a straight man
By cnysub · 2 listens
A Senior Couple's Unexpected Visitor
We are a senior citizen gay couple, both tops and like younger, ( over 21 ), bottoms. We post on DoubleList for young submissive bottom. We get one very interesting reply from a 23 yr. old with a
Posted by a gay man
By cnysub · 14 listens
An Unexpected Encounter in a Store Bathroom
I'm a senior citizen and go into the men's room of a big box store, standing at the urinal pissing and in comes in a young man well compared to me, maybe early 40's. stands at a
Game Day: A Neighborly Bonding Experience
I'm a single retired male in a neighborhood with mostly married couples, my next door neighbor also retired is a football fan like me and we like the same team. I just had a new very large tv
Posted by a gay man
By cnysub · 4 listens
A Memorable Birthday Celebration at the Theater
I used to dress and go to an adult theater, in my late 50's I had health issues and stopped going. I only have sex with a married fwb when he can get away from his wife. It's my 70th
Posted by a TS / CD
By cnysub · 12 listens
An Unexpected Invitation to a Party
I was always feminine, you could say, very gay 5'4" 120 lbs. Started dressing after high school after I moved into my own place. my landlord's are a gay couple and they told me they
An Unexpected Encounter by the Jacuzzi
I'm not a gay man but now I guess bi. Just out of college I get a job in a near by city, being a country boy I'm looking for an apartment and not liking living in the city I find one just
