A Surprising Encounter at a Swinging Party
I met my wife believe it or not at a swinging party where she was having a gang bang with 6 or 7 guys. This was the first time I met her and fell in love even watching her take on all the guys. She
Exploring Dynamics in a Unique Relationship
I posted on DoubleList for a gay couple where one or both are dominate, I'm a 61 total submissive masochist cock sucking, ass licking, piss drinking bottom slut submissive male. I get a reply
Exploring New Boundaries in NYC
I am not gay but bi and this is a true story on how I got into bondage and s&m and became a submissive male. I was swinging with a bi couple and they had friends coming for NYC here for business
Unexpected Connections: A Coffee Date Adventure
I was a swinger in my younger years, now 66 I am still fwb with Bonnie and was also friends with her hubby Dave in and out of the bedroom. He passed away a few years ago but am still friends with
Unexpected Connection at the Drag Show
Drag Show. I like crossdressers, and they show up at Drag Shows. I'm, 62 and live in a small town about 25 miles for the city which I grew up in, I'm married and tell my wife I am meeting
Unexpected Connections at the Bookstore
I posted on DoubleList that I will be at the local bookstore that has video booths and will have my door ajar and everyone is welcome that needs to be serviced. I get there around 1 pm and grab a
Posted by a gay man
By cnysub · 1 listen
An Unexpected Coffee Date with Crossdressers
I answered a post om DoubleList for a bottom for a guy and crossdresser. I am on the low end of the age group they are looking for, so I answered and sent a photo and telling them I am a submissive
A Night of Unexpected Power Play at the Theater
I had quite a bit of fun at the XX Theater. The best was handling big guy's cock (I'm short and thin and he easily out weight me by 75 pounds). His cock was hard but only 5-6". I soon
A Surprising Invitation on New Year's Eve
Part 2 New Years Eve 2023. I have sex with the guys now and then, not the ladies. One morning Sue invites me over for coffee and muffins. I go over and the ladies are in their robes, as were having
Unexpected Connections on New Year's Eve
Part 1: New Year's Eve 2023. I'm Mark a senior male, now I guess bi. I was married and divorced about 20 years ago and only had sex a couple of times since unless you count sticking my cock
Unexpected Connection During a Rainy Delivery
I'm a young gay male that delivers food. I deliver to two gay men often, they are in their late 60's and tip very well. It's late and I am about to head home when they call in an
A Young Man's Unexpected Movie Experience
This is about how sex with men started, it was the mid
70's I was 23, there is a XXX Movie theater I would pass and often wondered what it was like. Driving by the theater this super-hot summer
An Unexpected Encounter at the Diner
After retiring I have breakfast at local diner a couple times a week, I sit in the rear of the diner where it's quiet. A couple comes in and sits at a table across from me, we are the only ones
Posted by a straight man
By cnysub · 2 listens
Unexpected Encounters with Housekeeper and Friend
Part 2, I'm a cuckold. My wife Bonnie is away visiting her sister for a few days. Our housekeeper, working her way thru college, Sue, 23 5ft. skinny and sexy, has moved in with us to save on
An Unexpected Friendship Blossoms at Home
Part 1 I am a cuckold to my wife Bonny, a cuckold let's his wife have sex with other men, I am allowed to watch and jerk off. We are now in our late 60's, so she doesn't have sex as
An Unexpected Coffee Cake Visit Next Door
My neighbor is in her 70's but still looks good for her age, I'm in my late 60's and in pretty good shape. I was doing my morning run, and my neighbor was watering her hanging plants
Posted by a straight man
By cnysub
Senior Couple's Adventure in Finding a Young Friend
My partner Bill and I meet guys on DoubleList, we are a retired senior couple and get replies from guys in there 50's and up. We meet with John 68 and then Mike 73 we become good friends,
Unexpected Connections During a Foot Massage
I wrote about my Mistress having me massage a submissive female's feet one or two days a week, her Master is always there. My Mistress makes me do this because she has 3some with the female,
An Unexpected Encounter at a BDSM Party
I'm not gay but a bi submissive male. I'm at a BD/SM party and am going to play with a crossdresser and a Mistress. They string me up to the cross, Missy the cd is beating my ass, Mistress
A Unique Shopping Experience at a Motel
I have been dressing for about 4 yrs. I am semi passable, 52 and have always wanted to go out in public. I decided to get a motel room in a nearby city 60 miles away where its's a good chance no
Posted by a TS / CD
By cnysub · 1 listen
