A Summer Job Leads to Unexpected Encounters
My first time- I am a plumber and when I was 21, I was working for my father and went on a call for a clogged sink. An older 60's-man, John answers the door in just shorts, no shirt. I'm in
A Young Man's Adventure on a Gay Cruise
I did a running race to raise money for Aids Research and bought some raffle tickets and ended up winning first place, a free trip on a gay cruise ship, I just turned 21 so am eligible to go on the
Posted by a gay man
By cnysub · 1 listen
A Unique Living Arrangement with Friends
Cuckold Part 1. My wife had her best friend move in with us, I was ok with that. My wife makes most of the decisions and I do what she says, it's easier that way. She tells me I have to now
An Unexpected Visit and New Dynamics
Cuckold Part 2. I'm told to get naked and put on my collar, Mary and my wife have a friend coming over. The doorbell rings and I answer the door, standing there is a young black man. he comes
A Unique Experience at the Bathhouse
I'm a trans 24 years old. It's cd day at the men's bathhouse. I get there and get a room, I get ready, take off my top, I have nice tits, small but nice, thigh high stockings, garter
A Night of Watching Friends at a Party
I'm a single woman 34 years old, good looking and straight but love to watch men together having sex. I have a 60-year-old friend who loves to have me watch him with men. I have a straight
An Unexpected Visit to My Master
Part 1, Doublelist Dom I answered an ad looking for a young submissive cd. The guy was 66 and I'm 23 totally passable. We wrote back and forth, and he said he would buy me anything I needed to
An Unexpected Encounter During a Pizza Delivery
When I was 22, I delivered pizza, it was my last delivery, and a guy answered the door and told me to come in he had to get his wallet. As he was paying me, he asked how much longer I had to work, I
An Unexpected Visit Leads to Surprising Revelations
My wife made me a cuckold. I posted an ad om DoubleList for young guys, I'm in my 50's and got a reply from a 22-year-old college student. My wife went to lunch and then to the movies with
An Unexpected Discovery with Our Roommate
My girlfriend and I rented a apartment from an older lady. My girlfriend, Misty cleaned her apartment and help Mary out for a break in the rent. She is a very nice older,68-year-old lady. One day I
Unexpected Encounter at the Theater
The red dress . . . I'm at the XX Theater mid-morning, only 3 other guys there. Watching the movie in comes a crossdresser wearing a pink short dress, thigh high stockings, heels, make-up and
Unexpected Connections on Senior Night
Gay bar, we have a gay bar owned by an older gay male that has senior night on Tuesdays, it's open to everyone but men over 55 get in free. The only younger guys are guys into seniors. I'm
An Evening of Exploration at a Private Party
I'm a bi submissive male 44 years old with experience being a sub, my Mistress for many yrs. moved away I answered an ad on DoubleList from a Dominate couple in their 50's looking for a bi
An Unexpected Encounter at the Motel
I answered a post on DoubleList, visitor staying at a local motel looking for a gay or bi bottom willing to suck cock and get fucked without reception. He said he was looking for ages 45-80, I'm
Exploring Curiosity at the Bookstore
I just turned 21 old enough to go to the local adult bookstore. I've been into porn since an early age when I was able to find a few Playboys in the garbage. I go into the bookstore and look
A Fun Poker Night with My Neighbor
I'm about to enter my apartment with a couple pizzas, I run into my neighbor a 22 yr. old collage girl. She says the pizzas smell good, I tell her I'm having a poker game and there is more
Posted by a straight man
By cnysub
An Unexpected Encounter During Lawn Care
I was cutting lawns while going to college. I was cutting the lawn for an older, 60's gay couple, it was a hot summer day and I had taken off my shirt and had on short cutoff jeans. John one of
An Unexpected Visit from a Unique Couple
I think of myself as gay but am much more attracted to cd's and trans who still have their cocks. I put an ad on doublelist for cd's and trans. I get a reply from a couple, female and
An Unforgettable 18th Birthday Celebration
It's back before computers and the net, we had to meet people the old-fashioned way. It's my 18th birthday and finally I could go to the gay bar. The bar tender asks for ID and sees
An Unexpected Encounter with Seniors
I answer an ad on Doublelist,a couple of dominate seniors looking for a submissive bottom. I answer the ad but don't think I will get a reply because I'm 66 and they are looking for subs
