An Unexpected Visit from a Friend
He was a heavy over weight trans male, with a horse sized cock, estimated to be 10 inches and as thick as your fist. He received the greatest pleasure from breaking in curious straight guys. After
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An Unexpected Encounter with a Friend
He was a heavy over weight trans male, with a horse sized cock, estimated to be 10 inches and as thick as your fist. He received the greatest pleasure from breaking in curious straight guys. After
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Unexpected Connection at a Stoplight
When i met a guy at a stop light we both thought we knew each other. In talking with him he said i live nearby how about we have a cup of coffee at his place. So i followed him to his apt and when
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An Unexpected Hotel Role Play Encounter
I went back and forth on Grindr with a guy who seemed nice and normal, he stated he was interested in some role play; I asked him what he meant by that; he simply stated “Master/Sub”.
A Relaxing Evening at the Hot Springs
Change room part 1: 40,M, bi,married, ginger, 5'11, 180 lbs, 7" cut, thick cock. I was staying at a hotsprings in BC, my wife and I rented a little cabin on the hill and visited the
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Exploring New Boundaries in a Long-Term Connection
This is about my first time bareback last week.
So I meet up with my regular that has been fucking me for years and always with a condom. Well this time after I sucked his cock for awhile I asked him
A Mountain Getaway and Unexpected Connection
Last year in late fall, I decided to drive up to the NC Mountains just to get away and read, hike, fish, & be naked for a couple of days. I left early on a Monday, stopped by my favorite outdoor
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Finding Connection: A Mature Man's Journey
Its been a year since my last time on the bottom, with pandemic around. I’m married and 62, small snug smooth bum. I posted a double list ad looking for a 50yr plus top. I like mature men as
A Surprising Connection While Housesitting
I’m a young chub boy in his 20’s and it’s honestly really hard to find a top that wants me. Well one day I was scrolling on Grindr and came across someone in the same neighborhood
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Unexpected Connections at the YMCA Health Club
Many years ago, in the pre-digital and pre-Grindr days, I was a 22 year old program director at the downtown YMCA in the city where I lived then (with my boyfriend, all on the downlow.) There were
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Unexpected Connection at the Health Club
At the end of a hard day's work, you have a nice dinner, relax for a while, and then decide to go to the health club for a good workout before retiring for the evening. Getting there rather late
A Surprising Connection with My New Neighbor
Last year I had a new neighbor move into my apartment complex, he’s older, maybe mid-seventies, good shape. We’d pass in the hall and I’d see his eyes on my crotch. I always go
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A Surprising Confession Between Roommates
When I was 20, my girlfriend and I moved in with her best friend and her boyfriend Dave and Jill. The girls worked at a restaurant the afternoon/dinner shift and I got Dave a job with me working
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Unexpected Tutoring Session with a Football Coach
tutoring teddy part 2: When I told Teddy all three of his football coaches used me together, Teddy wanted in. so the next day he waited with me. Varsity coach Hector came over first as usual. Teddy
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A Reunion at His Apartment: Friends Reconnect
I'm squatting over the toilet with my hand poised to catch the cum I'm pushing from my asshole. It was deposited there a couple of hours ago and I've been trying to keep in my butt
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An Unexpected Connection During a Park Walk
Ok, so I am mid 30s, and definitely submissive. Was just looking to give a quick bj that night, so I posted an ISO for just that. Two days later, after some back and forth, I met "Carl"
A Birthday Getaway Turns Into an Unexpected Adventure
I just turned 54 and my wife and I were planning a weekend getaway.
I found a house to rent from Friday to Sunday that was very secluded.
Well Friday morning my wife tells me that she’s not
Exploring New Connections with a Married Couple
I love playing with bi couples and often spend my time on doublelist answering Couples for Him ads. I saw a very vague and non-descriptive ad one day that simply said: "Married couple wanting a
A Nervous Encounter at the Adult Bookstore
At the time of this encounter I was 20 and it was my first time going to an adult bookstore. I walked in and there were maybe 6 or 7 men in the front room browsing I was nervous as hell so I
An Unexpected Poker Night Adventure
Part 2 poker night: I whispered back "fuck yeah daddy"
Daddy Brian immediately pulled me into a kiss and stuck his tongue down my throat. We made out for a few minutes while the other
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