Inspected by No. 32 gay/adult-friends, masochism, cbt, oral, true
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This is something that happened to me in 1996, which means I was 53.
There used to be this really great bookstore in Boston called Glad Day. It was across the street from the main library. I always stopped in there when I was in town and flipped through the magazines. This one time I was in there and it seemed to me like this young guy was cruising me. I wasn't sure because it had been a long time since anyone had tried to pick me up and it had mostly been older men when I was a teenager and in my early 20s.
I left the bookstore and went across to the library. I was standing at a row of catalog terminals looking for gay fiction that I might check out for stroke material and all of a sudden I realized this young guy had followed me. He was stocky, very muscular and had buzz cut brown hair. I went to go to another wing of the building and he overtook me in a stairwell and struck up a conversation. He said he would really like to get to know me and gave me a slip of paper with his number on it and asked me to call him if I was interested. I told him I wasn't sure. I had a wife and kids and it had been quite a few years since I'd been with another guy, but I was tempted.
A week or so later I called him up and we talked on the phone for a while. He seemed fairly normal and nice. We decided dinner and a movie would be a good starting point. The movie was "A Beautiful Thing" which puts this about 1996. We saw the film first and then had dinner nearby. During the meal he talked about himself. It seems he was seriously hung up on his dad when he was a teen. He never had sex with him but dreamed about sucking his cock and managed to find ways to see his dad's equipment on occasion, like when he was lounging around in his bathrobe after taking a shower and he would doze off in his chair watching TV. He would kneel at his father's feet and gently part the terrycloth to reveal the flaccid member. He never dared to put it in his mouth for fear of waking him though he would fantasize this as he jerked off in his bedroom.
After our dinner we went back to his apartment nearby. His roommate was out. We sat on the living room couch for a while and talked. I could see he had a boner so I reached over and began to rub it through his jeans. He slid down off the couch and was on his knees before me. He asked if this was what I wanted and I said yes. He undid my fly and caressed my cock through the white cotton of my brand new boxer briefs. I had bought them just for the occasion.
He took my cock in his mouth and began to suck slowly and gently. It felt very nice. After 20 years of marriage, I was no longer having sex with my wife so was not used to receiving pleasure from another. After a little while he asked if I wanted to go upstairs and he took me by the hand and led me to his bedroom. We both took off our clothes and that is when I got a bit of a surprise. Below his rather nice sized circumcised cock he had a device made of leather about three inches in length, wrapped tightly around the scrotal sack. This had the effect of pushing his testicles into a very tight little ball at the bottom of the tube. I had never seen anything like it. As we lay alongside each other on the bed he asked me to play with his nuts and to squeeze them. Hit them even, he begged. He wanted to be hurt.
I squeezed them tightly and rolled his nuts around in their constricted sack. He groaned gratefully and twisted around into a 69 position so he could suck my cock and lick my balls while I inflicted pain on him. I'm not a practicing sadist, but I do remember a teenage companion in masturbation who liked me to spank him to get him off, but that's another story.
Soon he had maneuvered my body atop his so that his head was below my groin and I was kneeling astride him with my hands on the top of the headboard for support. "Fuck my throat" he pleaded and I did the best I could, lacking the necessary length to meet his need. I began to face fuck him fast and hard. I was really enjoying it and when I came in his mouth I held myself steady while he sucked me dry. It was the first time I had ever taken anyone quite that way.
I rolled off of him and watched while he squeezed his balls and stroked his cock. I moved down in the bed and took over for him, crushing his nuts as hard as I could and stroking his erection firmly upwards with slow strokes. Every so often I substituted my mouth for my hand, chewing on his nut sack with my teeth. When I sensed he was close I took the head of his cock in my mouth and sucked as hard as I could, scraping him with my teeth and squeezing his balls. He came in a flood. Being out of practice I didn't swallow, but spit it out into a Kleenex by the side of the bed.
I was feeling awkward and made ready to go, pulling on my boxer briefs and looking for my T-shirt. Despite his protestations that he wasn't a member of the Blow-and-Go club, I made excuses that it was late and my wife was expecting me. On the drive home I thought about whether I was ready to enter into a relationship with another man. Although the sex was good, I couldn't see myself making an emotional commitment based on such fleeting contact. As I undressed for bed, pulling down my briefs, I felt something on my ass. I craned my neck to see and then felt with my fingers. It was a round, white, sticky label of some sort. I pulled it off and found that it was from my new underwear and it said "Inspected by No. 32."
I had one more date with this kid, spending a Sunday afternoon at the Mapplethorpe exhibit at the Museum of Fine Arts. When we got back to his place he invited me up but I said I had to get home. I guess I wasn't ready to take on another son.
Other stories by this author: http://www.nifty.org/nifty/bisexual/authoritarian/the-lottery/ https://www.nifty.org/nifty/gay/young-friends/knotty-boy https://www.nifty.org/nifty/gay/young-friends/bat-patrol https://www.nifty.org/nifty/gay/young-friends/the-vandals https://www.nifty.org/nifty/gay/adult-youth/blow-in-the-dark/ https://www.nifty.org/nifty/gay/adult-friends/full-steam-ahead/ https://www.nifty.org/nifty/gay/adult-youth/moving-helpers https://www.nifty.org/nifty/gay/adult-youth/a-stranger-called https://www.nifty.org/nifty/gay/highschool/bushwhacking https://www.nifty.org/nifty/gay/adult-youth/subway-sandwich https://www.nifty.org/nifty/bisexual/adult-youth/oak-park/ https://www.nifty.org/nifty/gay/adult-youth/balcony-boy
as Dennis Murphy: https://www.nifty.org/nifty/gay/young-friends/eagle-rock https://www.nifty.org/nifty/gay/adult-youth/ski-trip/ A prequel to the Dennis Murphy stories is available on request from erinboy_98@yahoo.com