When I was in my early twenties I had my first sexual experience with another man, which opened my eyes to another side of my sexuality that had previously been unknown to me. If I'm being honest, I had always harbored a fair amount of homosexual curiosity, but after sucking that first cock and taking it into my tight hole, it became clear to me that in purely sexual terms, I preferred being with men.
As a modestly endowed man (5 inches, average thickness) who has the tendency to cum quickly in a warm, wet pussy, I have always been anxious and doubtful of my ability to please a woman with my cock. I really enjoy going down on women, and am usually able to satisfy them with my mouth, but I can count on one hand the number of times I have made a woman cum while I was actually fucking her. As such, sex with women often left me feeling inadequate and self conscious. This actually may have been partially what drove me to explore sex with men in the first place, and why I was naturally interested drawn to being a bottom. I just feel like I am emotionally more comfortable and physically better suited to be on the receiving end of a cock than on the giving end.
Like many other bi-leaning "straight" guys, I rarely acted on my desire for cock. I had girlfriends, was "one of the guys", and eventually my partner got pregnant and we got married and started a family. From that time on, my gay experiences were limited exclusively to sporadic, opportunistic hookups with strangers I met online while traveling alone. This pattern continued for about 10 years, during which I sucked and was fucked by about 20 different men, until my marital sex life all but disappeared when I was in my early forties. Frustrated by the lack of sexual release, but not wanting to deal with the anxiety of finding a new female lover, I decided the best course of action would be to look for older local men to meet for NSA hookups.
The more I thought about revisiting men, the more excited I got. By this point I already knew I preferred cock to pussy, and the anonymous flings I had over the past 10 years reinforced that conviction. Looking back, all of my most intensely pleasurable sexual encounters were with men. I love sucking a soft cock until it is rock hard and choking on it as it slides down my throat far more than burying my face into a fragrant, sloppy, wet pussy. For me, nothing is as exhilarating as bending over with my chest on the bed and back arched while an older guy licked and probed my hole from behind, getting me ready to take his cock. With this mindset, I downloaded a few gay chat apps, set up a profile, and began searching for a strong, masculine man to satisfy my dormant needs.
After about a month of screening and chatting with different locals, I eventually found a man that lived very close to me and decided to meet him to see if we were a good match. I was looking for a friendly, discreet, older, aggressive top, interested in NSA fun that could host, and he ticked all the boxes. He was a 53 year old discreet single guy, had his own place to host just down the street, and was a top who also enjoyed sucking and 69.
We agreed to meet up in a few days at his place, with no expectations. As the day came closer I got excited, as I had already gone almost a year without any sexual contact at all, and I must have masturbated to gay porn at least 3 times a day leading up to our first meeting. Finally the day arrived, and I was extremely horny and filled with a familiar nervous excitement I'd felt before meeting men in the past. When I arrived at his the lobby of his building, he greeted me, introducing himself as Dan, and after I gave him a long telling glance he invited me upstairs to his room.
Dan was about 50, 5-10 with a fit, lean body. He was well kept, clean shaven, and had a disarming personality that was easy to get along with. When we reached his apartment, Dan ushered me to the couch and took a seat next to me. I'm sure he could see how nervous I was, but my nervousness turned to excitement when I felt him put his hand on my leg and he leaned in to kiss me.
He started gently at first, but soon got more aggressive, moving on top of me while kissing my neck and stripping me. Dan then told me to stand up, and slid my pants down, leaving me naked except for my black thong, which was struggling to contain my swelling cock. When he finished taking my pants off, Dan sat back down in front of me, pulled down his pants and looking me straight in the eyes, said,
"Now get on your knees and suck my cock."
Moving between his outstretched legs, I cupped his heavy balls in my hand and fondled them gently while I started stroking his already hard cock. Leaning my head over his lap, I licked away a few droplets of precum and kissed my way up the length of his cock from the base to the head, before taking his shaft deep into my mouth. His cock was long but not very thick, and he was soon groaning, enjoying the feeling of my hot, wet mouth engulfing his manhood. I soon felt his hands on my head, as he forced his cock deeper into my throat, until my lips were resting on his pubes.
