In a previous post, I briefly mentioned the first time I got fucked. I got several comments about it, including from none other than @thumpermn about that part of the post in particular. Since we’ve all got nothing better to do at the moment, I thought I’d tell you about it.
I’d been going to the local gay bar for a few months. I was 19 at the time (the drinking age was 18 back then). I’d been having a very good time dancing, flirting, and kissing boys. All of us were in college and we all pretty much lived in the dorms or had roommates. My roommate was also gay, but we didn’t really acknowledge that fact at the time, so taking boys back to the dorm was kind of a no go for me. There weren’t a lot of out men at that time. This was also a fairly small town, so while kissing in the bar was fine, this was not the kind of place you could do more than that in.
Across the street from that bar was the town’s adult store, which had a tiny gay section. At that point in my life, I knew very little about gay sex, but I knew where to find out more about it: porn. Also, I had bought the “Joy of Gay Sex” a few months earlier. On my way home from the bar, I walked across the street to buy some porn, but the store had already closed (this was decades before the internet). As I walked to my car, I spotted a guy leaning against the wall in the alley outside the bar. He was blonde and cute and quite sexy. I walked passed him at first, but doubled back as I was pretty sure he was checking me out. As it turns out, he was. We talked a bit, shared a cigarette, and then (being horny young men) we started pawing each other.
He asked if we could go to “my place”, but I lived in the dorm and he lived with his parents. We walked down the alley to a darker corner and continued kissing and fondling each other. Our pants were soon down to our knees. He happened to have a very nice cock (large, but not porn-star sized). By this point in my life, I’d already kissed and sucked guys, so I knelt down and started sucking him. He returned the favor a little while later.
To that point, sucking cock was as far as I’d gone. I knew about fucking from books and porn magazines, but my hole was quite virginal. As we continued to make out, he started playing with my hole with his fingers. I must say, that really did get my motor running. I’d played with my hole enough to know I liked the way it felt. I’d fingered myself while jacking off, but I’d never put more than a finger or two in. I knew what anal was, but I had very little experience with it.
As we kissed, he played with my ass and gradually inserted his finger, then two fingers. As I responded quite nicely to that, he pushed me down on all fours and licked my hole. He played with my hole, fingering and kissing it. “I want you to fuck me”, I said. I was ready for this. I wanted to join the club, and I wanted him to do it right then and there in that alley.
He spit on my hole and on his dick and started pushing into me. I tensed. It hurt initially. I’d never had more than two fingers in there. I held my breath as he entered me. He told me to breath and relax. I hadn’t told him I’d never been fucked before, but I think he figured it out. He very gently slid his cock gradually deeper inside me and then very slowly began moving it in and out. As my hole became accustomed to his cock, I started pushing back on his cock. I was loving the feeling of being filled. I experienced a pleasure I had never had before. I wasn’t exactly sure how to bottom, but I seemed to be doing it decently as he was moaning and the intensity of his pounding me increased. He pushed me down so that my face was on the pavement and just fucked me until he blew inside me. I’d already jerked off while he was fucking me.
I pulled my pants back up and headed home shortly afterwards. The next day I noticed that the white pants I had been wearing (it was the early ‘80’s) had black stains on the knees. No matter how hard I scrubbed, the stains never really came out. I kept those pants for a while as a souvenir.
Getting fucked for the first time was surprisingly easy. It hurt at first, and it took me a few minutes to get used to feeling something larger than a couple of fingers, but it quickly felt good. As my hole relaxed, having a cock invading it felt so nice. I punched that last hole (pun intended) on my gay card. I’ve had a lot of practice over the years and I’ve had bigger cocks and bigger toys in there, but that first time was memorable. It wasn’t the longest or the best fuck. I don’t remember the guys name (I may not have even known it), but I will never forget him. I bought my first butt plug the very next week and fucking quickly became an important part of my repertoire, although not nearly to the extent it is now that I’m locked. I’m trying to remember the first time I fucked someone, but I’ve fucked so many people, I honestly can’t remember it. Oh well, my fucking days are over anyway.