So here's a comprehensive, highly explicit story of my sexual history with guys that concludes with where I am now. I hope it proves an interesting, and potentially arousing read for any guy mid-40s to mid-60s in my area who's seriously interested in having a male friend with benefits/lover.
You'll learn in great detail about my turn ons and just why I want the kind of sexual relationship I seek with another man.
I'm a single guy, late-50s, in good shape, height and weight proportionate, with a decent head of hair left, a 6" cut cock and tight ass:
My first sexual experience was with a male high school friend that started in the late 1970s. Our times together included sucking each other for a couple years and licking each other's asses as well. We did kiss a few times too.
We both never had any sexual experience with a guy or a girl other than each other beforehand, so it was a lot of fun trial and error and learning what we liked as we went along.
There are numerous experiences he and I shared that stayed with me from that relationship. I'd recall some very fondly and some definitely helped shape my sexual desires on a long term basis.
I remember times being on my knees, as my friend stood, putting my hands under the waistband of his 'tightie-whitie' Fruit of the Looms and slowly lowering them to reveal his semi-hard cock. It was always highly arousing to do that. The second I saw his meat, I would immediately want to hold it and suck it.
As much as I'd go on to lower women's panties in the future, doing so never turned me on more than lowering my male friend's underwear and seeing a penis there. From the moment I saw his up close, I found a hard cock with a nice mushroom head and thick shaft exceptionally attractive. His was an awesome sight. I'd never done any more than kiss a girl at that time but I soon had no doubts I loved to suck cock myself.
Our earliest experimentation featured numerous 69 sessions outdoors in discreet locations and in our bedrooms. We would also take turns face-fucking each other as one guy lay on his back and the other straddled his head. I think of once sliding in and out of his mouth face fucking him and feeling my cock jump and twitch dramatically as I blew what felt like a powerful, huge load. He didn't say anything about it afterward but I knew it was one serious mouthful of my cum he took.
Perhaps because of that, gradually over the time he and I got together that way, he became more the alpha in our sexual relationship, which was fine with me. It was an easy and natural progression. That evolution started as we no longer 69ed because I clearly wanted to suck him more than he did me but we were both quite happy that way. In fact, neither of us were yet skilled enough to date girls and I'd find myself asking to suck his cock every chance I got. Eventually, he would no longer suck me but did occasionally jack me off. To my mind at the time, that simply allowed me to get better at sucking him. In retrospect, I see that even in my first sexual relationship, yes, with a guy, I craved the submissive role sexually.
After I'd lower his underwear, I'd routinely ask him what he wanted me to do, to which he'd reply "Suck my cock." Those three words would set my teenage brain afire. He knew I wanted to and understood I wanted to be told to do it. I would kneel and get between his legs while he'd sit at the edge of a bed or lie back on a couch or the ground and take his dick in my mouth as quickly as possible. I'd give him long, loving blowjobs, sucking him as far into my mouth as I could and enthusiastically licking his shaft and scrotum. His cock was really good sized and shaped.
So what if I was a guy I thought, why on earth wouldn't I want to suck something as gorgeous as that? I was young and the times were different. I never thought of labels. It just seemed a natural extension of our friendship. And I'd absolutely love it when I'd lie face up on my back and he'd take charge, straddle my head, fuck my face and eventually pulse semen into my mouth, which he did plenty of times. It felt super satisfying to be 'used' by another guy that way. I was very happy every time I'd get that sweet cock in my face and between my lips. I admit I didn't even pursue trying to date any high school girls during the days when I was his cocksucking, cum drinking slut. My sexual desires were definitely met through that relationship. It also felt very natural for me to do that.
Our high school peer group were all scheming on how to land a girl but I loved being my friend's cocksucker. I was a guy who loved it when after thrusting his dick in and out of my mouth, he would turn over and tell me to get my face in his ass and lick his asshole. There was something about the experience that was kinky and hot. I loved the way his anus smelled...and tasted. It was wonderful to have someone want you to do that for them. I also later figured out that that most girls who wanted to give me head weren't into 'going all the way' into slutland and eating my ass...but I did for my male friend.
Unfortunately, with he and I, gay intercourse was likely just too 'sophisticated' a sexual concept for the two of us to really understand back then.
My friend and I drifted apart and I didn't engage in homosexuality during the years directly after that. There was a very negative stigma and even danger involved in gay hookups in the 1980s and early-mid 90s that deterred me, as well as AIDS, and I took the far easier path of dating women.
However, I did look at gay porn magazines whenever I could discretely find any. I also often masturbated to thoughts of being with another guy, even though I had steady girlfriends. I had a small vibrator in those days that I'd put in my ass too, as the desire of taking a cock there was born from and fueled by the porn I saw. Even though my first girlfriend was very sexually adventurous and I fucked her in the ass a lot, I never had desires to fuck a man. But the desire to be fucked by a man? It looked pretty interesting and cool to me in the gay magazines I kept carefully hidden.
I'll never forget how I felt seeing the first gay VHS tape I rented in the early 90s. I settled into a darkened room of my home by myself to watch. My eyes popped out of my head and my cock was rock hard as I first took in the film of one man fucking another. Those two were doing something amazingly wonderful together in my view. One partner was simply surrendering his ass to the other, who was sinking his cock in balls deep, thrust after long, slow thrust. They were first doing it doggie style and seeing that first closeup film of a cock sliding in an out of a stretched asshole with his partner's balls and hard cock directly below it were quickly seared into my psyche.
I thought 'How beautiful, how natural' -- just as my desire to suck cock never really felt weird to me, it always felt incredibly natural! Watching it, I figured that if you had one man who is into fucking a man's ass and a man who wants to take a hard cock up the ass, well, that could be one very satisfying experience for two compatible, consenting adults. Both men in the video were certainly both enjoying themselves too. It seemed like a fantastic expression of friendship between two men to me and a very likely progression from the cocksucking I'd already done in real life.
But there was something about seeing this act in a film, not just a stationary picture, that truly registered/clicked in a major way with me. It seemed somehow more natural than straight intercourse, which I'd had plenty of by that time. After all, I thought, we spend more time growing up with our own gender, why should our sexuality have to forever divert to the opposite gender. And I'd also fucked my first girlfriend's ass enough to know that a woman could take it and enjoy it there.