The first time I caught him, it was purely accidental. You see, we've got a classic Pittsburgh bathroom, meaning our basement comes equipped with a toilet and a shower. The shower has a glass door and is completely exposed to the rest of the basement, meaning anybody coming down the stairs and turning the corner can see if the shower is in use. Usually this isn't an issue, as the sounds of running water is pretty clear from upstairs. This time though, I was listening to music pretty loudly while doing chores around the house, when I realized i needed to piss. I headed down the basement stairs and caught sight of him: my roommate, in the shower, furiously masturbating, too lost in his pleasure to notice me. My embarrassment immediately kicked in and I turned right back around up the stairs.
I couldn't stop thinking about the rest of the day, the image was so burned into my mind. He steadied himself with one arm on the handrail, knees bent, rapidly fucking his clenched fist with his full length, what looked to be a thick 8 inches. He was hairy, with a wild bush and a large, hairy ball sack that swayed with his motions. He was on the small side, around 5'8", but with a tight body from doing outdoor work, lean with a small bubble butt that clenched on each thrust. His moans were barely audible over the shower and music but I could see his mouth opening and closing, his eyes closed tight and water running down his handsome face and big beard. I must have jacked off to this memory a dozen times over the next couple of days, unbelievably aroused to not only have seen him in such a state but also by the fact that he had no idea I'd seen him. The voyeurism never stopped getting me hard.
It was a few days after this that it happened again. I was the first to wake up that morning, and I was sitting at the kitchen table, which happened to be facing both the hallway and the basement door, when he came down the stairs in his boxer briefs, a dusty red fabric and slightly baggy, perfectly filled out by the mound of his cock and large balls, swinging and bouncing as he walked to the sink near me. We made small talk while he grabbed a glass of water, but when he drank it I took the chance to look at his clothed package, jutting out from his trim waist, his perfect ass was framed by the underwear, the cleft of his cheeks clearly showing. Finishing his water, he went down into the basement, from where I could hear the shower being turned on.
My heart was pounding and I started getting fully hard, already knowing what I would do. You see, the stairs have no back after the first landing down, meaning that you could see through them to the rest of the basement. I carefully, slowly tiptoed down the first set of stairs, trying to avoid the creaky spots, though I doubted he could hear anything that relatively quiet with the water running. I got down and poked my head below the first step, slowly, until I could get my first glimpse of him.
There he was, nude, and gorgeous. He was just standing there, having just gotten in, and letting the hot water stream over him. His soft cock hung there. I swallowed hard. I knew he wouldn't be able to see me, the stairs are rather dark and he doesn't see well without his glasses. And that was the real thrill, the private intimacy of it all. This wasn't the same as if I'd walked in on him changing, where he'd know I'd seen him and become embarrassed. No, this was seeing him completely honestly, naked and unashamed. I lay there on the basement landing, my head craned down, watching his shower routine, shampooing his beard and hair, scrubbing down his toned, hairy body. He paid closest attention to cleaning his cock and balls, and scrubbing his ass, though throughout his cleaning he would make lazy, casual pulls and tugs on his long cock, relaxed from the steam and heat and flopping around.
As I continued to watch, his cock began to inflate, excited by the movements he was making. I began to fumble at my own crotch as I lay watching this sight, glazed over with lust. His cock was filling out, and now I could watch it at my leisure. As he got hard he would smack it against the palm of one hand, and swing it around, occasionally moving to just stroke the head. His cock had a gentle bend upwards when it was fully hard, sticking from his slender body and looking enormous on his small frame. He squirted a handful of conditioner into one hand and assumed the same position as when I'd first caught him, bent knees and fucking his fist, though at a more leisurely pace this time, a slow and steady tempo that I began to match, my hand encircling my swollen cock in my underwear.
His pace got faster and faster, until he abruptly stopped, grabbing another pump of conditioner and bending over at the waist. To my disbelief i saw him start to play with his ass, spreading the conditioner around his hairy hole and slowly pushing a finger in. As he fucked himself with his thick finger, I clearly heard his moans over the water, deep and masculine. His erect cock bobbed up and down as he worked his ass over, and I had to wonder how often he did this, and when this straight boy discovered the joys of his prostate. He pulled his fingers out, and actually lay down on the shower floor, the water continuing to run over him. He brought his knees up and rammed his fingers back in to himself, grabbing his cock with his free hand, and continued to pleasure himself.
He threw his head back throughout, moaning and grunting as he brought himself to the edge. I was leaking precum like crazy, working my boner that I had by now freed, but I needed to wait for him, I needed to cum with him. By now he was rocking his hips, fucking his hand at the same time he was fucking back onto his fingers. His groans got louder and louder, almost pleading, until he exploded, crying out in a high pitch that devolved into low, loud grunts, and shot a series of thick white loads, spraying all over his face and chest. At that moment I came with him, stifling my owns cries of pleasure.
He stayed in that position for a few moments, his chest heaving and enjoying the last bits of his orgasm, pulling his fingers from his asshole. When he started getting up, I hastily zipped up and carefully left the stairs, hearing the shower shut off just a few moments later. I knew then that I'd certainly be repeating this. I had to see him jerk off again.