I was fast approaching 40. Had a long time partner who I loved very much. I'm 5' 11", weigh 200, and have dark brown hair and a beard. And a 6" cut cock with a big mushroom head.
Now, my partner's brother, I've always found him appealing. He's a few years older than me, clean cut guy with medium blond hair. Found me some nude pics of him once, in the recycle bin of the computer. Guy has a huge uncut cock. Just beautiful. I jerked off over those pictures many many times.
Over the years, we became pretty close, and it was no secret I had the hots for him. Once in awhile he got tired of it, but usually he was pretty cool about it. Well, one day I suggested he let me watch him fuck, and he actually did it. We found a girl that was into it. But that, that's another story.
Time went on, he let me watch a couple more times, once he even let me touch his cock a little bit, but usually I just got to watch and maybe feel his body just a bit. But that was all.
He always said he's straight. I used to think he was bi, but over time, I decided he really is just an open minded, horny, straight guy.
So like I said, I was fast approaching 40. A while back, he halfway consented I could play with him if a certain pretty gal was involved, but that ended up falling through. He's a nice guy, likes to make people happy. So I got to thinking maybe I could talk him into giving me an extra special one time treat for the big 4-0. I asked if I could send him a few ideas by email, and he said I could.
-- The above is true. From here, the story is still unfolding, and is a fantasy. Wish me luck that it will cum true. --
We emailed back and forth a bit, and he finally agreed to one of my ideas. He didn't actually say yes. He said no to most of my ideas. But there was one idea that he never would say no to. So I finally told him, "If you don't say no, I'm going to do this". He replied, saying "So what are you doing tomorrow"... his signal that he agreed.
So, the next day I put my plan in action. I asked him if I could borrow his cordless drill. He said sure, come on down. I asked if he was going to be around a while, and he said yes, come by any time. I waited a while, then went down to his house. I never knock when I know he's home alone, that's just our custom. I carefully opened the door, being sure to not make a sound.
I walked into the living room, and there he was just as I'd suggested. He was wearing his lounge pants and no shirt, and was "asleep" in the recliner with his hands stretched out above his head.
I walked quietly around behind him, not sure if he was really asleep or just faking it for my benefit. But I was going with the game. In one swift movement, I put a rope around his hands, tying them together. He seemed to sleep on. He must have been really tired. I tied the rope to the doorknob to be sure he couldn't move, then moved around to his side. I looked at his beautiful hairy chest. I gently ran my fingers from one nipple to the other. He shifted slightly, but his eyes remained closed. I lightly raked my fingers up and down his chest, and traced his hair from his belly button to the waist band of his lounge pants. I pulled my own cock out with my other hand and started stroking. I was hard as a rock.
After very lightly stroking his chest for several minutes, I paused, and found the blindfold I'd brought. I gently slipped it over his eyes, as he continued to feign a sound sleep. Then I move back to stroking his chest and stomach, slowly lowering his waistband each time I came near it. I knew for certain he was awake now, but he never let on.
Finally, I couldn't take it anymore, and pulled his pants down in one swift move, all the way to his ankles. His big soft uncut cock lay against his leg. It was asleep, just like he supposedly was. But I didn't care. I had told him it was fine if he didn't get hard. I very gently touched the tip of his cock, then slowly grasped it and hefted it's weight in my hand. It was about 6", completely soft. The skin fully covered the head. I slowly pulled it back, watching the head appear out of the foreskin. When it was almost fully retracted, I pulled it back to cover the head. He remained soft, but I didn't care. I couldn't take it anymore, this was finally my chance, and I took the whole thing in my mouth. He jerked slightly and let out a small moan. I swirled my tongue under his foreskin and was sure I felt a little movement. I continued sucking as I tugged a bit at his balls, and rubbed his chest with my other hand.
Then an idea popped into my head, I kept lightly tugging his balls, but with my other hand I grabbed a bit of lube and squirted it on his hole. Then I started rubbing it with my finger. I definitely felt his cock twitch then. I kept tugging and rubbing, teasing his hole, almost pushing my finger in, and he started to get hard. I was getting super hard and horny myself, and had to give my own cock a little attention every once in a while. Then I'd go back to tugging his balls, never stopping rubbing his hole. The more I rubbed it, the harder he got. The harder he got, the harder I got.
Then, I had another idea. I'd promised not to fuck him. But I'd never said anything about where my cum would go. I was so, so, so, horny already. So I kept rubbing his hole with one hand, and started jerking my cock with the other. Within 30 seconds, I was so close to cumming I couldn't stop myself. So I pulled my mouth of his cock, pulled his skin back with my left hand as I desperately stroked my cock with my right hand. In a matter of 2 seconds, I was shooting my load all over his cock head. I shot at least 3 big spurts on the head of his cock, and the last two landed right on his hole. As soon as I was done cumming, I bent over again, and took his cock back in my mouth. I licked and sucked my own cum from his cock, and was surprised he seemed to be even harder. He was so big I couldn't fit his whole cock in my mouth, but I sucked and stroked as much as I could. Meanwhile I was still rubbing his hole, and while I had promised not to fuck him, I hadn't promised to not finger him. So I shoved a finger in. He got harder. I started feeling around, and in a second I knew I'd found his prostate. I knew, because he let out a loud groan, then another, then he started spasming. I quickly pulled off his cock - I wanted to see him shoot. I kept stroking and he instantly started shooting everywhere. His first spurt hit his face, and the next two went to his nipples. There were several more smaller ones, then he relaxed.
But I wasn't quite done. I licked all the cum off of him. Yes, even what was on his cheek! He almost giggled when I did that, but still pretended to be asleep. When I had him all cleaned up, I took some towels, and made sure I had not left a mess behind. Then I had one more thing to do. I squeezed my cock, starting at the base, and managed to milk out one last big glob of cum. I leaned over and wiped it on the head of his cock. Then I pulled his foreskin back in place, locking my cum under his foreskin. Now I was done.
I pulled his pants back up, then walked around and took off his blindfold and untied his hands. He had a smile on his face but his eyes were still closed. I stood and watched him a minute. He was so relaxed, I soon realized he was ACTUALLY falling asleep. I quietly zipped up my pants and walked out. I waited about 5 minutes, then I called him and said I was there to pick up the drill I'd asked to borrow. He said come on in. I went in, and he acted his old normal self, just like nothing had ever happened. But he still had the smile on his face. And he told me I could borrow his drill any time I wanted.
I smiled. I think will be borrowing the drill often. Looks like the best investment I ever made was buying him that drill for Christmas last year.