The Roof
I really just needed the money. I'd never done roofing before, but I knew a little about it and was a good learner, so my uncle Dave got me a job with his friend Stanley; a private contractor. I remember it being hot as hell on top of that roof, but it wasn't as hard to do as I thought it'd be. There were only four of us doing the job, and it was a pretty big roof so we got an early start. There was Stanley, the oldest and I guess you could say he was the leader. Another guy about my age who'd been roofing for two years, since he was eighteen. And another couple guys probably in their mid-twenties. There were others there working on the house, but they were doing carpentry and landscaping, so I never really spoke to them because I was over their heads all day. It was about 85 degrees outside that day, humid as hell, and the sun was beating down on us like crazy being on that black roof.
It was especially tedious because we were on that roof during the hottest time of the day. All of us had our shirts off, in shorts with utility belts wrapped around our waists, and Stanley was paying extra attention to me, staying by my side almost all day; constantly giving me tips on how to be more productive and various other pointers. It was easy to see how he was in such good shape, doing this type of hard work every day for about 20 years. I'd learned he was 43, and had been doing this since he was 21. He had a really nice body. Pecs of steel, ripped abs, and hair on his chest, but not too much. The sweat dripping off of him made that sexy body glisten, and I was sneaking glances at him all day long. We worked from about 7:30 in the morning to 7 at night, taking an hour lunch break at 2. When we were done for the day, we got off of the roof and I got in Stanley's truck, he was gonna give me a ride home.
"You hungry?" he asked me as he shut his door and started the truck.
"Yeah pretty damn," I told him, admiring his handsome face, accented by a rugged
manly looking jaw-line.
I wondered why he was paying me so much attention, I figured I was just there to work, but I didn't complain. For a while I wondered if maybe he was gay, or bi. Being bi myself, I sure hoped so. My wishes were soon shot down when he got to his house and found that his wife had prepared us dinner. The food was delicious. Afterwards we drank a couple beers and watched a game of baseball, I wasn't too into baseball but I didn't care as long as I was sitting down relaxing. After all was said and done he took me back home.
"We're gonna need to get there before everyone else and set up the site
tomorrow morning, so be ready around 5, okay?" he asked me just as I was getting
out of the truck.
"Alright." I went in, laid down, jacked off, and went to bed, unable to stop
myself from thinking about Stanley with his shirt off as I drifted off.
I was up bright and early when he pulled into my driveway in the morning, coming straight to the truck. I didn't even bring a shirt with me, I knew I wouldn't wear it. My thoughts about Stanley possibly being bi returned, as I realized that on the drive he was looking at me an awful lot, with that "I want you" look in his eyes. I looked back in exactly the same way as often as I could, just hoping that he was bi, or at least curious, and would pick up on it. For a while it seemed that I was again mistaken, because he didn't make an advance the entire drive, and we had been there for about thirty minutes. It was no later than 545 and the light was just beginning to appear when we got ready to set up the ladders and bring up the materials. We decided to go into the house, and see how they had done on the work inside, just a wall being knocked down and a new linoleum floor being put in. We're standing there in the kitchen when Stanley was looking at me that way again, so I took a chance and tried to get on the subject of us fucking by asking "So, what's with the looks man."
"Sorry, don't mean to stare," he said, sounding surprised but somewhat
excited and relieved that I brought it up. I could easily tell he wanted me now.
He started to say something but stopped himself.
"What were you gonna say?" I asked.
"I was just gonna say you're a handsome young man, you remind me of a guy I used to talk to when I was aroung your age." Oh I was so sure of it now I had no other choice than to make the move.
"You want me, don't you?" I asked him, making myself and him blush. He tried to beat around the bush for a second, stumbling just to spit out yes, and we went right at it.
His arms ran up and down my chest and sides, as we furiously made out. He backed me up against the counter as I took his shirt off. My dick was throbbing hard, and he was a damn good kisser. We stopped for a brief moment and looked right into eachother's eyes, I felt a connection. We went back to kissing so passionately, kissing eachother's necks and collar bones, telling eachother how bad each one wanted the other, how hard our dicks were, and how long we've wanted it; the regular dirty talk. He'd been rubbing on my dick for a while now, as I was his. It was pretty big, and thick. I really wanted it now, such a hot cut cock. I couldn't stand it anymore and started doing the inevitable, as I took his shorts off. Mine came down too and we held eachother close, rubbing our cocks together through our briefs as we continued to make out nonstop. So, I pulled his briefs down and he took them completely off, and as soon as I got that big hard cock into my hands I went to my knees. I licked his cock slowly, starting at where his sack met his cock, running my tongue up the center of the bottom side of his cock, at first with just the tip of my tongue as if to tease him.
The licks became more broad and I was stroking him the whole time. I managed to get my briefs off so I could play with my cock, and stuck the head of his big older cock into my mouth, taking it in inch by inch. I was really into it shortly, his hands on the back of my head as he thrusted his dick deeper into my mouth, and into my throat. I gagged a couple times, but I was pretty good at deep throating anyway, and I could tell he liked it. He let out a moan as he blew a huge load of cum into my mouth, and on my chin. He used his fingers to put the cum that didn't make my mouth into my mouth, and I swallowed it, I knew it didn't taste good, but he loved seeing it. Just as we finished I stood up to put my underwear back on, thinking we were done, with my cock very hard, but I was wrong. He got down on his knees and grabbed my hard boy dick in his hands, stroking it as he licked on my balls. I'd been playing with my dick for a while now, so I was already close to cumming. He went to work on me, and it didn't take longer than 10 minutes to cum on his face, which he also scooped up with his fingers, but instead of eating it, he stood up, and put it in my mouth. I'd never eaten my own cum before, but I knew that it turned him on, and I'd do anything to please him at the time. We knew it was about time for the rest of the team to arrive, so we made out for a while longer, and got ready to work.
The day went so quickly, I couldn't even tell you what happened, I wouldn't remember it if something amazing had happened that day, all I remember is leaving. As we left for him to take me home, we stopped on some gravel road out in the country on land that he said was his. He took me to what was like a shed, just well kept, with a bench in there and lights. And we went straight at it again. This time wasting no time to get naked, rubbing our dicks together, sharing the relief of no longer having to look at eachother all day, without being able to do anything. Me and Stanley had a great connection. Him being so much older actually turned me on so much, I really had a thing for older guys anyway. And it was pretty obvious that me being young got him going too. This time he went down on me first. He gave great head too, had a very wet mouth, and could take most of my cock. I came after a while, and this time he swallowed it. He stood up and kissed me, and I started to go down. He stopped he halfway to his dick though.
"Can I fuck you?" he asked, probably already knowing the answer.
I didn't even have to reply, just looked at him with a grin and started to play with his dick as we kissed. Wasting no time, he turned me around and I bent over over this workbench that was in there. I'm sure he used this place to fuck guys somewhat often, because he had a tube of lube in there, and he got his dick soaking wet with it. He first stuck his fingers in my ass, telling me how tight my boy ass was and spanking me occasionally. Then he put that big thick cock in me, and it felt so good. At first he had to force his whole cock to go in me, and he went slowly. It took hardly any time for him to get into it though, as he took me by my hips and worked his cock back and forth deep and then back out of my ass. I knew nobody could hear us, so I was happy to let all my moans out.
"Fuck me daddy, fuck me daddy, fuck me daddy." I kept saying, and he'd reply
with things like, "Yeah you like this big daddy dick up in your tight hole don't
you boy." "Fuck yeah" or "mmmmm of course" I'd say, and I sure as hell wasn't
lying. It felt amazing, no younger guy had ever fucked me like this before. He
kept on fucking me harder, and the dirty talk kept going too.
I remember him saying, "You'd do anything to please your daddy, wouldn't you
boy."
"Yes, sir." I said as I moaned, I was so turned on now, more than I could remember ever being in my life. Precum was oozing from my cock and I rubbed some onto my fingers and stuck them in my mouth while he rammed his hard throbbing member into me nonstop. He fucked me for a long time too. When he was finally done, he pulled out, and told me to get on my knees in front of him. He jerked his cock for about 20 or 30 seconds and then blew yet another load into my waiting mouth.
"Can I fuck you daddy?" I asked as I finished swallowing the cum. I needed no answer from him either. He took the same position I did, and I thrusted into his waiting hole. I didn't have nearly the endurance he did. Just as I got to fucking him really hard, I shot inside of him. The orgasm was so good that it seemed to paralyze me for a second. I just stood there with my dick very slowly going soft inside of him. When I pulled out neither of us put our clothes on right away. We grabbed them and went to sit in his truck together so we could be comfortable. I had strong feelings for him already, as we laid there together naked, kissing occasionally and telling eachother how damn good it was. It really was the best I'd ever had. Eventually, we got dressed and he took me home, kissing me first and telling me to be ready early again, this time I knew exactly what for. It became quite a regular thing, and we now don't only see eachother when we're working. Now my daddy fucks me whenever he wants.
“I’m ready for my next lesson. How do we fuck next? That was good but can I fuck you as I fuck my chicks, with your legs on my shoulders? I want to watch your face as I fuck you.” Ray said as I lay on my back and directed him between my legs...
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