When I was 18 and a senior in high school my family was getting a roof put on our barn. Very expensive job as it was a lot of metal. I just graduated high school that week as they were still working on the roof. The roofing guys were all older guys and the owner was around 50 I'd say but great body from doing all that labor all those years.

Knowing that it was costing a lot we told them to just throw the old roof on the ground and I'd clean it up to save money and give me something to do while my parents were at work, they work second shift. So one night after 5 o'clock it was just him there putting stuff away as his crew already left, I was talking to him. Now these are very good roofers in this area. He told me I'm a great guy to help his parents save some money. The talk went on an eventually he told me there was more ways we could save money. Listening to him he just said if I give him a blowjob when he was done working every night he could shave some money off the bill. Now I'm straight, had a girlfriend but just thought to myself it'd just be a cock in my mouth for a week. So I told him okay thinking about finances. Being in the country side and no neighbors around he undid his pants and let them fall down. Standing there in just his briefs he pulled those down too. Then I proceed to put his hairy, sweaty hard cock in my mouth. Was that awkward as I had never had a desire to suck cock. I sucked him, he cummed in my mouth and I spit it out. He pulled his briefs and jeans up and went home for the day.

This went on for the next 3 days and on the 4th day I was figuring I'd be blowing him again which I didn't mind until he made another offer. Needless to say I was bent over a hay bail in the barn, jeans and tighty whities around my ankles as he fucked my ass. It hurt at first and I had a sore ass when he was finished and his cum was in my ass. We pulled our pants up and he said see you tomorrow. The next two days he fucked my ass at the end of the day too. Finally the roof was all done and he left for another job down the road. Three days later I was outside taking our underwear and towels off the cloths line when he showed up with the final bill. We talked and he said thanks for the blowjobs and sex as his wife didn't do it anymore, we both agreed that it would stay between us. But he fucked me one last time that night in the barn again and gave me the final bill to give to my parents. He ga e us the metal at a cheaper cost and a discount on labor. My parents thought he was being nice because it was a big job but they have no idea I got my ass fucked 4 times to save them money.