Paying my neighbor to make me cum

Submitted by MarriedBro89

I’m not proud of it but I paid a guy for a hand job.

My neighbor was having trouble with his kid. We’ll call him Jack. He was a typical 19-year-old jock. He’d got a girl knocked up, he wasn’t interested in working, he would just spend his days working out and fixing his bike, chasing pussy and getting stoned with his buddies. My buddy was close to kicking him out and forcing him to take some responsibility for himself but I knew that would probably end badly for him.

I told him he should ask around the neighborhood and see if he could get him working. A week later I walked past one of our other neighbors and Jack was outside fixing the guys car. Then I heard he’d been doing some yard work too.

I asked him if he could come and help out painting my garage for $50 and a couple days later he was helping out.

Something had worked with the kid because he was soon asking around for any other jobs he could do and I jokingly said he could jerk me off for another $50. He took it as a joke and I wasn’t really being serious about it, but a couple days after that he came back and asked if I was kidding about it.

I told him I was kidding, but then he said he would do it if I wanted.

I felt pretty bad about it but at the same time I wondered if he really wanted to do it. I agreed and we sat on the old couch in my garage and I got my cock out. He didn’t hesitate and grabbed it, jerking me off. A few moments later I started groping the shape of his cock in his jeans and he got his big dick out and I started jacking him off.

He didn’t last very long and after a few minutes he started cumming all over my couch and hand and then I started cumming too.

I gave him the $50 and he left. Then a few days later he was back and asking if there were any other jobs he could do for me, then he said he could give me another hand job if I wanted. I turned him down the second time because my wife was home and it was too risky, and I was kinda feeling guilty about it like I was taking advantage of him.

He said he would do it for free and I insisted that it wasn’t the right time.

Another few days passed and then he was back again, I think he’d seen my wife leave. I agreed to jack off with him and we had another good mutual bate in the garage and shot another couple of loads. I paid him again, but now I feeling less bad about it. It was pretty obvious that he was enjoying it, his cock was always hard and he had trouble not cumming within a couple of minutes. I think I helped him out with controlling himself though.

The third time he came over after my wife left for the afternoon and we had a longer session in the living room watching porn. This time he wanted to frot cocks and rub our dicks together and we had a great time.

In the end he admitted that it was more about the fun of it than the money but the cash was helping him get by. A couple of times I said I didn’t have the cash on me and he still wanted to jack off and frot.

It became a pretty regular thing and it was working for both of us for a while. It was expensive but I was happy to be helping him out and he was obviously enjoying himself. He told me about jerking off with a couple of other guys and how he’d been thinking about sucking dick for some extra cash but wasn’t sure about it. I think he might have been trying to get me to agree to that but I’ve never been into oral with guys and for me it’s all about jerking off.

I never found out if he was blowing anyone else in the neighborhood but I knew there were a few guys calling on him to “help out” with things now and then I got the impression he was at least giving them hand jobs too.

After a few months he’d got on his feet and found a full-time job, he moved in with his girlfriend and stopped coming by after she had a baby. He was doing pretty well for a while but then he got into the wrong crowd again and started doing drugs, got himself arrested and ended up spending a few months in prison.

My neighbor doesn’t talk about Jack much these days and I think he only sees them on the holidays but I guess the guy is still trying to get himself together.

I’m not proud of it but it was a lot of fun and I know Jack enjoyed himself making that money.

---

Enjoyed this post? Please leave a comment below and say thanks to reader MarriedBro89 for sharing his experience. Join our NEWSLETTER for weekly updates, and why not send us your own experiences of bating with buddies, your fantasies, or just your opinions on male sexuality? Visit the CONTACT page to share your own story.

---