The First Time I Masturbated with Someone.

The first time I ever masturbated with a guy was when I was staying at my bud Jakes house. He lived out in the country in a nice big old house in the middle of a very large piece of land. It was about 8:00 pm and had just gotten dark. His parents weren't home but would be back in about an hour and a half. His mom is a huggy person and I had not seen her since I had arrived at his house so that meant a big hug when I did. Jokingly I said "its dark why don't we just get naked and go in the woods behind the house"? He's told me before he likes to go into the woods late at night and jack off' but I really didn't think he would do it. He says "Why not" he yells as he runs in the house "grab your paint ball gun in case my mom asks what we were doing".

The tree line starts about five hundred feet behind his house when we reach it he says we can leave our clothes here. I could not have gotten undressed faster, I love being nude outdoors. My penis was so hard it almost hurt and I noticed his wasn't, I kinda turned around a little. The moon light was coming through the trees enough for him to see that I was looking at his cock and he chuckles and says the first month he got nude out here he had massive boners just thinking about it. We go into the trees a bit more and he has some folding lawn chairs in a little clearing, we sit and get to stroking. After about forty five minutes or so of bullshitting and watching each other naked he looks at me and says" dude, you got to take care of that". I see his dick is very hard and says " take care of what"? I'm not really sure he means what I think he means and he said. "Your dick has been hard this whole time and I think it might pop". He reaches inside of his backpack and pulls out some lube and rubs it on his cock. He tosses me the bottle and says there isn't a lot left but it should be enough. Up until then I had never thought about masturbating with someone else, I love to be nude anywhere I can and love to masturbate, being nude with him was fine and dandy but jacking off with him felt kinda weird.

I see him rubbing the lube all over his dick, he's very hard now. "You aren't going to just watch are you"? "No" I say. Slowly I start rubbing myself and look over at him. Seeing him enjoy himself like that was odd but I seemed to like it. I relax a bit and start to really get into rubbing my penis. He looks at my dick and says "first time I do it with anyone, this is bad ass". I'm really getting into it now going up and down, up and down not too fast and not too slow. Jake starts moaning and jacking off like a mad man. We were sitting across from each other and his first stream landed on my thigh, "sorry bro" he grunted as his cock exploded. That was what I needed to see. Something about the way the moon light was hitting us and seeing us jacking together made this all good for me. I started rubbing faster and harder and squirted my biggest load of all time. I lay back in the chair and said "dude that was awesome". "We're doing it again tomorrow bro" he says as we hear his parents pull up. We get dressed and go in for dinner. Around three in the morning we quietly left the house and did it again, we couldn't wait till the next night. Well that was the first time I got off with another guy.