So I'm one of those dads that has to get to know my daughters boyfriends before I let them date her, I usually ask them to come over and go fishing on our property. I knew my daughter masturbated herself because I had walked in on her so I was cool if she did with a BF or a friend but not sex. Anyway, so when she got her second boyfriend I invited him over, He was nice boy, very handsome at that, he was average build and had long brown hair like I had when I was his age. We went out on the dock to start fishing. I never had my daughter or wife around so there were no distraction. As we fished I talked to him, I told I was cool with him dating my daughter and even if he wanted to jack-off with her, He said he had never jacked it with anyone else. I said he should try it even with a guy friend I could see was getting a bulge in his pants after we were done fishing we went to the back deck and started to talk even more. Then out of the blue he asked if he could jack-off with me, I was surprised but I could see he wanted to try it so I said only if your good to my daughter and he said OK, so I said OK lets go. I took off my shirt and pants so did he we were in our underwear, I had white briefs and he had white boxers. I could see his boner trying to come out of his boxers and I looked down at me I could see mine was so hard it hurt.
He was a little heavy set but still hot. I said on 3 drop your underwear, 1....2....3. we both dropped, he revealed a 6in uncut cock, I was 7in. and uncut he was amazed at my size I guess he couldn't take his eyes off me. I started to rub and so did he. I was dripping precum and he said that he was too. We were sitting about a ft away from each other, He said 'I wish my dad and I did this but he was too busy' I felt bad for the kid and said I would love for him to do it again then I said out of pity I would do 'it' for him. His eyes lit up I reached over and he just said no then got and sat on my lap it was so great my dick went right between his legs then I started to rub him he yelled, and then I felt cum on my hand, Then I felt him grab my cum then I came on him then he got off my lap. Later he left. I saw him time to time and once walked in on him and my daughter doing what me and him did. He is now older still dating my daughter. They are a great couple. We did once again later that year. Now I'm hard thinking about this, I'm coming right now.