These outings only lead me to more hope.
I talk with my friend quite often about masturbation and we are very open. We have recently decided that we would like to make things interesting and wanted to start trying it outside.
Our first time was while we were at a friend's house sleeping over. We decided to part from the 3 other people to go out on a 'walk'. We went to a dark spot and we decided to jack off on the opposite side of the tree. I have always wanted to experiment with another guy because I don't think its that gay its just elevating the pleasure for both people. Sadly, that was it and nothing happened.
We then decided to try again and did it after a sport practice and we went back in some wildlife trails. We went to this secluded spot and I was going to try and make a move for it but he quickly shut down the idea by having us go one at a time. I must admit that jacking outdoors is great but I still want to get to my ultimate goal of having my first jack off buddy.