He was 12 and I was 13
To start off, we do this often, we have gone a bit further then masturbation a few times but that's not a story for here. The first time we ever did this it was very awkward.
We were watching a movie, during a scene he said 'Do you wanna jack off?' and I said 'sure'. So he got a pillow and put it in between us. He got a flashlight and made a reflection of his dick on the wall. This turned me on so much, I peaked over the pillow only to see the most beautiful cock I had ever seen that wasn't mine. It was very hard yet soft. It was the perfect shape, the head was curved slightly.
He looked over and I looked away just in time. I proceeded to grab my cock when something else took a hold of it. It was his hand. He proceeded to stroke it. I started to stroke his cock when I felt myself cumming. I told him and he put his face in front of my dick and I shot a load in his face which he then ate. Then I continued to stroke him really fast and firmly. Teasing his balls with my tongue. He said he was cumming so I rolled over and he cummed on my butt and licked it off. We then did something that is a story for Whispering Lily.