I spent a lot of time with a kid a few years younger than me regularly. He had not quite hit puberty yet. I was 15 and always horny. Thankfully we were left alone almost every weekend, all night. I often looked for movies with nudity to get aroused with. I often had a blanket and would pull my pants to my knees to play with my dick. I tried to hide it but he noticed. I began to make it obvious in hopes of making him curious. I began to be less and less discrete.
Finally he began to ask what I was doing. At first I told him nothing. He kept on asking so I told him I was jacking off. At first he seemed a bit doubtful. I tried to convince him by showing him my hard cock. He just looked and smiled. He began to ask if I was jacking off and I would just show him my dick. I usually gave it a few strokes before covering back up. This had gone on for awhile and I had not been taking it to orgasm. I didn't want to get any sperm on anything but wanted to cum. I eventually began to want a climax.
After stroking most of the evening, I got up to go outside. He asked where I was going and I told him. Now whenever I got up he asked if I was gonna go cum. One night, he suddenly asked if he could watch me cum. I enthusiastically agreed. I already had a lit hidden spot in the backyard. I told him to follow me. I had hoped something like this would happen. I wanted to give him an eyeful. I dropped my clothes to my ankles exposing my erect dick. He was transfixed on my penis. I stroked slow and steady as he watched me.
After a half hour or so I was close to ejaculating. I told him to look closely as I came. I began to ejaculate, watching him watching me. He then said it was gross. He was just uncertain at that very moment because he didn't look away until the the last drop. I was sure he liked it when we began to masturbate mutually.