I had this friend Joe when I was a freshman in high school who lived in this huge house that had an attached cabin house. My friend had a couple brothers and sisters but this one brother in particular was a senior and was still living at home. His room was in the carriage house. Joe and I would climb out onto the roof all the time to shoot bb guns or just goof around. One night in the late summer we were on the roof and we went over to the cabin house side. We could see his brother's bedroom clearly since the light was on. Joe and I were lying on our bellies completely out of view on the roof. A moment later his brother returned to his bedroom with a couple of DVDs. He was wearing only shorts and he sat on the end of his bed while popping a DVD into his TV player. Joe whispered that his brother was probably watching porn, as usual. My heart started racing as I expected the inevitable beat off session. Sure enough minutes later his brother was half seated half lying back on the bed and working the remote control with an obvious woody bulging in his shorts. He put the remote down as he settled on a scene that he liked and pulled his shorts completely off in one motion. He dick was fully erect and it bounced as he settled back onto the bed. He started stroking and jacking his cock. By now, my own dick was rock hard. Joe was fidgety too. We watched his brother jack off for five more minutes before he started to spurt cum into the air. Joe and I quietly moved back from the edge of the roof and I followed Joe to a darker side of the house. We were secluded from view by some very tall pine trees. Joe said that he had seen his brother before and that he had watched some of the videos when his brother was gone. He said that when he was really horny from watching he would come back here and jerk off. I think he was expecting a reaction from me when he said that but instead I said that I didn't blame him and that I would too. We sat down side by side and pulled out our hard cocks and we jerked off together on the roof. When we were ready to come we both stood up to shoot into the air.
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