Probably how I got involved with my best friend which lead to my first time when I was 15. He had broken up with his first serious girlfriend of two years and also suffers from serious depression, so I came to stay with him for the summer to keep him company and safe. One morning I went out for a run while he was still sleeping, got back and walked in on him masturbating. He had the biggest cock I'd ever seen, but he was super embarrassed and shy. I convinced him it was fine and whatever made him feel less depressed was good, then started looking at porn with him. Couldn't take my eyes off that dick though. It was still an odd and uncomfortable experience, he was my best friend since we were only 9.