I haven't seen any posts concerning the temptations which proceed a boy's jacking off, so I'll tell a few of mine.
I'd been playing with my penis since I was about 6 without realizing that I was doing anything wrong, so it came as a surprise that this was a practice which should be concealed. I learned this at age 9 from my 13 year old cousin when I blundered into the bathroom, and caught him masturbating sitting on the toilet with his pecker in his fist just as he began to come. He told me to come in, and close and lock he door. Then he explained what I had seen, and went on to show me how to jack off myself. His instructions included a warning not to get caught because all of our older relations would disapprove of the sport. Even though I felt that I had to have as many orgasms as possible, it got so that I couldn't start a jacking session without first overcoming a powerful sense of guilt about what I was about to do. Sometimes I would sit on the toilet looking at my little 3 inch hard for 5 minutes before I wrapped my fist around it and began to jack. Events that set off the urge to jack included looking at my nude body in a mirror, seeing a friend's pecker, fantasies of previous jacking, talking about sex with friends, and many other such preliminaries. I tried to resist, but temptation always won. This was especially true after I began to come at 13.