From working in the 'industry' I have seen what supporting people, or conversely not supporting people can do, especially to impressionable teens.

It greatly depends on the kind of fella he is. If he 'just mucked up' and was influenced by peer pressure, he's most likely smart enough to work out not to do it again. When other young people feel they are a lost cause some adopt the 'no one cares about me, therefore I don't care about me, I may as well get in deeper' - so I'd go along. There are some real horrible people out there that make crime look attractive to young impressionable people, so its important to keep those people at bay - and usually strong family ties and a good support network can help with that too.

xoxo