I've been in a little trouble back in my late teen years. It was mainly a vandalism thing, we broke into a home and sprayed paint, ketchup, and well... many and other things everywhere. After they piled up every charge that fit the bill... The person (aka victim - who knew my parents) gave me the choice of joining the US Military and they would drop all charges, or well... they would press charges, and send me to jail. I spent the next 4 years in the USAF - and feel it was the best thing that ever happened to me!
I was back home for my fathers funeral 3 years ago and made a point to find the person and thank him for forcing my hand 29 years ago.
Nowadays... the worst I do is speed, and occasionally get creative on my taxes.