Yes he has. Two years ago he was pulled over for a DUI (he'* 19 ), and the year after that, he stole his dad'* brand new Suburban and ran off the road while high into another car. He didn't serve any time or have any consequences for either of those incidents as far as I know.
EDIT: this is one of the voicemails that he left me. (EXTREME LANGUAGE WARNING)
#2 was left to me somehting like 11 at night one night. I was in bed sleeping when he left that one. I don't even know where she was. I think she was out shopping with a friend or something.
The 'stuff' I was doing with his "girlfriend" was JUST hanging out, while other people were there. The drinking was a small party of probably 5-7 people from where I work just hanging out after work and relieving some stress. He happened to show up and see me there that night. Keep in mind that they haven't been together for more than three months so it'* not like there is any way in hell I 'broke up his family' or anything like that. This voicemail was taken into evidence by the Sherrif to be presented as evidence to the judge. I don't know how he could rule it was "irrelevant" to the assault.