Well I hope you are not in the state that has three strikes and you're out thing meaning if he goes to jail again he's never coming out, Well what has he gone to jail for? And just make sure he does not bring you down with him. People make mistake that is a fact of live but if people keep on making the same mistakes well you have to think do you want to be with someone like that.

Maybe you should speak to someone about why you are with someone like him.
This may not be really about him, but your own sense of self worth.

He didn't think of you when he got into trouble the 2 times that he did. Only after did he think of you once he was caught

Did he get any jail tattoos. ...if he did you're in trouble

Are you serious?
You're 16-17 and thinking about staying with a guy who's been in jail twice?
You're getting to that age when you need to start thinking with some clarity.

maybe you should stop dating a loser. Just a thought...

He's going to leave you for his cell mate.

Pssst chat?