Howlies! (rapid fire answering your questions in order)
Thank you for playing my game.
Hyper went to jail due to breaking the law, and he also took the blame so Wolfstar didn't end up in jail for all the damages Fury caused.
I'm afraid it's a major plot point that the player has no way of getting around. There are five routes in total, and most are unlocked via the phone call scene after Hyper gets taken away by the cops. You just have to keep letting the calls go to voicemail until you get the "guy you want to go out with's" call.
Yes. =3