LMFAO you're right. Light always got red so Lelouch can be purple.

Omg. WELL. Hm. That depends. If he likes Lelouch enough he would, but he might honestly "let" him spend a night in jail to prove a point. The act all "oh I needed to get the funds together". But Lelouch would probably understand. ALSO again if he thought Lelouch was doing it in pursuit of messing with riffraff he would be more supportive.