Chester "Snake Jailbird" Turley is the constantly recurring convict on The Simpsons. Even if he's not busy robbing poor Apu's Kwik-E-Mart, he's usually seen getting arrested for something during most of his scenes.
Use a pen, Sideshow Bob!Snake
Chief Wiggum: I'm gonna let you in on a little secret. Cops don't have a lot of friends. Civilians are afraid of us and other cops just remind of us things we want to forget. That's why your friendship is so special to me.
Homer: Chief, me too.
Snake: Umm, you know I've been back here for like ten hours. Any chance of a bathroom break?
Chief Wiggum: Thanks a lot jail bird. Now I have you on burglary and killing a moment.