Continuity mistake: In Homer's flashback, when the pimp chases Homer, who is covered in garbage, Homer runs away from him on one side of the street. When Homer runs on the other side of the street, he is not covered with garbage. When he climbs a ladder and falls into a manhole, he is covered with garbage again.
Character mistake: When Chief Wiggum shows up to arrest Nelson during the game at the end of the episode, Bart goes with Wiggum instead while pretending to be Nelson. Even a cop as incompetent as Chief Wiggum would not have mistaken Bart for Nelson since he'd had numerous dealings with both before this episode; Wiggum may not be particularly bright, but he knows who's who in Springfield.