Urban Dictionary: asshole - Ia an asshole Like 99.67% | 276 votes Views: 849 626 Download A person's anus. a stupid, irritating, or contemptible person. Categories: Thug Comments: Add Comment Cancel By Mulkree - 03:54 Cyclingedinburgh.info › being-an-asshole. By Yoramar - 01:33 We typically don't think of being an asshole as a good thing, but there's a difference between "good" assholes and "bad" assholes. By Mazubei - 04:37 "Not giving a shit takes the wind out of an asshole's sails." Robert Sutton, a psychology professor at Stanford University, has stepped up to answer this eternal question. In , Sutton published The No Asshole Rule, which focused on dealing with assholes at an organizational.