Anthony "Fat Tony" D'Amico is the boss of the Springfield Mafia.  Tony is voiced by Joe Mantegna but visually modeled after Paul Sorvino.

Fat Tony Quotes

Chief Wiggum: You're all under arrest for the murder of Seymour Skinner!
Fat Tony: What's a murder?
Chief Wiggum: Don't play dumb with me!

Chief Wiggum: You wouldn't happen to know anything about a cigarette truck that was hijacked outside of town, would you?
Fat Tony: What's a truck?
Chief Wiggum: Don't play dumb with me!

The Simpsons Quotes

Wow, now I see why they call you Miss Hoover. You must have been vacuuming for an hour.

Bart

Homer: (Wearing glasses) The sum of the square roots of any two sides of an isosceles triangle is equal to the square root of the remaining side!
Man: (From inside a bathroom stall.) That's a right triangle, you idiot!
Homer: D'oh!