Across
- "How am I doin'," he asked New Yorkers
- Motown's combative Young
- Mayor & NBA Hall of Fame member
- NYC's Little Flower
- Mayor Emanuel's deadly city
- Richard the First & Richard the Second
- "America's Mayor"
- Voice for "Family Guy's" Mayor Adam West
- Fictional Mayor of McDonaldland
- Mayor turned bombastic talk show host
- SF Mayor turned US Senator
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Down
- City for "Boy Mayor" Dennis Kucinich
- Felonious Mayor Kilpatrick's city
- Once led by Mayor Clint Eastwood
- Where MD Gov. O'Malley was mayor
- Mayor Booker's city
- Mayor Tom Bradley's metropolis
- Boston's "loveable scoundrel"
- Chicago's "Calamity Jane"
- City of Rizzo & Nutter
- "Mayor Nanny"
- Sharon Pratt Dixon's town
- A "crack" Mayor, so to speak
- The dapper "Gentleman Jimmy"
- Fictional venue for Mayor Thomas Carcetti (2 words)
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