Spin City
Workaholic Mike Flaherty is the Deputy Mayor of New York City, serving as Mayor Randall Winston's key strategist and much-needed handler. Mike runs the city with the help of his oddball staff: an anxious and insecure press secretary; a sexist, boorish chief of staff; an impeccably groomed gay activist running minority affairs; a sharp and efficient, man-crazy accountant; and an idealistic young speechwriter. Like Mike, they are all professionally capable but personally challenged.

Season 4 · Episode 4 ·
These Shoes Were Made for Cheatin'
Mike tricks Nikki into seeing a couples counselor. The mayor takes an eighth grade test after being challenged by junior-high students. Stuart attempts to join Carter's gay gym to meet women.
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Episode 4 of season 4 of Spin City: “These Shoes Were Made for Cheatin'”. Aired 1999-10-12. Watch it online free on ZapFlix.