Spin City - Season 2 - Eps 22: The Lady or the Tiger
A female magician performs at City Hall and Mike asks her out. Stuart and Carter purchase a bar. After sleeping together and telling him she's not interested in a long-term relationship, the magician says ""I love you"" to Mike. Stuart wants to make the bar a gay bar. Mike has trouble breaking up with his girlfriend. The bar is closed because it was missing a permit, leaving Stuart and Carter penniless. Mike finally tells his girlfriend how he feels and they break up.
About Spin City

Title: Spin City
First Air Date: 1996-09-17
Last Air Date: 2002-04-30
Status: Ended
Rating: 7.05/10 (from 299 votes)
Language: EN
Seasons: 7
Total Episodes: 145
Network: ABC
Genres: Comedy, Drama
Production Companies: Ubu Productions, DreamWorks Television
Synopsis
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.
Cast

Charlie Sheen
Charlie Crawford

Heather Locklear
Caitlin Moore

Richard Kind
Paul Lassiter

Alan Ruck
Stuart Bondek

Michael Boatman
Carter Heywood

Barry Bostwick
Randall Winston