Spin City - Season 5 - Eps 15: The Image Maker
Carter discovers an old love letter written by Stuart. He decides to set Stuart up with the addressee of the letter, a woman who turns out to be Stuart's ex-wife. The woman quickly manages to set a whipped Stuart into his old rut. Meanwhile, Caitlin hires an image consultant when the mayor's approval ratings go down. The consultant discovers that the mayor has a problem with women, causing Charlie to make himself over. And also, Paul worries that he's unrecognizable.
About Spin City

Title: Spin City
First Air Date: 1996-09-17
Last Air Date: 2002-04-30
Status: Ended
Rating: 7/10 (from 301 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