Spin City - Season 6 - Eps 16: Eyes Wide Open
When Carter is unexpectedly called to a late-night meeting, Charlie's left in charge of entertaining Spencer, a 16-year-old boy whom Carter sponsors through the ""Big Brother"" program. Having already had a date planned, Charlie has no choice but to bring Spencer along for the ride. Meanwhile, the Mayor is racked with guilt which is causing him insomnia.
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