Rain On My Charades: [s5e17]

: Charlie fakes an illness to skip a "childishly tame" game night with his girlfriend Julia and her friends so he can go to a sporting event with Paul, Stuart, and Carter.

: Future Late Night host Seth Meyers guest stars as Doug, a member of Julia’s friend group who is hilariously intense about playing charades.

: By the end of the episode, the dynamic shifts; following advice from his colleagues, Charlie realizes he is ready for a committed relationship, but Julia decides she is not. The episode originally aired on February 28, 2001, on ABC. "Spin City" Rain on My Charades (TV Episode 2001) - IMDb

In the Spin City episode (Season 5, Episode 17), Deputy Mayor Charlie Crawford (Charlie Sheen) finds himself caught between his old carefree ways and his developing feelings for Julia.

: Alyssa Milano guest stars as Mayor Randall Winston’s rebellious daughter, Meg. She returns home after dropping out of law school with a "loser" boyfriend, prompting the Mayor to ask Caitlin (Heather Locklear) for help in getting through to her.