[s5e17] Rain On My Charades Direct

: 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.

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. [S5E17] Rain on My Charades

: 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. : Alyssa Milano guest stars as Mayor Randall

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