6. Cher Slaps Jack
(“Gypsies, Tramps and Weed,” season 3, episode 7)
Will & Grace eventually leaned heavily on a revolving guest-star-of-the-week gimmick, but early on, a cameo by the one and only Cher was just brilliant. Jack sees her in a cafe and mistakes her for a drag queen dressed as Cher. So Cher has to prove it’s really her—by singing a little and then slapping Jack and delivering her famous Moonstruck line, “Snap out of it!.” Epic.
