Courting Disaster

S6 E18: Searching for a movie-watching pal after Stuart (guest star Dave Foley, "NewsRadio") opts out, Jack (Sean Hayes) invites Grace (Debra Messing) for an afternoon at the theatre. However, when the duo discovers Stuart and mystery man secretly catching a matinee, Jack is left questioning their relationship. Elsewhere, Will (Eric McCormack) attempts to teach Karen (Megan Mullally) the skills of driving, but the road warriors have a run in with the law their first trip behind the wheel, prompting Will to fight the ticket in traffic court.