Will catches the eye of a female diner after being stood up; Grace bumps into a man (Tom Everett Scott) with whom she once shared a forgettable encounter; Karen runs into her nemesis, Candice Bergen.

Grace's free-loading sister (guest star Geena Davis) comes to town to launch her latest business enterprise; Karen spurns Lyle's (guest star John Cleese) marriage proposals but has a change of heart when Lorraine.