Bob Rumnock

While Alan prepares Jake for Judith's wedding, Charlie continues his fling with Herb's (recurring guest star Ryan Stiles) sister, Myra (recurring guest star Judy Greer). Besides Judith's disapproval of the relationship, Charlie gets a surprise from Myra after admitting that he truly likes her.

While Jane investigates the killing of a crime boss's son, Van Pelt has to face up to her past when she plays a dangerous game of cat and mouse in the woods.

Hurt and upset when she finds herself uninvited to her parents' annual Christmas bash, Lorelai is frantic when she hears that her father Richard has collapsed at the party.

Ruth takes an interest in a woman who died friendless, and a prostitute becomes Brenda's literary muse.