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Alan befriends Greg, a gay single dad, causing Alan and Charlie to re-examine their own sexual identities. Meanwhile, Jake has a crush on Greg's daughter, Sophie. Jane Lynch also guest stars as Charlie's therapist.
Alan prepares Jake for Judith's wedding, while Charlie continues his fling with Herb's sister, Myra,.
Jake comes into a windfall when Charlie takes him to the track, and Alan is stuck in that special hell known as the Department of Motor Vehicles.