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Cheers' gets another chance of losing a contest to their cross-town rivals at Gary's Old Towne Tavern; this time the contest is for "Boston's Best Bloody Mary."
Sam finds himself attracted to both an old girlfriend and her grown daughter while Woody volunteers to be the clown at the boss' kid's birthday party Rebecca is planning.
Rebecca offers to housesit for one of the company executives and calls on Sam and Woody for help when the man's beloved dog runs away.