When the group settles on a date for their holiday party - December 21, 2012 - it happens to be when Mr. K believes will be the end of the world. Ryan invites Anne along on his annual trip to wine country with Steven and Lauren worries her boyfriend is ready propose to her.
- Matthew Perry as Ryan King
- Laura Benanti as Lauren Bennett
- Julie White as Anne
- Suzy Nakamura as Yolanda
- Tyler James Williams as Owen Lewis
- Brett Gelman as "Mr. K"
- John Cho as Steven
- Sarah Baker as Sonia
- Tonita Castro as Fausta
- Seth Morris as Danny
- Christine Woods as Janie (Cameo)
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