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Doug pairs off with Kelly, while Carrie goes out with Deacon after the couples realize they have more in common with their friend's spouse than they do with their own; Arthur gives advice to a woman working at a coffee shop.
Doug turns 40 and fakes a midlife crisis so Carrie will think he intends to better his life, but all he really wants to do is conquer his fear of riding a monster roller coaster that he was too scared to go on 15 years ago.
Carrie plans a weekend getaway with coworkers on a company retreat, but Doug shows up and spoils it; Danny and Spence sneak backstage at a Huey Lewis concert dressed as guards. Huey Lewis appears as himself.