Colleen joins John and his Air Force buddies for his annual tradition of dirty Christmas caroling. Also, Joan tries to hijack Lark’s first Christmas from Jen and Greg, Samantha sneaks out with her friends and is caught when a photo of her and a mall Santa is posted online, and Tyler announces his plans for college,

John and Joan disagree with their neighbors, Jerry and Pam, about who gets to use the hot tub when new property lines are drawn. Also, Greg and Jen invite their exterminator and his wife over for dinner, Matt and Colleen make an effort to be friends, and Tim is terrified to perform minor surgery on John.

Tim thinks wearing a Cinderella dress during March Madness is good luck, so he refuses to take it off in hopes his alma mater will win. Also, Greg fantasizes about what to write in a birthday card for his boss, Tyler goes to prom and must withstand unsolicited advice from his parents and grandparents, and Jen sets Matt up on a blind date with her coworker, Dougie.