When Nicole invites a boy over who isn't ideal boyfriend material, Kay tries to make sure her daughter doesn't end up with a broken heart. Meanwhile, Mike attempts to understand Marc's strange crush.

After realizing that Nicole has never failed at anything she's ever tried, Mike and Kay devise a plan to teach her about failure so she is equipped to handle it later in life. Meanwhile, after losing to Marc in a game of chess, Brian turns to Leila for some play time.