While Dean reckons with his first taste of heartbreak and betrayal, the adults in his life are overly empathetic and assume his grief is from mourning current events.

Sterling sows some wild oats by checking out the competition at a debate tournament, and a suspicious Blair enlists Miles to help spy on her mom.

Maya and Omar meet face-to-face. Wendy has a contentious business meeting. Ruth goes behind Darlene’s back. Jonah finds a new place to set up shop.

Wendy’s claims about Ben anger Ruth. Mel the P.I. tracks down Wendy’s father. Ruth’s trip to the Missouri Belle with Kerry doesn’t go as planned.