EJ gets his first fashion opportunity since moving to New York and celebrates his birthday with a glamorous trip to the Hamptons; Elisa tries to be single for the first time in years; Maya makes a realization about a relationship.
EJ takes his friends on a lavish trip to St. Martin; Maya tries to repair her relationship with Trassh, but Sanaz gets in the way; Elisa enjoys her new boy-toy, Jarrod; Drew realizes cutting back on drinking is easier said than done.
EJ and Elisa take a trip to their father's hometown of Lansing, Mich., and learn some tough truths; Elisa struggles with the aftermath of meeting her birth family; Maya flirts with temptation during a girls' night out in Brooklyn.
EJ and Elisa are determined to be successful on their own; EJ tries to find his own path in love and friendship.