In the Season 1 finale, EJ celebrates his birthday with a trip to the Hamptons. Meanwhile, Elisa tries to be single for the first time in years; and Cookie and Magic Johnson divulge details about a soon-to-be-released memoir.
EJ treats his friends to a lavish vacation to St. Martin. As Maya tries to repair her relationship with Trassh, she faces interference from Sanaz. Also: Elisa has fun playing with her new boy toy; and Drew fails miserably at cutting back on alcohol.
EJ and Elisa visit their father's hometown of Lansing, Mich., where they get a reality check about what it's going to take to become successful. In other happenings, Elisa struggles with the aftermath of meeting her birth family; and Maya flirts with temptation during a girls' night out in Brooklyn.
EJ embarks on a journey of self-discovery, exploring his own gender fluidity; at the same time, Drew faces the reality that his partying ways could lead to some serious health issues. Meanwhile, Maya decides it's time for her conservative mother to meet her not-so-conventional boyfriend; and some nasty backstabbing puts a wedge between Sanaz and Kyle.
EJ decides what career moves to make and meets with fashion industry players; at the same time, Elisa copes with her struggling relationship by leaning on her family for support. Meanwhile, a date-themed mixer is planned to bring everyone together, but Sanaz clashes with much of the group.