Angela Vaughn, her daughter and her aunt are thrown into a world of wealth and glamour.

As Angela tries to land a spot for Eve's Crown in the Franklin incubator program, she uncovers a devastating secret about her mother. Meanwhile, Leah attempts to unseat Teddy as the head of Franklin, Raymond is determined to get his company back and Chaos erupts for the Duponts at the Black Diamond Ball.

Angela wants to make Nikki the face of Eve's Crown and forces Leah's hand about the incubator program; Raymond confronts Teddy about getting his company back; Piggy is confronted by her past.

Angela meets with Nikki's father, Nate, as she deals with the tabloids chasing her after her paternity secret is revealed. Meanwhile, Angela's best friend, Tommy “”Tizzie”” Jones, arrives in Oak Bluffs to help her with the grand opening of the Eve's Crown flagship store. Then, Teddy confides in Leah, Nikki and Taylor get closer and Raymond meets with a face from the past to help get his company back from Teddy.

Angela asks Tyrique for a favor; Angela also tries to get Nikki accepted into the Oak Bluffs Cotillion; Raymond confides in Olivia; Leah is shocked by Lauren's behavior; Teddy's condition worsens.

Teddy tries to connect with Angela and Nikki. Meanwhile, Olivia confronts Alex, who, in turn, drops a bombshell on Leah about her former marriage to Raymond. Then, Tyrique discovers a shocking secret about his own father's past.