As the Illumination Ball nears, Angela and Leah team up to discover the truth about what happened between Teddy and Eve in 1984. Angela must make a choice between Tyrique and Nate.

Teddy gives Angela an ultimatum. Raymond regains his confidence and makes an offer to Leah. Aunt Piggy is shocked when a face from the past reappears. A death shocks the Franklin/Dupont families.

Bid Week at the Gracities finds Angela as close as ever to getting everything she wants. Meanwhile, Teddy confronts Leah, as she questions her mother about what happened the night Eve was arrested and Raymond is desperate to get Jack's Darmon shares away from Teddy and cover for Olivia with the police. Then, Piggy comes clean to Tyrique about his father.

Leah and Teddy deliver devastating news to Angela. Meanwhile, Piggy confesses some of the secrets from her past to Angela and a confrontation leads to Raymond's life changing. Then, Angela takes steps to secure her and Eve's Crown's future.

Angela holds a "sistervention" for Leah, whose marriage to Raymond is still on the rocks. Meanwhile, Teddy's birthday celebration includes trying to one-up Alex and keep Raymond at bay, and Nikki and Nate attempt to bond. Then, Tyrique's jealousy grows as Angela gets closer to Nate.

The family gathers around Teddy after his latest health crisis, as Angela and Leah bond over their newfound common enemy Alex, who makes a move to win back Raymond. Meanwhile, Tyrique looks to Aunt Piggy for answers about his father.

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.

Angela asks Tyrique for a favor and meets with Teddy, who takes the first steps into welcoming her into the family. Angela also tries to get Nikki accepted into the Oak Bluffs Cotillion, Raymond confides in Olivia and the Nikki-Taylor-Lauren triangle heats up. Then, Leah is shocked by Lauren's behavior and Teddy's condition worsens.

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 wants to make Nikki the face of Eve's Crown and forces Leah's hand about the incubator program. Meanwhile, Raymond confronts Teddy about getting his company back, and Piggy is confronted by her past. Then, secrets are revealed when Lauren brings her grandmother Rose to the annual Juneteenth Rose Ball, where she reveals a family secret.

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