Lisa hits the dating scene while Drew works to win her back. Kenny grapples with Jackie's engagement, and Iesha navigates her life online vs her reality. They're all blindsided when a debt collector, Black, demands to be paid on behalf of Jason.

Rome becomes more uncomfortable with Iesha’s online relationship. Kenny's slip-ups with Princess and secret chats with Jackie sow seeds of discord. Drew makes a mistake that can push Lisa further away. The crew is all in on Black’s illegal venture.

Jackie faces alarming signs in her relationship. Kenny and Jackie reconnect. Princess discovers Kenny lied by omission. Lisa goes on a date with Quentin but he leaves. Iesha faces scrutiny from Rome’s friends. Lisa makes a mistake in the scheme.

Jackie gives Kenny a tour of Will's house, leading to an intimate moment. Rome struggles with his friends' criticism of Iesha. Princess confronts Kenny about the money for her song. Lisa and Drew's date is interrupted by calls from Quentin and Black.

Kenny and Jackie almost get caught in Will’s house. Iesha is upset that Rome doesn't introduce her to his mom. Princess grows suspicious after seeing a message from Jackie to Kenny. Drew's podcast stirs up controversy. The entire crew gets kidnapped.

The crew learns they're entangled in Black and Jason’s scheme. Jackie confronts Kenny after he ignores her, Princess questions his whereabouts. Will seeks to mend things with Jackie after his violent outburst. Iesha and Rome take a break.

Quentin advises Lisa to cut ties with Drew. Jackie finds a way to get back at Will while making money. Lisa and Jackie's attendance at Princess's show sparks a heated altercation, stirring more suspicion in Princess about Kenny.

The crew is unable to make enough money. A dark secret about Iesha comes out. Kenny confronts Jackie about her actions at Princess's show. Iesha ends her online relationship, prompting Rome to reconcile things. Lisa’s secret is revealed to Drew.

Drew confronts Lisa about her secret. Jackie finally leaves Will, and finds solace in Kenny. Princess discovers dark truths about Kenny, leading to a heated argument. Iesha confides in Rome about the illegal scheme, and he explores a way out.

Kenny opens up about his past to Jackie. Rome devises an escape plan for the crew from their scheme. Lisa tries to fully cut ties with Drew. He clashes with Quentin. Jackie bids a final farewell to Will. Kenny unexpectedly encounters Princess.