90 Day: The Single Life

Newly divorced Chantel gets her groove back in Greece with friends. Natalie welcomes a special someone at the airport and makes big moves in her life. Tyray is working on himself and has a new crush. Debbie is ready to get back out there after Oussama.

Chantel goes to an olive oil farm that leads her to a potential love interest. Natalie reunites with Josh to look at apartments. Veronica is Tim's wingwoman at a local singles event. Tyray goes on his first date ever.

Chantel and her friends take a road trip to chase love. Debbie's attempt at dating again starts off with a lie. Natalie's mom finally meets Josh. John makes moves toward a serious relationship. Tim takes Luisa out on a first date.

Veronica welcomes Jamal to North Carolina, but not everyone is happy to see him. John visits Meghan, but she wants more than that. Chantel goes on a Grecian dream date. Debbie's found a new man.

Chantel is ready to take the next step with Giannis. Veronica's boyfriend fights with Tim. Natalie hosts a dinner party in her new apartment and auditions for a role over dinner. Tyray goes on a boys trip to New Orleans.

Debbie flies to Miami to meet her new beau. Natalie and her mom reach out to her ex-husband, Mike. Veronica and Jamal go on a double date with Tim and Louisa. John meets Meghan's daughter.

Meghan's meeting with John's family leaves her feeling unsure; Natalie gets pressured by her mother about having kids; Tyray's first date sees him struggling to make a move; Luisa and Tim finally share a kiss; Debbie and Ruben pick up the pace.

Natalie and Josh's relationship comes to a head. Chantel meets up with Giannis at a Snail Festival and feels ignored. Veronica and Jamal fight on his last night in town. Meghan gives John an ultimatum. Debbie meets Ruben's father.

Tyray meets another potential love match in New Orleans. John feels unsure about his future with Meghan. Natalie goes to a fertility clinic. Debbie's son, Julian, meets Ruben for the first time.

Meghan pushes for more from John; Michael is invited to visit Natalie's mother; Ruben shares concerns about Debbie's past; Chantel debates giving Giannis another chance; Veronica and Jamal say goodbye.