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 meets John's family and questions their different lifestyles. Natalie's mom pressures her about children. Tyray goes on his first date and struggles to make the first move. Luisa finally gets a kiss from Tim. Debbie and Ruben speed things up.

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.

John follows his heart to Texas, but Meghan wants more. Natalie's mom invites Michael to visit. During their final night, Ruben tells Debbie he has concerns about her past. Chantel waivers on giving Giannis another chance. Veronica says goodbye to Jamal.

Natalie asks Mike a question about their potential future. Giannis invites Chantel on a mystery date before she leaves Greece. Debbie lashes out at Julian for meddling in her love life and says goodbye to Ruben.

Join the singles in NYC to recap their most notable wins and losses this season. Jamal and Luisa join forces against Veronica and Tim. Sarper gives Tyray sex advice. Debbie goes after Chantel for the way she dresses while Chantel's mom waits backstage.

Chantel gets heat from Miss Debbie about the way she dressed during her trip to Greece, and Karen, Chantel's mom, comes to her defense. Later, Natalie's ex, Josh, is grilled on stage about his "sugar daddy vibes" and fear of commitment.

Tyray's new love interest joins the Tell All and learns that Tyray has never been kissed. Natalie grills Josh about their future. Shaun asks the cast viewer questions, and John surprises Meghan on stage.

The Tell All continues as shocking new discoveries are made. Debbie interrogates Ruben about her concerns. Luisa lays into Tim, and Chantel spills some tea on Luisa and Jamal.

In the final hour of the explosive Tell All, Natalie's ex, Mike, joins the stage and has a shocking update that flips Natalie's world. Then, after insulting each other's character on stage, a blowout fight erupts between the Debbies.