Jesse hopes his online romance turns into real life chemistry, but Jeniffer has a secret. Natalie explores the Florida single scene. Ed has a new look but struggles with the past. Steph hopes to finally break her celibacy. Debbie joins a dating app.

Natalie and Debbie head out on first dates. Syngin and Tania struggle to leave their sexual relationship behind. Ed's date gets awkward after he cries at dinner. Jeniffer finally meets long distance love Jesse, but the passion isn't what she expected.

Syngin and Tania break the news of their split to her family. Steph overshares on a first date. Jesse's rudeness on their first date leaves Jeniffer disappointed. Natalie hasn't told Johnny she's still married. Debbie's blind date leaves her in tears.

Jesse meets Jeniffer's young daughter. Syngin gets back into dating by downloading an app. Ed jumps in fast on another international connection. Natalie has a second date with Johnny. Stephanie makes a move on her stylist.

Ed travels to Mexico to meet Kaory, but their date comes to a scary end. Jesse meets Cacua, but he's taken aback when Jeniffer confesses their history. Debbie heads out on a first date after a full makeover. Syngin comes clean to Tania.

Jesse learns the truth about Jeniffer and Cacua. Ed wants to speed things up with Kaory. Tania and Syngin have a tearful goodbye. Debbie worries that her date is uninterested. Natalie shares the truth behind her dating fears.

Ed contemplates making a move during his second date with Kaory. Jeniffers mom in concerned about Jesse's future plans. Stephanie ends up in the bath with an ex-boyfriend. Debbie fears she's being catfished.

After driving cross-country, Syngin meets a new love interest. Jesse and Jeniffer start to doubt their future together on an island getaway. Stephanie gets intimate with Fred. Debbie uncovers the truth about Jay. Ed attempts to impress Kaory's family.

Ed confesses to Kaory that he's looking for marriage. Natalie shuts down after learning about Josh's past. Jesse attempts to fix things with Jeniffer, but she tells him to leave. Debbie and Colt fight, and she worries she's being catfished.

Syngin goes on his first date since separating from Tania. Debbie and Colt make amends. Jeniffer and Jesse want one more talk with Cacua. Ed's trip to Mexico comes to an unexpected end.

Ed loses an old friend and reconnects with a past love. Jesse and Jeniffer discuss their future as he leaves Colombia. Debbie meets her date. Natalie gets honest with Josh.

The 90 Day singles come together to discuss life on the rebound. Debbie gets blindsided by Colt. Ed defends his engagement to Liz. Syngin comes face-to-face with Tania. Stephanie shares a celibacy update, and Jesse and Jeniffer defend their relationship.

The Tell continues with the cast ganging up on Jesse for his arrogance. Tania's mom has a lot to say about the relationship with Syngin, who gets caught red-handed. Natalie faces Mike, and the reality of another divorce proves too much to handle.

The singles are back to tell even more in a special final hour of The Single Life Tell All. Syngin relives his last night with Tania. Jesse is accused of gaslighting. Debbie gives Jay a piece of her mind. Ed's fiancee and ex come face-to-face.

Natalie meets up with Josh in LA. Caesar hires a Ukrainian matchmaker to help him find love in Kyiv. Debbie arranges to meet a new man while her ongoing drama with Colt resurfaces. Tania goes on her first date in Aruba.

Veronica goes on a first date that ends on an awkward note. Caesar has heavy competition at a meet and greet event. Debbie meets Tony for the first time. Natalie finds out more about Josh's past. Joel questions Tania's past.

Caesar attempts to make a meaningful connection at his meet and greet event. Debbie celebrates her 70th birthday alongside Tony. Natalie seeks advice from Josh's friends. After a second date with Justin, Veronica speaks to Tim about boundaries.

Caesar goes on his first date in years. As Debbie and Tony make their relationship official, Debbie's living situation takes an unexpected turn. Natalie has a blowout fight with Josh. Tiffany rekindles things with an old flame.

Debbie shares relationship news, but Colt thinks she's moving too fast. Natalie reunites with Josh, but a sudden change of events turns her off. Tania wonders if Joel has baggage from his past. Things get steamy as Veronica and Justin take a weekend trip.

After his third date, Caesar must decide which woman he wants to pursue. Debbie visits Tony in Canada, but it's not what she expected. Natalie meets Josh's ex-wife and their teenage son. Veronica receives shocking news from Justin.

Caesar tells the matchmaker which date he's chosen. Debbie makes a decision about moving in with Tony. Natalie asks Josh if he's willing to have more children. Tiffany's son learns that she's dating again.

Debbie's friends question her decision to move in with Tony. Natalie reconnects with Mike. Tiffany loses faith in Fabian. Caesar and Alona say goodbye. Tania attends a party hoping to meet someone new.

Tony meets Colt, and Debbie tells him she's moving. Natalie returns to Sequim. Tania explores a romance with a woman. Caesar worries about Alona and their future together. Tiffany goes on a date with a new man.

Natalie opens up to Mike about why she left. Tiffany meets with Dan to tell him some unexpected news. Tania has an eye-opening conversation that motivates her to close the chapter on her marriage. Veronica reaches out to Tim for support.

Caesar makes contact with Alona. Debbie packs the rest of her belongings and heads to Canada with Tony. Tiffany reunites with Ronald in South Africa. Mike's mom confronts Natalie.

The 90 Day singles are back together for a no-holds-barred look at their successes and failures in love. Veronica is joined by a special guest, Tiffany has an update about her relationships, and Natalie faces a difficult choice.

After a shocking moment on stage, the 90 day singles return to dig even deeper into each other's love journeys. Caesar's love life gets crowded, Tania expands her horizons, and Debbie and Tony face off with Colt and Vanessa.

The epic finale picks up in the midst of one of Debbie and Colt's biggest fights yet. Then, the men in Natalie's life come face to face, Veronica reveals her new man, and Tania and Syngin get closure once and for all.

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 to make decisions about having 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 pushes for 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 before she leaves. 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, losses and missteps 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 Karen waits backstage to come to Chantel's defense.

Tonight on Part 2 of the Tell All, 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.