90 Day: The Single Life

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

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.

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.