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Roommates With Benefits
90 Day: The Single Life - S2 - E5
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.
90 Day: The Single Life: Season 2 - 14 Episode s
2x1 - Single And Ready To Mingle
November 12, 2021
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.
2x2 - Twist My World
November 19, 2021
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.
2x3 - Lust At First Sight
November 26, 2021
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.
2x4 - Like A Virgin
December 3, 2021
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.
2x5 - Roommates With Benefits
December 10, 2021
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.
2x6 - Leave You And Deceive You
December 17, 2021
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.
2x7 - You Give Love A Bad Name
December 24, 2021
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.
2x8 - Love In The Fast Lane
December 31, 2021
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.
2x9 - Just Not That Into You
January 7, 2022
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.
2x10 - The Ship Has Sailed
January 14, 2022
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.
2x11 - Kiss And Tell
January 21, 2022
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.
2x12 - Tell All Part 1
January 28, 2022
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.
2x13 - Tell All Part 2
February 4, 2022
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.
2x14 - The Singles Tell More
May 30, 2022
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.