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90 Day Pillow Talk: The Single Life - Episode Guide

Season 1

Ready to Rebound

Episode: 1x01 | Airdate: Feb 21, 2021 (44 min)

Ready to Rebound

Jess cracks up as she watches Colt's speed dating fail.

Slay As a Divorcee

Episode: 1x02 | Airdate: Feb 28, 2021 (42 min)

Slay As a Divorcee

The Pillow Talkers react to Big Ed's awkward attempt to ask Liz on a date.

Sealed with a Diss

Episode: 1x03 | Airdate: Mar 7, 2021 (42 min)

Sealed with a Diss

Jess enjoys Vanessa's response to Colt's bungee jumping date.

Daddy Issues

Episode: 1x04 | Airdate: Mar 14, 2021 (42 min)

Daddy Issues

Mohamed reacts as Danielle brings him up on her first date with a new beau.

Down and Dirty

Episode: 1x05 | Airdate: Mar 21, 2021 (42 min)

Down and Dirty

See Yazan's response to Brittany's wild ATV date with Justin.

Exes and Oh Nos

Episode: 1x06 | Airdate: Mar 28, 2021 (44 min)

Exes and Oh Nos

Loren and Alexei are not impressed with Big Ed's golfing skills.

The Blame Game

Episode: 1x07 | Airdate: Apr 4, 2021 (44 min)

The Blame Game
Yazan reacts as Brittany introduces her friends to new beau Justin.

Last Chance for Romance

Episode: 1x08 | Airdate: Apr 11, 2021 (44 min)

Last Chance for Romance
David and Annie worry about Danielle as she heads to her tiki boat date.

Bombs Away

Episode: 1x09 | Airdate: Apr 18, 2021 (42 min)

Bombs Away
Watch Jess react as Colt reveals he bought an engagement ring for Vanessa.

You Make Me Wanna Snoop

Episode: 1x10 | Airdate: Apr 25, 2021 (43 min)

You Make Me Wanna Snoop

David and Annie analyze Kelly's reaction when Molly asks if he has a child.

Chasing a Ghost

Episode: 1x11 | Airdate: May 2, 2021 (44 min)

Chasing a Ghost

Mohamed reacts as Danielle shares details about their sex life.

Is This the End?

Episode: 1x12 | Airdate: May 9, 2021 (44 min)

Is This the End?

Jess can't wait to see if Colt will pop the question to Vanessa.

Tell All

Episode: 1x13 | Airdate: May 23, 2021 (48 min)

Tell All

Robert and Anny cheer as Colt's mom, Debbie, takes on Big Ed.

Season 2

Single and Ready to Mingle

Episode: 2x01 | Airdate: Mar 14, 2022

Single and Ready to Mingle

Jesse's introduction elicits screams from ex Darcey and her twin Stacey.

Twist My World

Episode: 2x02 | Airdate: Mar 21, 2022

Twist My World

Tim reacts as his ex Jeniffer reveals the secret she's keeping from Jesse.

Lust at First Sight

Episode: 2x03 | Airdate: Mar 28, 2022

Lust at First Sight

Darcey analyzes how differently Jesse approaches intimacy with Jeniffer.

Like a Virgin

Episode: 2x04 | Airdate: Apr 4, 2022

Like a Virgin

Jesse's first meeting with Jeniffer's family doesn't impress Tim.

Roommates With Benefits

Episode: 2x05 | Airdate: Apr 11, 2022

Roommates With Benefits

Veronica laughs as Jesse does things with Jeniffer that Tim refused to do.

You Give Love a Bad Name

Episode: 2x07 | Airdate: Apr 25, 2022

You Give Love a Bad Name

Darcey supports Jeniffer's decision not to rush things with Jesse.

Love in the Fast Lane

Episode: 2x08 | Airdate: May 2, 2022

Love in the Fast Lane

Kenny offers Debbie words of encouragement after her disappointing date.

Just Not That Into You

Episode: 2x09 | Airdate: May 9, 2022

Just Not That Into You

Skyla relates to Colt's discomfort as Debbie discusses her sex life.

The Ship Has Sailed

Episode: 2x10 | Airdate: May 16, 2022

The Ship Has Sailed

Angela can't contain herself when Ed's mystery woman is revealed.

Tell All Part 1

Episode: 2x11 | Airdate: May 23, 2022

Tell All Part 1

Robert and Anny debate whether Ed's engagement is too fast.

Tell All Part 2

Episode: 2x12 | Airdate: May 30, 2022

Tell All Part 2

Kalani backs Tim up as he goes on the offensive against his ex, Jeniffer.

Season 3

To Bae or Not To Bae

Episode: 3x01 | Airdate: Sep 12, 2022

To Bae or Not To Bae

John loves that Debbie names her sex toy, but it makes Patrick cringe.

Make Me a Match

Episode: 3x02 | Airdate: Sep 19, 2022

Make Me a Match

Tim's awkward behavior around Veronica's date doesn't surprise Jeniffer.

What Happens in Vegas

Episode: 3x03 | Airdate: Sep 26, 2022

What Happens in Vegas

Anny suggests Caesar should do magic tricks to get women's attention.

Old Flames and New Names

Episode: 3x04 | Airdate: Oct 3, 2022

Old Flames and New Names

Annie urges Debbie to say goodbye to Colt and head to Canada with Tony.

Sorry, Not Sorry

Episode: 3x05 | Airdate: Oct 10, 2022

Sorry, Not Sorry

Emily is impressed that Veronica doesn't flinch during her Brazilian wax.

Fishing for the Truth

Episode: 3x06 | Airdate: Oct 17, 2022

Fishing for the Truth

Steph worries about Natalie being stuck on a boat with Josh's ex-wife.

Now or Never

Episode: 3x07 | Airdate: Oct 24, 2022

Now or Never

Kenny thinks Caesar and Alona can make a long-distance relationship work.

Until We Meet Again

Episode: 3x08 | Airdate: Oct 31, 2022

Until We Meet Again

As Natalie faces her past, Kara and Guillermo debate what her future holds.

Back to the Wood

Episode: 3x09 | Airdate: Nov 7, 2022

Back to the Wood

Kelly has questions after Tania reveals what she packs in her purse.

Fee Fi Fo Fum

Episode: 3x10 | Airdate: Nov 14, 2022

Fee Fi Fo Fum

The Pillow Talkers join Tania in some healing meditation.

I Was Here Waiting

Episode: 3x11 | Airdate: Nov 21, 2022

I Was Here Waiting

Patrick and John debate whether Mike should consider taking Natalie back.

Tell All Part 1

Episode: 3x12 | Airdate: Nov 28, 2022

Tell All Part 1

Robert and Anny cheer Debbie on as she calls Justin out.

Tell All Part 2

Episode: 3x13 | Airdate: Dec 5, 2022

Tell All Part 2

Colt's declaration about Debbie confuses Kenny and Armando.

Tell All Part 3

Episode: 3x14 | Airdate: Dec 12, 2022

Tell All Part 3

Tania and Syngin completely stun the Pillow Talkers with a Tell All first.

Season 4

Tyray's First Date

Episode: 4x02 | Airdate: Jan 8, 2024

Tyray's First Date

David and Annie show off their dance moves while making pizza from scratch.

Debbie Tells a Lie

Episode: 4x03 | Airdate: Jan 15, 2024

Debbie Tells a Lie

Riley and Kim have some laughs as he visits her to watch the episode.

Tim Stirs the Pot

Episode: 4x04 | Airdate: Jan 22, 2024

Tim Stirs the Pot

Jamal arrives in North Carolina, but not everyone is as happy as Veronica; John's visit with Meghan leaves her wanting more; Chantel goes on her dream date; Debbie finds a new man; features bonus content.

Natalie's Big Break

Episode: 4x05 | Airdate: Jan 29, 2024

Natalie's Big Break

Yara can't hide her disdain for Bourbon Street as Tyray's boys trip begins.

Veronica Double Dates

Episode: 4x06 | Airdate: Feb 5, 2024

Veronica Double Dates

Debbie goes to meet her new love in Miami; Natalie and her mother try to contact her ex-husband; Veronica, Jamal, Tim, and Louisa all go on a double date; Meghan introduces John to her daughter; features bonus content.

John Tells the Truth

Episode: 4x07 | Airdate: Feb 12, 2024

John Tells the Truth

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; features bonus content.

Chantel Gets a Taste

Episode: 4x08 | Airdate: Feb 19, 2024

Chantel Gets a Taste

Annie's mouth waters when she discovers Chantel is at a snail festival.

Tyray Shoots His Shot

Episode: 4x09 | Airdate: Feb 26, 2024

Tyray Shoots His Shot

Riley gives Kim a crash course in how to eat crawfish.

Veronica Says Goodbye

Episode: 4x10 | Airdate: Mar 4, 2024

Veronica Says Goodbye

Kim has a "deer in headlights" moment when Jamal reveals his future plans.

Natalie Asks A Question

Episode: 4x11 | Airdate: Mar 11, 2024

Natalie Asks A Question

Yara puts on her best psychic persona and predicts Chantel's future.

Tell All Part 1

Episode: 4x12 | Airdate: Mar 18, 2024

Tell All Part 1

David tries out Sarper's "pounching tiger" attack on Annie.

Tell All Part 2

Episode: 4x13 | Airdate: Mar 25, 2024

Tell All Part 2

Robert calls penalties after designating himself the Tell All referee.

Tell All Part 3

Episode: 4x14 | Airdate: Apr 1, 2024

Tell All Part 3

Jovi has concerns when Yara reveals that her first kiss was with a tomato.

Tell All Part 4

Episode: 4x15 | Airdate: Apr 8, 2024

Tell All Part 4

Ruben's "Miss Debbie" socks are a hit with Robert and Anny.

Tell All Part 5

Episode: 4x16 | Airdate: Apr 15, 2024

Tell All Part 5

Elizabeth and Andrei react as Veronica admits that she would date Andrei.

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