The BEST episodes of 90 Day: Pillow Talk season 4

Every episode of 90 Day: Pillow Talk season 4, ranked from best to worst by thousands of votes from fans of the show. The best episodes of 90 Day: Pillow Talk season 4!

Your 90 Day favorites invite you into their homes as they watch the latest episodes of 90 Day Fiancé and its spin-off series.

Last Updated: 3/4/2025Network: TLCStatus: Continuing
Who's Crying Now
star
8.00
13 votes

#1 - Who's Crying Now

Season 4 - Episode 7 - Aired 4/5/2020

Your 90 Day favorites invite you into their homes as they watch the latest episode of 90 Day Fiancé: Before the 90 Days. David and Annie, Loren and Alexei, Molly and Cynthia, and Robert and Anny are watching along, and no one is holding back!

Watch Now:Amazon
Hard Habit To Break
star
7.80
10 votes

#2 - Hard Habit To Break

Season 4 - Episode 14 - Aired 5/25/2020

Your 90 Day favorites invite you into their homes as they watch the latest episode of 90 Day Fiancé: Before the 90 Days. David and Annie, Molly and Cynthia, Tim and Veronica, and Robert and Anny are watching along, and no one is holding back!

Watch Now:Amazon
The Neverending Story
star
7.80
10 votes

#3 - The Neverending Story

Season 4 - Episode 15 - Aired 5/31/2020

Your 90 Day favorites invite you into their homes as they watch the latest episode of 90 Day Fiancé: Before the 90 Days. David and Annie, Molly and Cynthia, Tim and Veronica, and Robert and Anny are watching along, and no one is holding back!

Watch Now:Amazon
Cuts Both Ways
star
7.77
13 votes

#4 - Cuts Both Ways

Season 4 - Episode 10 - Aired 4/26/2020

Your 90 Day favorites invite you into their homes as they watch the latest episode of 90 Day Fiancé: Before the 90 Days. David and Annie, Loren and Alexei, Elizabeth and Andrei, and Tim and Veronica are watching along, and no one is holding back!

Watch Now:Amazon
Baby Be Mine
star
7.62
13 votes

#5 - Baby Be Mine

Season 4 - Episode 4 - Aired 3/15/2020

Your 90 Day favorites invite you into their homes as they watch the latest episode of 90 Day Fiancé: Before the 90 Days. David and Annie, Loren and Alexei, Molly and Cynthia, and Elizabeth and Andrei are watching along, and no one is holding back!

Watch Now:Amazon
Tell All Part 1
star
7.62
13 votes

#6 - Tell All Part 1

Season 4 - Episode 16 - Aired 6/7/2020

Your 90 Day favorites invite you into their homes as they watch the latest episode of 90 Day Fiance: Before the 90 Days. David and Annie, Molly and Cynthia, Tim and Veronica, and Robert and Anny are watching along, and no one is holding back!

Watch Now:Amazon
Private Eyes
star
7.54
13 votes

#7 - Private Eyes

Season 4 - Episode 11 - Aired 5/3/2020

Your 90 Day favorites invite you into their homes as they watch the latest episode of 90 Day Fiancé: Before the 90 Days. David and Annie, Robert and Anny, Elizabeth and Andrei, and Tim and Veronica are watching along, and no one is holding back!

Watch Now:Amazon
Risky Business
star
7.38
16 votes

#8 - Risky Business

Season 4 - Episode 3 - Aired 3/8/2020

Your 90 Day favorites invite you into their homes as they watch the latest episode of 90 Day Fiancé: Before the 90 Days. David and Annie, Loren and Alexei, Molly and Cynthia, and Elizabeth and Andrei are watching along, and no one is holding back!

Watch Now:Amazon
Stranger in a Strange Land
star
7.36
11 votes

#9 - Stranger in a Strange Land

Season 4 - Episode 8 - Aired 4/12/2020

Your 90 Day favorites invite you into their homes as they watch the latest episode of 90 Day Fiancé: Before the 90 Days. David and Annie, Loren and Alexei, Molly and Cynthia, and Tim and Veronica are watching along, and no one is holding back!

Watch Now:Amazon
Love Can't Wait
star
7.36
14 votes

#10 - Love Can't Wait

Season 4 - Episode 1 - Aired 2/23/2020

Your 90 Day favorites invite you into their homes as they watch the latest episode of 90 Day Fiancé: Before the 90 Days. David and Annie, Loren and Alexei, Molly and Cynthia, and Kalani and Asuelu are watching along, and no one is holding back!

Watch Now:Amazon
Can't Buy Me Love
star
7.29
14 votes

#11 - Can't Buy Me Love

Season 4 - Episode 6 - Aired 3/29/2020

Your 90 Day favorites invite you into their homes as they watch the latest episode of 90 Day Fiancé: Before the 90 Days. David and Annie, Loren and Alexei, Molly and Cynthia, and Robert and Anny are watching along, and no one is holding back!

Watch Now:Amazon
Should've Known Better
star
7.27
11 votes

#12 - Should've Known Better

Season 4 - Episode 9 - Aired 4/19/2020

Your 90 Day favorites invite you into their homes as they watch the latest episode of 90 Day Fiancé: Before the 90 Days. David and Annie, Loren and Alexei, Molly and Cynthia, and Tim and Veronica are watching along, and no one is holding back!

Watch Now:Amazon
King of Wishful Thinking
star
7.09
11 votes

#13 - King of Wishful Thinking

Season 4 - Episode 12 - Aired 5/10/2020

90 Day favorites invite you into their homes as they watch the latest episode of 90 Day Fiancé: Before the 90 Days. David and Annie, Robert and Anny, Elizabeth and Andrei, and Tim and Veronica are watching along, and no one is holding back!

Watch Now:Amazon
Our Lips Are Sealed
star
7.08
13 votes

#14 - Our Lips Are Sealed

Season 4 - Episode 5 - Aired 3/22/2020

Your 90 Day favorites invite you to watch as they enjoy the latest episode of 90 Day Fiancé: Before the 90 Days. Join David & Annie, Loren & Alexei, Molly & Cynthia, Elizabeth & Andrei, and Issa Rae & Kumail Nanjiani as they dish on the drama.

Watch Now:Amazon
Great Expectations
star
6.71
17 votes

#15 - Great Expectations

Season 4 - Episode 2 - Aired 3/1/2020

Your 90 Day favorites invite you into their homes as they watch the latest episode of 90 Day Fiancé: Before the 90 Days. David and Annie, Loren and Alexei, Molly and Cynthia, and Kalani and Asuelu are watching along, and no one is holding back!

Watch Now:Amazon
The Pleasure Principle
star
6.70
10 votes

#16 - The Pleasure Principle

Season 4 - Episode 13 - Aired 5/17/2020

Your 90 Day favorites invite you into their homes as they watch the latest episode of 90 Day Fiancé: Before the 90 Days. David and Annie, Molly and Cynthia, Tim and Veronica, and Robert and Anny are watching along, and no one is holding back!