The WORST episodes of 90 Day: The Single Life

Every episode of 90 Day: The Single Life ever, ranked from worst to best by thousands of votes from fans of the show. The worst episodes of 90 Day: The Single Life!

The latest spinoff is a fresh twist to the 90 Day franchise as all cast members will be single and re-entering the dating scene after their reality TV breakups.

Last Updated: 6/13/2025Network: TLCStatus: Continuing

6.79

24 votes

#1 - Natalie Asks A Question

Season 4 - Episode 11 - Aired 3/11/2024

Natalie asks Mike about the future, and Giannis invites Chantel on a date.

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6.82

28 votes

#2 - Tim Stirs The Pot

Season 4 - Episode 4 - Aired 1/22/2024

Veronica welcomes Jamal for a visit, but not everyone is happy to see him.

Watch Now:Apple TV

6.88

48 votes

#3 - Old Flames and New Names

Season 3 - Episode 4 - Aired 10/3/2022

Ceasar goes on his first date in years, and Tiffany rekindles an old flame.

Watch Now:Apple TV

6.90

49 votes

#4 - I Was Here Waiting

Season 3 - Episode 11 - Aired 11/21/2022

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.

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6.91

33 votes

#5 - Debbie Tells A Lie

Season 4 - Episode 3 - Aired 1/15/2024

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.

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6.98

48 votes

#6 - Tell All Part 1

Season 3 - Episode 12 - Aired 11/28/2022

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

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7.00

22 votes

#7 - Tyray Shoots His Shot

Season 4 - Episode 9 - Aired 2/26/2024

Tyray meets a potential love match, and Natalie goes to a fertility clinic.

Watch Now:Apple TV

7.00

28 votes

#8 - Veronica Double Dates

Season 4 - Episode 6 - Aired 2/5/2024

Veronica and Jamal go on a double date with Tim and Louisa.

Watch Now:Apple TV

7.04

24 votes

#9 - John Tells the Truth

Season 4 - Episode 7 - Aired 2/12/2024

Meghan meets John's family, and Tyray goes on his first date.

Watch Now:Apple TV

7.12

26 votes

#10 - Tell All Part 1

Season 4 - Episode 12 - Aired 3/18/2024

Jamal and Luisa join forces, and Sarper gives Tyray sex advice.

Watch Now:Apple TV

7.17

48 votes

#11 - What Happens in Vegas

Season 3 - Episode 3 - Aired 9/26/2022

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.

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7.19

27 votes

#12 - Chantel Gets A Taste

Season 4 - Episode 8 - Aired 2/19/2024

Chantel feels ignored when she meets up with Giannis at a Snail Festival.

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7.19

57 votes

#13 - Just Not That Into You

Season 2 - Episode 9 - Aired 1/7/2022

Ed confesses to Kaory that he's looking for marriage.

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7.20

45 votes

#14 - Fee Fi Fo Fum

Season 3 - Episode 10 - Aired 11/14/2022

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.

Watch Now:Apple TV

7.21

52 votes

#15 - Make Me a Match

Season 3 - Episode 2 - Aired 9/19/2022

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.

Watch Now:Apple TV

7.22

51 votes

#16 - Fishing for the Truth

Season 3 - Episode 6 - Aired 10/16/2022

Debbie visits Tony in Canada, and Natalie meets Josh's ex-wife.

Watch Now:Apple TV

7.22

49 votes

#17 - Like a Virgin

Season 2 - Episode 4 - Aired 12/3/2021

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.

Watch Now:Apple TV

7.23

62 votes

#18 - Love in the Fast Lane

Season 2 - Episode 8 - Aired 12/31/2021

After driving cross-country, Syngin meets a new love interest.

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7.23

26 votes

#19 - Natalie's Big Break

Season 4 - Episode 5 - Aired 1/29/2024

Chantel is ready to take the next step with Giannis. Veronica's boyfriend fights with Tim.

Watch Now:Apple TV

7.24

42 votes

#20 - Tell All Part 2

Season 3 - Episode 13 - Aired 12/5/2022

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.

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7.25

24 votes

#21 - Veronica Says Goodbye

Season 4 - Episode 10 - Aired 3/4/2024

John follows his heart to Texas, and Veronica says goodbye to Jamal.

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7.25

36 votes

#22 - Tyray's First Date

Season 4 - Episode 2 - Aired 1/8/2024

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.

Watch Now:Apple TV

7.27

15 votes

#23 - Tell All Part 3

Season 3 - Episode 14 - Aired 12/12/2022

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.

Watch Now:Apple TV

7.27

37 votes

#24 - Now or Never

Season 3 - Episode 7 - Aired 10/23/2022

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.

Watch Now:Apple TV

7.27

48 votes

#25 - Last Chance for Romance

Season 1 - Episode 8 - Aired 4/11/2021

Molly has strong concerns about Kelly after snooping on social media

Watch Now:Apple TV