Title Airs On
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S3:E1 To Bae or Not to Bae

90 Day: The Single Life
09/12/2022 08:00 pm EDT

Natalie meets up with Josh in LA; Caesar hires a Ukrainian matchmaker to help him find love in Kyiv; Debbie arranges to meet a ...read more Natalie meets up with Josh in LA; Caesar hires a Ukrainian matchmaker to help him find love in Kyiv; Debbie arranges to meet a new man while her ongoing drama with Colt resurfaces; Tania goes on her first date in Aruba. show less

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S3:E2 Make Me a Match

90 Day: The Single Life
09/19/2022 08:00 pm EDT

Veronica goes on a first date that ends on an awkward note. Caesar has heavy competition at a meet and greet event. Debbie meets ...read more 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. show less

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S3:E3 What Happens in Vegas

90 Day: The Single Life
09/26/2022 08:00 pm EDT

Caesar attempts to make a meaningful connection at his meet and greet event; Debbie celebrates her 70th birthday alongside Tony; ...read more 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. show less

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S3:E4 Old Flames and New Names

90 Day: The Single Life
10/03/2022 08:00 pm EDT

Caesar goes on his first date in years; as Debbie and Tony make their relationship official, Debbie's living situation takes ...read more Caesar goes on his first date in years; as Debbie and Tony make their relationship official, Debbie's living situation takes an unexpected turn; Natalie has a blowout fight with Josh; Tiffany rekindles things with an old flame. show less

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S3:E5 Sorry, Not Sorry

90 Day: The Single Life
10/10/2022 08:00 pm EDT

Debbie shares relationship news, but Colt thinks she's moving too fast; Natalie reunites with Josh; Tania wonders if Joel ...read more Debbie shares relationship news, but Colt thinks she's moving too fast; Natalie reunites with Josh; Tania wonders if Joel has baggage from his past; things get steamy as Veronica and Justin take a weekend trip. show less

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S3:E6 Fishing for the Truth

90 Day: The Single Life
10/17/2022 08:00 pm EDT

After his third date, Caesar must decide which woman he wants to pursue; Debbie visits Tony in Canada, but it's not what she ...read more After his third date, Caesar must decide which woman he wants to pursue; Debbie visits Tony in Canada, but it's not what she expected; Natalie meets Josh's ex-wife and their teenage son; Veronica receives shocking news from Justin. show less