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In this comedy series, a 35-year-old woman decides to deal with her dull love life by dating each of the 252 men she matches with on a dating app. The series, which is available on YouTube, also checks in with her married (and bored) sister, and her recently widowed (and newly dating) mother.

YouTube Premium
1 Season, 8 Episodes
July 25, 2018
Cast: Peter Alexandrou, Kirsten Almeida, Olivia Bosek, Deshja Driggs
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Sideswiped Full Episode Guide

  • Olivia's insecurities grow as she falls for Charlie, causing frustrations with her mom to boil over. And Jayne makes a decision that could affect her marriage forever.

  • Olivia starts to date Charlie, Jayne's Tinder crush, so Jayne throws a dinner party to meet him.

  • Olivia sees a doctor about freezing her eggs, while Jayne secretly chats with one of Olivia's matches… as Olivia.

  • Olivia runs into her ex, hoping to rekindle the past, while Mary tries to land a job— her first ever.

  • Olivia dates one of Jim's geeky co-workers, Mary goes out with a celebrity, and Jayne has serious mother-in-law issues.

  • Olivia meets a great guy, but he may have a major deal breaker. Meanwhile, Jayne decides to try one of Olivia's new sex tips on Jim.

  • Olivia dates a younger guy, causing Jayne to evaluate just how much spontaneity is in her own marriage.

  • Single and miserable at 35, Olivia plunges into the world of online dating, with the help of Mary, her recently widowed mom, and Jayne, her younger, married sister.

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