My Last Five Girlfriends

My Last Five Girlfriends

Directed by Julian Kemp

Produced by Tribeca Film Institute, Willing + Pilowsky Productions

201087 min5.3 / 10

A cerebral, melancholic examination of romantic failure and depression told through fragmented memories and fourth-wall-breaking analysis, grounded in philosophical inquiry rather than plot momentum.

Depressed and suicidal, thirtysomething bachelor Duncan – determined to find the secret to a healthy, strong relationship, – flashes back to his last five relationships (in the last four years) and considers what caused each one to fail. Based on the novel 'Essays in Love' by Alain de Botton.

Questions people ask

  • Is My Last Five Girlfriends sad? Yes, very. More sad than 96% of films.

  • Is My Last Five Girlfriends violent? Barely. Less violent than 76% of films.

  • Is My Last Five Girlfriends scary? Not especially. Less frightening than 65% of films.

  • Does My Last Five Girlfriends end with hope? Not especially. Less hopeful than 64% of films.

  • Is My Last Five Girlfriends easy watching? About average. Almost exactly mid-range.

These describe how the film comes across, measured across the whole film and compared with other well-known films. They are not a content list — nothing here was counted or checked scene by scene, so for age-suitability or specific content use a classification board or a dedicated content-warning service.

21/ 100

Cinnamon Score

How much this film gives you that nothing else will, and whether it delivers.

Conventional, and it does not land.

Rarity90

How unlike any other film this one feels

Surprise4

How much more it delivers than it promises

Love5

How much audiences actually like it

The highest scores in the catalogue →

Ensemble

Like My Last Five Girlfriends

Nearest across the full emotional profile.

Same Mood as My Last Five Girlfriends

Nearest on what's most distinctive about this one.

Like My Last Five Girlfriends, But Darker

Similar, pushed toward heavier and more intense.

Like My Last Five Girlfriends, But Lighter

Similar, pushed toward warmer and easier.

Like My Last Five Girlfriends, But Less Popular

Same territory, far fewer people have seen it.

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