My Last Five Girlfriends
5.32010•1h 27mmovie

My Last Five Girlfriends

DramaRomanceComedy

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.

Play Now

More Like This

Berlin Hero
6.5

Berlin Hero

2025

Little Vera
5.9

Little Vera

1988

The Moderns
5.9

The Moderns

1988

Story of Women
7.3

Story of Women

1988

Sophie's World
6.3

Sophie's World

1999

Seduction: The Cruel Woman
5.5

Seduction: The Cruel Woman

1986

It's a Wonderful Afterlife
4.8

It's a Wonderful Afterlife

2010

Hour of the Star
7.3

Hour of the Star

1986

One Bad Apple: A Hannah Swensen Mystery
6.7

One Bad Apple: A Hannah Swensen Mystery

2024

A Romance of Wastdale
9.0

A Romance of Wastdale

1921

There's a Girl in My Soup
5.5

There's a Girl in My Soup

1970

The Passion of Anna
7.4

The Passion of Anna

1969

Where’s Poppa?
6.0

Where’s Poppa?

1970

Diary of a Lost Girl
7.3

Diary of a Lost Girl

1929

Andromeda Nebula
5.6

Andromeda Nebula

1967

GREAT DEPRESSION
0.0

GREAT DEPRESSION

2022

0.0

Milky Way

Getting Straight
6.3

Getting Straight

1970

Goodbye, Mr. Chips
6.8

Goodbye, Mr. Chips

1969

Submissive Omission
0.0

Submissive Omission

2022