

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.
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Trailer
My Last Five Girlfriends (2009) Trailer
Cast

Brendan Patricks
Duncan

Kelly Adams
No. 1: Wendy

Jane March
No. 2: Olive

Cécile Cassel
No. 3: Rhona

Edith Bukovics
No. 4: Natalie

Naomie Harris
No. 5: Gemma

Daniel Hoffmann-Gill
Will
Sara Poyzer
No. 1 - Stewardess
Katie Stratford
No. 1 - Plane Passenger
Grant Sheehan
No. 1 - Plane Passenger

Johnny Ball
No. 1 - Self
Sally Christopher
No. 1 - Wendy's Boss
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