My Last Five Girlfriends

Synopsis

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.

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