My Last Five Girlfriends Poster

My Last Five Girlfriends 2010

★ 5.343 votes87 min📅 2010-03-19

A deeply introspective romantic dramedy, *My Last Five Girlfriends (2010)* follows Duncan, a gloomy thirtysomething bachelor whose chronic loneliness drives him to the brink of despair.

Director: Julian Kemp

Cast

Brendan Patricks
Brendan Patricks
Duncan
Kelly Adams
Kelly Adams
No. 1: Wendy
Jane March
Jane March
No. 2: Olive
Cécile Cassel
Cécile Cassel
No. 3: Rhona
Edith Bukovics
Edith Bukovics
No. 4: Natalie
Naomie Harris
Naomie Harris
No. 5: Gemma
Daniel Hoffmann-Gill
Daniel Hoffmann-Gill
Will
Sara Poyzer
No. 1 - Stewardess
Katie Stratford
No. 1 - Plane Passenger
Grant Sheehan
No. 1 - Plane Passenger

Frequently Asked Questions

What is *My Last Five Girlfriends (2010)* about?

This introspective film centers on Duncan, a lonely man who, on the edge of despair, revisits his five most recent relationships to uncover why they failed. Through flashbacks and witty musings, he examines the cracks in each romance, hoping to finally understand the secret to lasting love.

Who directed *My Last Five Girlfriends*?

The film was directed by Julian Kemp, a filmmaker known for weaving emotional depth with comedic timing.

Who stars in *My Last Five Girlfriends*?

The cast includes Brendan Patricks in the lead role, alongside Kelly Adams, Jane March, Cécile Cassel, and Naomie Harris, who bring Duncan's tangled love life to life.

Is *My Last Five Girlfriends (2010)* worth watching?

If you enjoy thought-provoking romances with a dash of humor, this film delivers. Its blend of drama and comedy, anchored by Brendan Patricks' performance, makes it a standout in the genre. While not a blockbuster, its themes resonate deeply with anyone who's ever questioned their own love life.

How long is *My Last Five Girlfriends*?

The film runs for 87 minutes, a tight runtime that keeps the pacing sharp and engaging.

🎥 Trailer

About My Last Five Girlfriends (2010) — A Dark Comedy on Love's Many Failures

A deeply introspective romantic dramedy, *My Last Five Girlfriends (2010)* follows Duncan, a gloomy thirtysomething bachelor whose chronic loneliness drives him to the brink of despair. Determined to crack the code of lasting love, he revisits each of his recent heartbreaks—five tumultuous relationships in just four years—dissecting the patterns and mistakes that unraveled them one by one. Directed by Julian Kemp and based on Alain de Botton's novel *Essays in Love*, this blend of drama and comedy explores the universal yearning for connection while navigating the minefield of modern romance.

With a sharp, often witty lens, the film balances melancholy with humor, peeling back the layers of Duncan's emotional turmoil. Brendan Patricks anchors the story with a compelling performance, while the supporting cast—including Kelly Adams, Jane March, and Naomie Harris—add depth and charm to the ensemble. *My Last Five Girlfriends* isn't just a cautionary tale; it's a poignant, relatable reflection on what it means to love and be loved, even when the odds feel stacked against you.