My Last Five Girlfriends

Nan
1h 27m
2010
5.269 /10 (39)

Overview

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.

Country : United Kingdom
Languages : English
Released Date: 2010-03-19

Top Billed 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

Ellen Hughes

No. 1 - Duncan's Sister

Duncan Wisbey

No. 1 - Divine Dating (voice)

Molly Line

No. 1 - Divine Dating Angel

John Line

No. 1 - God

Similar Movies

poster
Creepy
2016-06-18 6.7

Creepy

After having narrowly escaped an attempt on his life at the hands of a psychopath, detective inspector Takakura quits active service in the police force and takes up a position as a university lecture ...
Genre :Drama, Romance, Comedy
poster
Nocturama
2016-08-31 6.419

Nocturama

Some young folks, tired of the society they're living in, plan a bomb attack over Paris before taking shelter for a night in a shopping center. ...
Genre :Drama, Romance, Comedy
poster
The Lover
1992-01-22 7.007

The Lover

A poor French teenage girl engages in an illicit affair with a wealthy Chinese heir in 1920s Saigon. For the first time in her young life she has control, and she wields it deftly over her besotted lo ...
Genre :Drama, Romance, Comedy
poster
Wonder Boys
2000-02-22 6.834

Wonder Boys

Grady is a 50-ish English professor who hasn't had a thing published in years—not since he wrote his award winning 'Great American Novel' 7 years ago. This weekend proves even worse than he could imag ...
Genre :Drama, Romance, Comedy
poster
Awakenings
1990-12-04 7.776

Awakenings

Dr. Malcolm Sayer, a shy research physician, uses an experimental drug to "awaken" the catatonic victims of a rare disease. Leonard is the first patient to receive the controversial treatment. His awa ...
Genre :Drama, Romance, Comedy
poster
Cheaper by the Dozen
2003-12-24 6.281

Cheaper by the Dozen

The Baker brood moves to Chicago after patriarch Tom gets a job coaching football at Northwestern University, forcing his writer wife, Kate, and the couple's 12 children to make a major adjustment. Th ...
Genre :Drama, Romance, Comedy
poster
Picnic at Hanging Rock
1975-09-02 7.226

Picnic at Hanging Rock

In the early 1900s, Miranda attends a girls boarding school in Australia. One Valentine's Day, the school's typically strict headmistress treats the girls to a picnic field trip to an unusual but scen ...
Genre :Drama, Romance, Comedy
poster
The Postman Always Rings Twice
1981-03-20 6.515

The Postman Always Rings Twice

The sensuous wife of a lunch wagon proprietor and a rootless drifter begin a sordidly steamy affair and conspire to murder her Greek husband. ...
Genre :Drama, Romance, Comedy
poster
The Notebook
2004-05-25 7.891

The Notebook

An epic love story centered around an older man who reads aloud to a woman with Alzheimer's. From a faded notebook, the old man's words bring to life the story about a couple who is separated by World ...
Genre :Drama, Romance, Comedy
poster
Little Big Man
1970-12-23 7.476

Little Big Man

Jack Crabb, looking back from extreme old age, tells of his life being raised by Indians and fighting with General Custer. ...
Genre :Drama, Romance, Comedy
poster
Terms of Endearment
1983-11-20 7.12

Terms of Endearment

Aurora, a finicky woman, is in search of true love while her daughter faces marital issues. Together, they help each other deal with problems and find reasons to live a joyful life. ...
Genre :Drama, Romance, Comedy
poster
Brewster's Millions
1985-05-22 6.604

Brewster's Millions

Monty Brewster, an aging minor-league baseball player, stands to inherit $300 million if he can successfully spend $30 million in 30 days without anything to show for it, and without telling anyone wh ...
Genre :Drama, Romance, Comedy
poster
Singles
1992-09-18 6.391

Singles

A group of young adults in their twenties, who share an apartment in the city of Seattle, ponder on love and face all the challenges of adulthood. ...
Genre :Drama, Romance, Comedy
poster
Blazing Saddles
1974-02-07 7.247

Blazing Saddles

A town—where everyone seems to be named Johnson—stands in the way of the railroad. In order to grab their land, robber baron Hedley Lamarr sends his henchmen to make life in the town unbearable. After ...
Genre :Drama, Romance, Comedy
poster
Perry Mason: The Case of the Notorious Nun
1986-05-29 6.9

Perry Mason: The Case of the Notorious Nun

A priest is murdered and the main suspect is a nun. ...
Genre :Drama, Romance, Comedy
poster
Personal Maid
1931-09-12 3

Personal Maid

Nora Ryan, a poor Irish girl, living in New York decides to change her life by working as a personal maid for the wealthy, Gary family. ...
Genre :Drama, Romance, Comedy
poster
The Cross
2016-02-06 7

The Cross

Shunsuke Fujii was a bullied middle school student. He took his own life. A letter left behind referred to his classmate Yu Sanada as a friend. Sayuri Nakagawa was a girl that Shunsuke liked. Her birt ...
Genre :Drama, Romance, Comedy
poster
Little Orvie
1940-03-11 7

Little Orvie

Family film, based on a Booth Tarkington tale, about a young boy who takes extreme measures to keep the stray dog he befriends. ...
Genre :Drama, Romance, Comedy
poster
Dear Family
2024-06-14 8.2

Dear Family

Nobumasa Tsuboi (Yo Oizumi) runs a small factory in a small town. He has a daughter Yoshimi Tsuboi (Riko Fukumoto) who suffers from a congenital heart disease. A doctor tells Nobumasa Tsuboi that his ...
Genre :Drama, Romance, Comedy
poster
Language Arts
2021-09-06 3.8

Language Arts

The film follows Allison Forche-Marlow, a beautiful, bright, determined, and organized woman, who never gives up trying to heal her autistic son, whom she fiercely loves, no matter what it demands of ...
Genre :Drama, Romance, Comedy

Check These Out

poster
The Heartbreak Kid
2007-10-05 5.743

The Heartbreak Kid

Eddie, the 40-year-old confirmed bachelor finally says "I do" to the beautiful and sexy Lila. But during their honeymoon in Mexico, the woman of his dreams turns out to be a total nightmare, and the g ...
Genre :Drama, Romance, Comedy
poster
The Temptation of St. Tony
2009-10-10 7

The Temptation of St. Tony

A mid-level manager who develops an aversion to being a good person questions his morality as he faces the challenges of middle age and loses control of his life. ...
Genre :Drama, Romance, Comedy
poster
Joker
2019-10-01 8.133

Joker

During the 1980s, a failed stand-up comedian is driven insane and turns to a life of crime and chaos in Gotham City while becoming an infamous psychopathic crime figure. ...
Genre :Drama, Romance, Comedy
poster
The Shawshank Redemption
1994-09-23 8.712

The Shawshank Redemption

Imprisoned in the 1940s for the double murder of his wife and her lover, upstanding banker Andy Dufresne begins a new life at the Shawshank prison, where he puts his accounting skills to work for an a ...
Genre :Drama, Romance, Comedy
poster
Into the Wild
2007-09-21 7.797

Into the Wild

After graduating from Emory University in 1992, top student and athlete Christopher McCandless abandons his possessions, gives his entire $24,000 savings account to charity, and hitchhikes to Alaska t ...
Genre :Drama, Romance, Comedy
poster
Bohemian Rhapsody
2018-10-24 7.966

Bohemian Rhapsody

Singer Freddie Mercury, guitarist Brian May, drummer Roger Taylor and bass guitarist John Deacon take the music world by storm when they form the rock 'n' roll band Queen in 1970. Hit songs become ins ...
Genre :Drama, Romance, Comedy
poster
The Avengers
2012-04-25 7.818

The Avengers

When an unexpected enemy emerges and threatens global safety and security, Nick Fury, director of the international peacekeeping agency known as S.H.I.E.L.D., finds himself in need of a team to pull t ...
Genre :Drama, Romance, Comedy
poster
Star Wars: The Last Jedi
2017-12-13 6.767

Star Wars: The Last Jedi

Rey develops her newly discovered abilities with the guidance of Luke Skywalker, who is unsettled by the strength of her powers. Meanwhile, the Resistance prepares to do battle with the First Order. ...
Genre :Drama, Romance, Comedy
poster
Kingsman: The Secret Service
2015-01-24 7.623

Kingsman: The Secret Service

The story of a super-secret spy organization that recruits an unrefined but promising street kid into the agency's ultra-competitive training program just as a global threat emerges from a twisted tec ...
Genre :Drama, Romance, Comedy
poster
Arrival
2016-11-10 7.619

Arrival

Taking place after alien crafts land around the world, an expert linguist is recruited by the military to determine whether they come in peace or are a threat. ...
Genre :Drama, Romance, Comedy
poster
Your Name.
2016-08-26 8.479

Your Name.

High schoolers Mitsuha and Taki are complete strangers living separate lives. But one night, they suddenly switch places. Mitsuha wakes up in Taki’s body, and he in hers. This bizarre occurrence conti ...
Genre :Drama, Romance, Comedy
poster
Interstellar
2014-11-05 8.461

Interstellar

The adventures of a group of explorers who make use of a newly discovered wormhole to surpass the limitations on human space travel and conquer the vast distances involved in an interstellar voyage. ...
Genre :Drama, Romance, Comedy
poster
Call Me by Your Name
2017-07-28 8.107

Call Me by Your Name

In the summer of 1983, a 17-year-old Elio spends his days in his family's villa in Italy. One day Oliver, a graduate student, arrives to assist Elio's father, a professor of Greco-Roman culture. Soon, ...
Genre :Drama, Romance, Comedy
poster
Avengers: Infinity War
2018-04-25 8.2

Avengers: Infinity War

As the Avengers and their allies have continued to protect the world from threats too large for any one hero to handle, a new danger has emerged from the cosmic shadows: Thanos. A despot of intergalac ...
Genre :Drama, Romance, Comedy
poster
A Star Is Born
2018-10-03 7.498

A Star Is Born

Seasoned musician Jackson Maine discovers — and falls in love with — struggling artist Ally. She has just about given up on her dream to make it big as a singer — until Jack coaxes her into the spotli ...
Genre :Drama, Romance, Comedy
poster
The Lord of the Rings: The Two Towers
2002-12-18 8.4

The Lord of the Rings: The Two Towers

Frodo Baggins and the other members of the Fellowship continue on their sacred quest to destroy the One Ring--but on separate paths. Their destinies lie at two towers--Orthanc Tower in Isengard, where ...
Genre :Drama, Romance, Comedy
poster
Knives Out
2019-11-27 7.843

Knives Out

When renowned crime novelist Harlan Thrombey is found dead at his estate just after his 85th birthday, the inquisitive and debonair Detective Benoit Blanc is mysteriously enlisted to investigate. From ...
Genre :Drama, Romance, Comedy
poster
Harry Potter and the Philosopher's Stone
2001-11-16 7.9

Harry Potter and the Philosopher's Stone

Harry Potter has lived under the stairs at his aunt and uncle's house his whole life. But on his 11th birthday, he learns he's a powerful wizard—with a place waiting for him at the Hogwarts School of ...
Genre :Drama, Romance, Comedy
poster
Death Wish
2018-03-01 6.199

Death Wish

A mild-mannered father is transformed into a killing machine after his family is torn apart by a violent act. ...
Genre :Drama, Romance, Comedy
poster
Sicario
2015-09-17 7.416

Sicario

An idealistic FBI agent is enlisted by a government task force to aid in the escalating war against drugs at the border area between the U.S. and Mexico. ...
Genre :Drama, Romance, Comedy