Most Similar Movies to The 40 Year Old Virgin (2005)


If you are looking for movies like The 40 Year Old Virgin (2005), you might like movies tagged with keyword : salesman, pretty woman, coworker, friend, single mother, amusing, cheeky, playful, los angeles, store, apartment, virginity, dating, romance, sex, friendship, discovery, love, growing up, 2000s .


Man of the Year (2006), The Rules of Attraction (2002), The Sessions (2012), Adventureland (2009), Youth in Revolt (2009), Roger Dodger (2002), Very Good Girls (2013) ... Let's take a look at the following list...

Man of the Year (2006)

Man of the Year (2006)

6.2/10 Comedy, Drama, Romance, Thriller

A comedian who hosts a news satire program decides to run for president, and a computerized voting machine malfunction gets him elected.

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The Rules of Attraction (2002)

The Rules of Attraction (2002)

6.7/10 Comedy, Drama, Romance

The incredibly spoiled and overprivileged students of Camden College are a backdrop for an unusual love triangle between a drug dealer, a virgin and a bisexual classmate.

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The Sessions (2012)

The Sessions (2012)

7.2/10 Biography, Comedy, Drama, Romance

A man in an iron lung who wishes to lose his virginity contacts a professional sex surrogate with the help of his therapist and priest.

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Adventureland (2009)

Adventureland (2009)

6.8/10 Comedy, Drama, Romance

In the summer of 1987, a college graduate takes a 'nowhere' job at his local amusement park, only to find it's the perfect course to get him prepared for the real world.

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Youth in Revolt (2009)

Youth in Revolt (2009)

6.4/10 Comedy, Drama, Romance

While his trailer trash parents teeter on the edge of divorce, Nick Twisp sets his sights on dream girl Sheeni Saunders, hoping that she'll be the one to take away his virginity.

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Roger Dodger (2002)

Roger Dodger (2002)

6.9/10 Comedy, Drama

After breaking up with his lover and boss, a smooth-talking man takes his teenaged nephew out on the town in search of sex.

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Very Good Girls (2013)

Very Good Girls (2013)

6.0/10 Drama, Romance

Two New York City girls make a pact to lose their virginity during their first summer out of high school. When they both fall for the same street artist, the friends find their connection tested for the first time.

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Sleeping with Other People (2015)

Sleeping with Other People (2015)

6.5/10 Comedy, Drama, Romance

A good-natured womanizer and a serial cheater form a platonic relationship that helps reform them in ways, while a mutual attraction sets in.

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The To Do List (2013)

The To Do List (2013)

5.8/10 Comedy, Romance

Feeling pressured to become more sexually experienced before she goes to college, Brandy Klark makes a list of things to accomplish before hitting campus in the fall.

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Cruel Intentions (1999)

Cruel Intentions (1999)

6.8/10 Drama, Romance

Two vicious step-siblings of an elite Manhattan prep school make a wager: to deflower the new headmaster's daughter before the start of term.

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Stealing Beauty (1996)

Stealing Beauty (1996)

6.6/10 Drama, Mystery, Romance

After her mother commits suicide, a young woman travels to Italy in search of love, truth and a deeper connection with herself.

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Lady Bird (2017)

Lady Bird (2017)

7.4/10 Comedy, Drama

In 2002, an artistically inclined seventeen-year-old girl comes of age in Sacramento, California.

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Fifty Shades of Grey (2015)

Fifty Shades of Grey (2015)

4.1/10 Drama, Romance, Thriller

Literature student Anastasia Steele's life changes forever when she meets handsome, yet tormented, billionaire Christian Grey.

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Miss March (2009)

Miss March (2009)

5.0/10 Comedy, Romance

Eugene believes in no sex before marriage. So DID his girlfriend, Cindi. His BFF loves sex. At Senior Prom, just before sex with Cindi, he falls into a coma. Waking up 4 years later, his Cindi is Miss March in Playboy. Can he get her back?

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Blockers (2018)

Blockers (2018)

6.2/10 Comedy

Three parents try to stop their daughters from losing their virginity on prom night.

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Submarine (2010)

Submarine (2010)

7.3/10 Comedy, Romance, Drama

15-year-old Oliver Tate has two objectives: To lose his virginity before his next birthday, and to extinguish the flame between his mother and an ex-lover who has resurfaced in her life.

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Empire Records (1995)

Empire Records (1995)

6.7/10 Comedy, Drama, Music, Romance

24 hours in the lives of the young employees at Empire Records when they all grow up and become young adults thanks to each other and the manager. They all face the store joining a chain store with strict rules.

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Sex Drive (2008)

Sex Drive (2008)

6.5/10 Comedy, Romance

A high school senior drives cross-country with his best friends to hook up with a babe he met online.

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