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The Secret Life of Walter Mitty (1947)

FunnyRomanticClassicClever

Walter Mitty, a daydreaming writer with an overprotective mother, likes to imagine that he is a hero who experiences fantastic adventures. His dream becomes reality when he accidentally meets a mysterious woman who hands him a little black book. According to her, ...  (more)

DIRECTION:  Norman Z. McLeod
CAST:  Danny Kaye  •  Virginia Mayo  •  Boris Karloff  •  Fay Bainter

Walter Mitty, a daydreaming writer with an overprotective mother, likes to imagine that he is a hero who experiences fantastic adventures. His dream becomes reality when he accidentally meets a mysterious woman who hands him a little black book. According to her, ...  (more)

DIRECTION:  Norman Z. McLeod
CAST:  Danny Kaye  •  Virginia Mayo  •  Boris Karloff  •  Fay Bainter

The Thin Man (1934)

FunnyClassicCleverLighthearted

A husband and wife detective team takes on the search for a missing inventor and almost get killed for their efforts.  (more)

DIRECTION:  W.S. Van Dyke
CAST:  William Powell  •  Myrna Loy  •  Maureen O'Sullivan  •  Nat Pendleton

A husband and wife detective team takes on the search for a missing inventor and almost get killed for their efforts.  (more)

DIRECTION:  W.S. Van Dyke
CAST:  William Powell  •  Myrna Loy  •  Maureen O'Sullivan  •  Nat Pendleton

Fletch (1985)

FunnyClassicLighthearted

When investigative reporter Irwin "Fletch" Fletcher goes undercover to write a piece on the drug trade at a local beach, he's approached by wealthy businessman Alan Stanwyk, who offers him $50,000 to murder him. With sarcastic wit and a knack for disguises, Fletch ...  (more)

DIRECTION:  Michael Ritchie
CAST:  Chevy Chase  •  Joe Don Baker  •  Dana Wheeler-Nicholson  •  Richard Libertini

When investigative reporter Irwin "Fletch" Fletcher goes undercover to write a piece on the drug trade at a local beach, he's approached by wealthy businessman Alan Stanwyk, who offers him $50,000 to murder him. With sarcastic wit and a knack for disguises, Fletch ...  (more)

DIRECTION:  Michael Ritchie
CAST:  Chevy Chase  •  Joe Don Baker  •  Dana Wheeler-Nicholson  •  Richard Libertini

Better Off Dead... (1985)

FunnyRomanticClassicClever

High school student Lane Meyer sinks into suicidal depression when his girlfriend dumps him for jock Roy Stalin, the high school ski racing champion. Meanwhile, he has to deal with his eccentric family, a tenacious paperboy and an obnoxious neighbor whose mother is ...  (more)

DIRECTION:  Savage Steve Holland
CAST:  John Cusack  •  David Ogden Stiers  •  Kim Darby  •  Demian Slade

High school student Lane Meyer sinks into suicidal depression when his girlfriend dumps him for jock Roy Stalin, the high school ski racing champion. Meanwhile, he has to deal with his eccentric family, a tenacious paperboy and an obnoxious neighbor whose mother is ...  (more)

DIRECTION:  Savage Steve Holland
CAST:  John Cusack  •  David Ogden Stiers  •  Kim Darby  •  Demian Slade

Head Over Heels (2001)

FunnyRomanticMusicalLighthearted

Ordinary single girl Amanda Pierce unexpectedly finds herself sharing an awesome Manhattan apartment with four sexy supermodels. Determined to bring Amanda into their world, the models give her the ultimate makeover. The plan works fabulously as Amanda connects ...  (more)

DIRECTION:  Mark Waters
CAST:  Monica Potter  •  Freddie Prinze Jr.  •  Shalom Harlow  •  Ivana Miličević

Ordinary single girl Amanda Pierce unexpectedly finds herself sharing an awesome Manhattan apartment with four sexy supermodels. Determined to bring Amanda into their world, the models give her the ultimate makeover. The plan works fabulously as Amanda connects ...  (more)

DIRECTION:  Mark Waters
CAST:  Monica Potter  •  Freddie Prinze Jr.  •  Shalom Harlow  •  Ivana Miličević

Much Ado About Nothing (1993)

FunnyRomanticBeautifulLighthearted

In this Shakespearean farce, Hero and her groom-to-be, Claudio, team up with Claudio's commanding officer, Don Pedro, the week before their wedding to hatch a matchmaking scheme. Their targets are sharp-witted duo Benedick and Beatrice -- a tough task indeed, ...  (more)

DIRECTION:  Kenneth Branagh
CAST:  Kenneth Branagh  •  Richard Briers  •  Michael Keaton  •  Robert Sean Leonard

In this Shakespearean farce, Hero and her groom-to-be, Claudio, team up with Claudio's commanding officer, Don Pedro, the week before their wedding to hatch a matchmaking scheme. Their targets are sharp-witted duo Benedick and Beatrice -- a tough task indeed, ...  (more)

DIRECTION:  Kenneth Branagh
CAST:  Kenneth Branagh  •  Richard Briers  •  Michael Keaton  •  Robert Sean Leonard

Wilson's Reward (1980)

FunnyCharmingCleverLighthearted

A missionary in the West Indies tries to change the ways of a drunken womanizer.  (more)

DIRECTION:  Patrick O'Neal
CAST:  Sandy Dennis  •  Gerald S. O'Loughlin  •  Fred Morsell  •  Rosemarie Vis

A missionary in the West Indies tries to change the ways of a drunken womanizer.  (more)

DIRECTION:  Patrick O'Neal
CAST:  Sandy Dennis  •  Gerald S. O'Loughlin  •  Fred Morsell  •  Rosemarie Vis

The Right Kind of Wrong (2013)

FunnyRomanticCuteLighthearted

A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.  (more)

DIRECTION:  Jeremiah S. Chechik
CAST:  Ryan Kwanten  •  Catherine O'Hara  •  Will Sasso  •  Sara Canning

A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.  (more)

DIRECTION:  Jeremiah S. Chechik
CAST:  Ryan Kwanten  •  Catherine O'Hara  •  Will Sasso  •  Sara Canning

The Closet (2001)

SmartFunnyCleverLighthearted

A man spreads the rumor of his fake homosexuality with the aid of his neighbor, to prevent his imminent firing at his work.  (more)

DIRECTION:  Francis Veber
CAST:  Daniel Auteuil  •  Gérard Depardieu  •  Thierry Lhermitte  •  Michèle Laroque

A man spreads the rumor of his fake homosexuality with the aid of his neighbor, to prevent his imminent firing at his work.  (more)

DIRECTION:  Francis Veber
CAST:  Daniel Auteuil  •  Gérard Depardieu  •  Thierry Lhermitte  •  Michèle Laroque

A Romantic Comedy (2010)

FunnyRomanticCleverSimple

Bored with her life and inspired by a friend's wedding, Esra quits her job and dumps her boyfriend, leading to a series of romantic misadventures.  (more)

DIRECTION:  Ketche
CAST:  Sedef Avci  •  Cemal Hünal  •  Begüm Kütük  •  Engin Altan Düzyatan

Bored with her life and inspired by a friend's wedding, Esra quits her job and dumps her boyfriend, leading to a series of romantic misadventures.  (more)

DIRECTION:  Ketche
CAST:  Sedef Avci  •  Cemal Hünal  •  Begüm Kütük  •  Engin Altan Düzyatan

Two Night Stand (2014)

FunnyRomanticCharmingLighthearted

After an extremely regrettable one night stand, two strangers wake up to find themselves snowed in after sleeping through a blizzard that put all of Manhattan on ice. They're now trapped together in a tiny apartment, forced to get to know each other way more than ...  (more)

DIRECTION:  Max Nichols
CAST:  Lio Tipton  •  Miles Teller  •  Jessica Szohr  •  Leven Rambin

After an extremely regrettable one night stand, two strangers wake up to find themselves snowed in after sleeping through a blizzard that put all of Manhattan on ice. They're now trapped together in a tiny apartment, forced to get to know each other way more than ...  (more)

DIRECTION:  Max Nichols
CAST:  Lio Tipton  •  Miles Teller  •  Jessica Szohr  •  Leven Rambin

City Slickers (1991)

FunnyCleverCuteLighthearted

Three New York businessmen decide to take a "Wild West" vacation that turns out not to be the relaxing vacation they had envisioned.  (more)

DIRECTION:  Ron Underwood
CAST:  Billy Crystal  •  Daniel Stern  •  Bruno Kirby  •  Jack Palance

Three New York businessmen decide to take a "Wild West" vacation that turns out not to be the relaxing vacation they had envisioned.  (more)

DIRECTION:  Ron Underwood
CAST:  Billy Crystal  •  Daniel Stern  •  Bruno Kirby  •  Jack Palance

Down with Love (2003)

FunnyRomanticCleverComplex

In 1962 New York City, love blossoms between a playboy journalist and a feminist advice author.  (more)

DIRECTION:  Peyton Reed
CAST:  Renée Zellweger  •  Ewan McGregor  •  Sarah Paulson  •  David Hyde Pierce

In 1962 New York City, love blossoms between a playboy journalist and a feminist advice author.  (more)

DIRECTION:  Peyton Reed
CAST:  Renée Zellweger  •  Ewan McGregor  •  Sarah Paulson  •  David Hyde Pierce

Bruce Almighty (2003)

SmartFunnyRomanticClever

Bruce Nolan toils as a 'human interest' television reporter in Buffalo, N.Y., but despite his high ratings and the love of his beautiful girlfriend, Bruce remains unfulfilled. At the end of the worst day in his life, he angrily ridicules God—and the Almighty ...  (more)

DIRECTION:  Tom Shadyac
CAST:  Jim Carrey  •  Jennifer Aniston  •  Philip Baker Hall  •  Catherine Bell

Bruce Nolan toils as a 'human interest' television reporter in Buffalo, N.Y., but despite his high ratings and the love of his beautiful girlfriend, Bruce remains unfulfilled. At the end of the worst day in his life, he angrily ridicules God—and the Almighty ...  (more)

DIRECTION:  Tom Shadyac
CAST:  Jim Carrey  •  Jennifer Aniston  •  Philip Baker Hall  •  Catherine Bell

My Sassy Girl (2001)

FunnyOriginalRomanticClever

A dweeby, mild-mannered man comes to the aid of a drunk young woman on a subway platform. Little does he know how much trouble he’s in for.  (more)

DIRECTION:  Kwak Jae-yong
CAST:  Cha Tae-hyun  •  Jun Ji-hyun  •  Han Jin-hee  •  Hyun Sook-hee

A dweeby, mild-mannered man comes to the aid of a drunk young woman on a subway platform. Little does he know how much trouble he’s in for.  (more)

DIRECTION:  Kwak Jae-yong
CAST:  Cha Tae-hyun  •  Jun Ji-hyun  •  Han Jin-hee  •  Hyun Sook-hee

His Girl Friday (1940)

SmartRomanticClassicLighthearted

Walter Burns is an irresistibly conniving newspaper publisher desperate to woo back his paper’s star reporter, who also happens to be his estranged wife. She’s threatening to quit and settle down with a new beau, but, as Walter knows, she has a weakness: she can’t ...  (more)

DIRECTION:  Howard Hawks
CAST:  Cary Grant  •  Rosalind Russell  •  Ralph Bellamy  •  Gene Lockhart

Walter Burns is an irresistibly conniving newspaper publisher desperate to woo back his paper’s star reporter, who also happens to be his estranged wife. She’s threatening to quit and settle down with a new beau, but, as Walter knows, she has a weakness: she can’t ...  (more)

DIRECTION:  Howard Hawks
CAST:  Cary Grant  •  Rosalind Russell  •  Ralph Bellamy  •  Gene Lockhart

Ghosts of Girlfriends Past (2009)

FunnyRomanticCleverFuturistic

When notorious womanizer Connor Mead attends his brother Paul's wedding, he is forced to re-evaluate his behavior as he comes face-to-face with the ghosts of girlfriends past, present, and future, along with his deceased uncle. The experience changes his attitude ...  (more)

DIRECTION:  Mark Waters
CAST:  Matthew McConaughey  •  Jennifer Garner  •  Michael Douglas  •  Emma Stone

When notorious womanizer Connor Mead attends his brother Paul's wedding, he is forced to re-evaluate his behavior as he comes face-to-face with the ghosts of girlfriends past, present, and future, along with his deceased uncle. The experience changes his attitude ...  (more)

DIRECTION:  Mark Waters
CAST:  Matthew McConaughey  •  Jennifer Garner  •  Michael Douglas  •  Emma Stone

Something's Gotta Give (2003)

FunnyRomanticMind blowingCharming

Harry Sanborn is an aged music industry exec with a fondness for younger women like Marin, his latest trophy girlfriend. Things get a little awkward when Harry suffers a heart attack at the home of Marin's mother, Erica. Left in the care of Erica and his doctor, a ...  (more)

DIRECTION:  Nancy Meyers
CAST:  Jack Nicholson  •  Diane Keaton  •  Keanu Reeves  •  Frances McDormand

Harry Sanborn is an aged music industry exec with a fondness for younger women like Marin, his latest trophy girlfriend. Things get a little awkward when Harry suffers a heart attack at the home of Marin's mother, Erica. Left in the care of Erica and his doctor, a ...  (more)

DIRECTION:  Nancy Meyers
CAST:  Jack Nicholson  •  Diane Keaton  •  Keanu Reeves  •  Frances McDormand

Stripes (1981)

GoofyFunnyBoringClassic

John Winger, an indolent sad sack in his 30s, impulsively joins the U.S. Army after losing his job, his girlfriend and his apartment.  (more)

DIRECTION:  Ivan Reitman
CAST:  Bill Murray  •  Harold Ramis  •  Warren Oates  •  P.J. Soles

John Winger, an indolent sad sack in his 30s, impulsively joins the U.S. Army after losing his job, his girlfriend and his apartment.  (more)

DIRECTION:  Ivan Reitman
CAST:  Bill Murray  •  Harold Ramis  •  Warren Oates  •  P.J. Soles

The Importance of Being Earnest (1952)

FunnyClassicCleverBeautiful

Algernon Moncrieff is surprised to discover that his affluent friend -- whom he knows as "Ernest" -- is actually named Jack Worthing. Jack fabricated his alter ego in order to escape his country estate where he takes care of his charge, Cecily Cardew. Cecily ...  (more)

DIRECTION:  Anthony Asquith
CAST:  Michael Redgrave  •  Michael Denison  •  Edith Evans  •  Joan Greenwood

Algernon Moncrieff is surprised to discover that his affluent friend -- whom he knows as "Ernest" -- is actually named Jack Worthing. Jack fabricated his alter ego in order to escape his country estate where he takes care of his charge, Cecily Cardew. Cecily ...  (more)

DIRECTION:  Anthony Asquith
CAST:  Michael Redgrave  •  Michael Denison  •  Edith Evans  •  Joan Greenwood
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