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Roman Holiday (1953)

Summary: A bored and sheltered princess escapes her guardians and falls in love with an American newsman in Rome.

Release Date: September 02, 1953

Genres: Comedy, Romance

Director: William Wyler

Writers: Dalton Trumbo

, Ian McLellan Hunter

, John Dighton

Runtime: 1 h 58 min

MPAA: Approved

Production: Paramount Pictures

Distributor: Paramount Pictures, National Broadcasting Company (NBC), Paramount Home Entertainment, Paramount+

Country: United States

Language: English

Movie budget: $ 1,500,000

100 - CherryPicks

They Came Together (2014)

Summary: Molly owns a quaint little sweet shop. Joel works for a gigantic candy company threatening to shut her down. How they meet, fall in love, break up and get back together is hilariously recounted in this rom-com spoof.

Release Date: September 05, 2014

Genres: Comedy, Romance

Director: David Wain

Writers: Michael Showalter

, David Wain

Runtime: 1 h 23 min

MPAA: R

Production: Lionsgate, Lionsgate Productions

Distributor: Lionsgate, The Film Arcade

Country: United States

Language: English

100 - CherryPicks

The Cosby Show (1984)

Summary: The goings-on in the life of a successful African-American family.

Release Date: September 20, 1984

Genres: Comedy, Family, Romance

Runtime: 0 h 30 min

MPAA: TV-G

Production: Bill Cosby, Carsey-Werner Company

Country: United States

Language: English

100 - CherryPicks

The Clock (1945)

Summary: In 1945, during a 48-hour leave, a soldier accidentally meets a girl at Pennsylvania Station and spends his leave with her, eventually falling in love with the lovely New Yorker.

Release Date: May 25, 1945

Genres: Comedy, Drama, Romance

Directors: Vincente Minnelli

, Fred Zinnemann

Writers: Robert Nathan

, Joseph Schrank

, Paul Gallico

Runtime: 1 h 30 min

MPAA: Approved

Production: Metro-Goldwyn-Mayer (MGM)

Distributor: Metro-Goldwyn-Mayer (MGM)

Country: United States

Language: English

Movie budget: $ 1,324,000

98 - CherryPicks

Good Will Hunting (1997)

Summary: Will Hunting, a janitor at MIT, has a gift for mathematics, but needs help from a psychologist to find direction in his life.

Release Date: January 09, 1998

Genres: Drama, Romance

Director: Gus Van Sant

Writers: Matt Damon

, Ben Affleck

Runtime: 2 h 06 min

MPAA: R

Production: Miramax, Be Gentlemen Limited Partnership, Lawrence Bender Productions

Distributor: Miramax, American Broadcasting Company (ABC), HBO Max, Lionsgate Home Entertainment

Country: United States

Language: English

Movie budget: $ 10,000,000

Domestic: $ 138,433,435

International: $ 87,500,000

98 - CherryPicks

An Affair to Remember (1957)

Summary: A couple falls in love and agrees to meet in six months at the Empire State Building - but will it happen?

Release Date: July 19, 1957

Genres: Drama, Musical, Romance

Director: Leo McCarey

Writers: Delmer Daves

, Leo McCarey

, Mildred Cram

Runtime: 1 h 55 min

MPAA: Approved

Production: Jerry Wald Productions, Polyphony Digital

Distributor: National Broadcasting Company (NBC), CBS/Fox, Fox Video, 20th Century Fox Home Entertainment, Fathom Events, The Walt Disney Company

Country: United States

Language: English

Domestic: $ 3,850,000

International: $ 4,760

97 - CherryPicks

Singin' in the Rain (1952)

Summary: A silent film star falls for a chorus girl just as he and his delusionally jealous screen partner are trying to make the difficult transition to talking pictures in 1920s Hollywood.

Release Date: April 10, 1952

Genres: Comedy, Musical, Romance

Directors: Stanley Donen

, Gene Kelly

Writers: Betty Comden

, Adolph Green

Runtime: 1 h 43 min

MPAA: G

Production: Metro-Goldwyn-Mayer (MGM), Loew's

Distributor: National Broadcasting Company (NBC), MGM/CBS Home Video, MGM Home Entertainment, MGM/UA Home Entertainment, Turner Entertainment, The Criterion Collection, Disney Channel, Warner Home Video, HBO Max, Fathom Events, Warner Bros. Home Entertainment

Country: United States

Language: English

Movie budget: $ 2,540,800

Domestic: $ 1,884,537

International: $ 209,122

96 - CherryPicks

Sense and Sensibility (1995)

Summary: Rich Mr. Dashwood dies, leaving his second wife and her three daughters poor by the rules of inheritance. The two eldest daughters are the title opposites.

Release Date: January 26, 1996

Genres: Drama, Romance

Director: Ang Lee

Writers: Jane Austen

, Emma Thompson

Runtime: 2 h 16 min

MPAA: PG

Production: Columbia Pictures, Mirage Enterprises

Distributor: Columbia Pictures, Sony Pictures Releasing, Columbia TriStar Home Video, National Broadcasting Company (NBC), Twilight Time

Countries: United Kingdom, United States

Language: English

Movie budget: $ 16,000,000

Domestic: $ 43,182,776

International: $ 91,400,000

96 - CherryPicks

The English Patient (1996)

Summary: At the close of World War II, a young nurse tends to a badly burned plane crash victim. His past is shown in flashbacks, revealing an involvement in a fateful love affair.

Release Date: December 06, 1996

Genres: Drama, Romance, War

Director: Anthony Minghella

Writers: Michael Ondaatje

, Anthony Minghella

Runtime: 2 h 42 min

MPAA: R

Production: Miramax, Tiger Moth Productions

Distributor: Miramax, Buena Vista Pictures, The Criterion Collection, HBO Max, Turner Classic Movies (TCM)

Countries: United States, United Kingdom

Language: English

Movie budget: $ 27,000,000

Domestic: $ 78,676,425

International: $ 153,300,000

96 - CherryPicks

All That Heaven Allows (1955)

Summary: An upper-class widow falls in love with a much younger, down-to-earth nurseryman, much to the disapproval of her children and criticism of her country club peers.

Release Date: December 25, 1955

Genres: Drama, Romance

Director: Douglas Sirk

Writers: Peggy Thompson

, Edna L. Lee

, Harry Lee

Runtime: 1 h 29 min

MPAA: Approved

Production: Universal International Pictures (UI)

Distributor: Universal Pictures, NBC Universal Television Distribution, The Criterion Collection, The Criterion Channel

Country: United States

Language: English

95 - CherryPicks

Harold and Maude (1971)

Summary: Young, rich, and obsessed with death, Harold finds himself changed forever when he meets lively septuagenarian Maude at a funeral.

Release Date: December 20, 1971

Genres: Comedy, Drama, Romance

Director: Hal Ashby

Writer: Colin Higgins

Runtime: 1 h 31 min

MPAA: PG

Production: Mildred Lewis and Colin Higgins Productions

Distributor: Specialty Films, Paramount Home Entertainment, The Criterion Collection, The Criterion Channel, HBO Max

Country: United States

Language: English

Movie budget: $ 1,200,000

95 - CherryPicks

When Harry Met Sally... (1989)

Summary: Harry and Sally have known each other for years, and are very good friends, but they fear sex would ruin the friendship.

Release Date: July 21, 1989

Genres: Comedy, Drama, Romance

Director: Rob Reiner

Writer: Nora Ephron

Runtime: 1 h 35 min

MPAA: R

Country: United States

Language: English

Movie budget: $ 16,000,000

Domestic: $ 93,117,425

International: $ 157,641

95 - CherryPicks

Carmen Jones (1954)

Summary: Contemporary version of the Bizet opera, with new lyrics and an African-American cast.

Release Date: October 28, 1954

Genres: Drama, Musical, Romance

Director: Otto Preminger

Writers: Oscar Hammerstein II

, Harry Kleiner

, Prosper Mérimée

Runtime: 1 h 45 min

MPAA: Approved

Production: Otto Preminger Films

Distributor: Twentieth Century Fox, Magnetic Video, 20th Century Fox Video, CBS/Fox, Fox Video, 20th Century Fox Home Entertainment, Alpha Video Distributors, 20th Television

Country: United States

Language: English

Movie budget: $ 750,000

95 - CherryPicks

A New Leaf (1971)

Summary: Henry Graham lives the life of a playboy. When his lawyer tells him that his lifestyle has consumed all his funds, Henry must avoid climbing down the social ladder. He plans to marry wealthy scientist Henrietta Lowell - and kill her.

Release Date: July 19, 1971

Genres: Comedy, Romance

Director: Elaine May

Writers: Elaine May

, Jack Ritchie

Runtime: 1 h 42 min

MPAA: G

Production: Aries Productions, Elkins Entertainment, Elkins Productions International Corporation

Distributor: American Broadcasting Company (ABC), Olive Films, The Criterion Channel

Country: United States

Language: English

Movie budget: $ 4,000,000

95 - CherryPicks

Degrassi: The Next Generation (2001)

Summary: The lives of the kids at Degrassi Community School deal with the serious and sometimes taboo issues that plague teenagers.

Release Date: April 01, 2002

Genres: Drama, Romance

Runtime: 0 h 30 min

MPAA: TV-PG

Country: Canada

Language: English

94 - CherryPicks

The Souvenir (2019)

Summary: A young film student in the early '80s becomes romantically involved with a complicated and untrustworthy man.

Release Date: June 07, 2019

Genres: Drama, Romance, Mystery

Director: Joanna Hogg

Writer: Joanna Hogg

Runtime: 2 h 00 min

MPAA: R

Production: BBC Films, BFI Film Fund, JWH Films

Countries: United Kingdom, United States

Language: English

Domestic: $ 1,036,737

International: $ 740,749

94 - CherryPicks

My So-Called Life (1994)

Summary: A 15-year-old girl and her trials and tribulations of being a teenager and dealing with friends, guys, parents, and school.

Release Date: August 25, 1994

Genres: Comedy, Drama, Romance

MPAA: TV-14

Production: The Bedford Falls Company, ABC Productions, ABC Video Enterprises

Country: United States

Language: English

94 - CherryPicks

Feel Good (2020)

Summary: The series follows recovering addict and comedian Mae, who is trying to control the addictive behaviors and intense romanticism that permeate every facet of their life.

Release Date: March 19, 2020

Genres: Comedy, Drama, Romance

MPAA: TV-MA

Production: Objective Fiction, Channel 4 Television

Country: United Kingdom

Language: English

93 - CherryPicks

Heaven Can Wait (1978)

Summary: A Los Angeles Rams quarterback, accidentally taken away from his body by an overanxious angel before he was meant to die, returns to life in the body of a recently murdered millionaire.

Release Date: June 28, 1978

Genres: Comedy, Fantasy, Romance

Directors: Warren Beatty

, Buck Henry

Writers: Elaine May

, Warren Beatty

, Harry Segall

Runtime: 1 h 41 min

MPAA: PG

Production: Paramount Pictures

Distributor: Paramount Pictures, DiscoVision, American Broadcasting Company (ABC), Paramount Home Entertainment

Country: United States

Language: English

Movie budget: $ 6,000,000

Domestic: $ 81,640,278

93 - CherryPicks

Medicine for Melancholy (2008)

Summary: Twenty-four hours in the tentative relationship of two young San Franciscans also dealing with the conundrum of being a minority in a rapidly gentrifying city.

Release Date: September 09, 2008

Genres: Drama, Romance

Director: Barry Jenkins

Writer: Barry Jenkins

Runtime: 1 h 28 min

MPAA: Not Rated

Production: Strike Anywhere, Bandry

Country: United States

Language: English

Movie budget: $ 13,000

Domestic: $ 111,551

Roman Holiday (1953)

They Came Together (2014)

The Cosby Show (1984)

The Clock (1945)

Good Will Hunting (1997)

An Affair to Remember (1957)

Singin' in the Rain (1952)

Sense and Sensibility (1995)

The English Patient (1996)

All That Heaven Allows (1955)

Harold and Maude (1971)

When Harry Met Sally... (1989)

Carmen Jones (1954)

A New Leaf (1971)

Degrassi: The Next Generation (2001)

The Souvenir (2019)

My So-Called Life (1994)

Feel Good (2020)

Heaven Can Wait (1978)

Medicine for Melancholy (2008)

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