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Zerophilia (2005)

Summary: In this sexually ambiguous romantic comedy, Luke, a naive college student, struggles with issues of masculinity while he comes to terms with a rare genetic disorder that causes the afflicted to switch gender at will.

Release Date: October 26, 2005

Genres: Comedy, Romance

Director: Martin Curland

Writer: Martin Curland

Runtime: 1 h 30 min

Production: Microangelo Entertainment, Scrambled Eggs Productions

Country: United States

Language: English

Movie budget: $ 450,000

Domestic: $ 7,763

20 - Rotten Tomatoes % Gap

Goodbye Charlie (1964)

Summary: Womanizing Charlie is shot by an angry husband and falls in the sea. He arrives home after his memorial as a cute, amnesic woman. His old friend helps her/him.

Release Date: December 26, 1964

Genres: Comedy, Fantasy, Romance

Director: Vincente Minnelli

Writers: George Axelrod

, Harry Kurnitz

Runtime: 1 h 56 min

MPAA: Approved

Production: Venice Productions

Distributor: 20th Century Fox Home Entertainment

Country: United States

Language: English

Movie budget: $ 3,500,000

17 - Rotten Tomatoes % Gap

Wild Side (2004)

Summary: A transgender woman who survives prostituting herself in Paris, returns - with her two male lovers in tow - to her family home in the countryside to look after her dying mother.

Release Date: April 14, 2004

Genres: Drama, Romance

Director: Sébastien Lifshitz

Writers: Stéphane Bouquet

, Sébastien Lifshitz

Runtime: 1 h 33 min

MPAA: Not Rated

Production: Maïa Films, YC Alligator Film, Zephyr Films, Arte France Cinéma, AB3, Canal+, Centre national du cinéma et de l'image animée (CNC), CinéCinéma

Distributor: Wellspring Media

Countries: France, Belgium, United Kingdom

Language: French

Domestic: $ 15,355

11 - Rotten Tomatoes % Gap

3 Generations (2015)

Summary: After Ray decides to transition from female to male, Ray's mother Maggie must come to terms with the decision while tracking down Ray's biological father to get his legal consent.

Release Date: September 29, 2016

Genre: Drama

Director: Gaby Dellal

Writers: Nikole Beckwith

, Gaby Dellal

Runtime: 1 h 32 min

MPAA: PG-13

Production: Big Beach Films, InFilm Productions, IM Global

Distributor: The Weinstein Company

Country: United States

Language: English

Movie budget: $ 5,000,000

Domestic: $ 155,936

International: $ 524,415

10 - Rotten Tomatoes % Gap

Son of the Mask (2005)

Summary: Tim Avery, an aspiring cartoonist, finds himself in a predicament when his dog stumbles upon the mask of Loki. Then after conceiving an infant son "born of the mask", he discovers just how looney child raising can be.

Release Date: February 18, 2005

Genres: Comedy, Family, Fantasy

Director: Lawrence Guterman

Writer: Lance Khazei

Runtime: 1 h 34 min

MPAA: PG

Production: New Line Cinema, Radar Pictures, Dark Horse Entertainment, Kumar Mobiliengesellschaft mbH & Co. Projekt Nr. 1 KG, Post Amazers

Distributor: New Line Cinema, ABC Family, Cartoon Network, HBO Max, New Line Home Video

Countries: United States, Germany, Australia, France, Pakistan

Language: English

Movie budget: $ 84,000,000

Domestic: $ 17,018,422

International: $ 42,963,126

10 - Rotten Tomatoes % Gap

Desperate Living (1977)

Summary: A neurotic society woman murders her husband with her maid's help; on the lam, they escape to Mortville, a homeless community ruled by a fascist queen.

Release Date: March 07, 1979

Genres: Comedy, Fantasy, Crime

Director: John Waters

Writer: John Waters

Runtime: 1 h 30 min

MPAA: X

Production: Charm City Productions

Distributor: Saliva Films, Continental Video, Cinema Group Home Video, Image Entertainment, New Line Home Video, Fine Line Features, New Line Cinema, Columbia TriStar Home Video, Turner Home Entertainment, Viacom

Country: United States

Language: English

Movie budget: $ 65,000

5 - Rotten Tomatoes % Gap

Stonewall (1995)

Summary: A group of homosexual people try to live with dignity and self-respect while events build to the opening battle in the major gay rights movement.

Release Date: September 03, 1996

Genres: Comedy, Drama, Romance

Director: Nigel Finch

Writers: Rikki Beadle Blair

, Martin Duberman

Runtime: 1 h 39 min

MPAA: R

Production: British Broadcasting Corporation (BBC), BBC Arena, Killer Films

Distributor: Strand Releasing

Countries: United Kingdom, United States

Language: English

Domestic: $ 692,400

4 - Rotten Tomatoes % Gap

The World According to Garp (1982)

Summary: A struggling young writer finds his life and work dominated by his unfaithful wife and his radical feminist mother, whose best-selling manifesto turns her into a cultural icon.

Release Date: July 23, 1982

Genres: Comedy, Drama

Director: George Roy Hill

Writers: John Irving

, Steve Tesich

Runtime: 2 h 16 min

MPAA: R

Production: Pan Arts, Warner Bros.

Distributor: CBS, Warner Home Video, Warner Archive Collection

Country: United States

Language: English

Movie budget: $ 17,000,000

Domestic: $ 29,712,172

1 - Rotten Tomatoes % Gap

Come Back to the 5 & Dime Jimmy Dean, Jimmy Dean (1982)

Summary: A fan club of die-hard James Dean fans meet on the 20th anniversary of his death and reconnect, opening old wounds and facing new ones.

Release Date: April 06, 1983

Genres: Comedy, Drama

Director: Robert Altman

Writer: Ed Graczyk

Runtime: 1 h 49 min

MPAA: PG

Production: Mark Goodson-Bill Todman Productions, Sandcastle 5 Productions, Viacom Enterprises

Distributor: Cinecom Pictures, Forum Home Video, Olive Films, Embassy Home Entertainment, The Criterion Channel, Viacom

Country: United States

Language: English

Movie budget: $ 850,000

Domestic: $ 840,958

1 - Rotten Tomatoes % Gap

Frankenhooker (1990)

Summary: A medical student sets out to recreate his decapitated fiancée by building her a new body made of Manhattan street prostitutes.

Release Date: June 01, 1990

Genres: Comedy, Horror, Sci-Fi

Director: Frank Henenlotter

Writers: Robert Martin

, Frank Henenlotter

Runtime: 1 h 25 min

MPAA: R

Production: Levins-Henenlotter, Shapiro-Glickenhaus Entertainment

Distributor: Shapiro-Glickenhaus Home Video, Southgate Video, Simitar Entertainment, Anthem Pictures, Unearthed Films, Arrow Video, North American Pictures, Synapse Films, Digital Media Rights, Amsell Entertainment, Image Entertainment, Renaissance Content Group, Starmaker Entertainment

Country: United States

Language: English

Movie budget: $ 2,500,000

Domestic: $ 205,068

-2 - Rotten Tomatoes % Gap

Orlando (1992)

Summary: After Queen Elizabeth I commands him not to grow old, a young nobleman struggles with love and his place in the world.

Release Date: June 09, 1993

Genres: Drama, Fantasy, Biography

Director: Sally Potter

Writers: Virginia Woolf

, Walter Donohue

, Sally Potter

Runtime: 1 h 34 min

MPAA: PG-13

Production: Adventure Pictures, Lenfilm Studio, Mikado Film, Rio, Sigma Film Productions, British Screen Productions

Distributor: Sony Pictures Classics, Sony Pictures International, The Sales Company, Columbia TriStar Home Video, Sony Pictures Home Entertainment

Countries: United Kingdom, Russia, Italy, France, Netherlands

Language: English

Movie budget: $ 4,000,000

Domestic: $ 5,377,643

International: $ 31,780

-5 - Rotten Tomatoes % Gap

Ed Wood (1994)

Summary: Ambitious but troubled movie director Edward D. Wood Jr. tries his best to fulfill his dreams despite his lack of talent.

Release Date: October 07, 1994

Genres: Comedy, Drama, Biography

Director: Tim Burton

Writers: Rudolph Grey

, Scott Alexander

, Larry Karaszewski

Runtime: 2 h 07 min

MPAA: R

Production: Touchstone Pictures, Tim Burton Productions, DiNovi Pictures

Distributor: Showtime Networks, Touchstone Home Video, TNT, Buena Vista Home Entertainment, Touchstone Home Entertainment, Buena Vista Home Video

Country: United States

Language: English

Movie budget: $ 18,000,000

Domestic: $ 5,887,457

International: $ 588

-9 - Rotten Tomatoes % Gap

Predestination (2014)

Summary: As his last assignment, a temporal agent is tasked to travel back in time and prevent a bomb attack in New York in 1975. The hunt, however, turns out to be beyond the bounds of possibility.

Release Date: January 09, 2015

Genres: Action, Drama, Sci-Fi

Directors: Michael Spierig

, Peter Spierig

Writers: Michael Spierig

, Peter Spierig

, Robert A. Heinlein

Runtime: 1 h 37 min

MPAA: R

Production: Screen Australia, Screen Queensland, Blacklab Entertainment, Wolfhound Pictures, Stage 6 Films

Distributor: Stage 6 Films, Sony Pictures Worldwide Acquisitions (SPWA), Sony Pictures Releasing

Countries: Australia, United States

Language: English

Movie budget: $ 5,100,000

Domestic: $ 68,372

International: $ 4,874,077

-12 - Rotten Tomatoes % Gap

A Mighty Wind (2003)

Summary: Mockumentary captures the reunion of 1960s folk trio the Folksmen as they prepare for a show at The Town Hall to memorialize a recently deceased concert promoter.

Release Date: May 09, 2003

Genres: Comedy, Music

Director: Christopher Guest

Writers: Christopher Guest

, Eugene Levy

Runtime: 1 h 31 min

MPAA: PG

Production: Castle Rock Entertainment

Distributor: Comedy Central, Warner Archive Collection, Warner Bros. Television, Warner Home Video

Country: United States

Language: English

Domestic: $ 17,781,006

International: $ 969,240

-24 - Rotten Tomatoes % Gap

Prelude to a Kiss (1992)

Summary: A couple fall in love despite the girl's pessimistic outlook. As they struggle to come to terms with their relationship, something supernatural happens that tests it.

Release Date: July 10, 1992

Genres: Comedy, Fantasy, Romance

Director: Norman René

Writer: Craig Lucas

Runtime: 1 h 45 min

MPAA: PG-13

Production: Gruskoff/Levy Company, ML Film Entertainment International, Twentieth Century Fox

Distributor: Fox Network

Country: United States

Language: English

Domestic: $ 20,006,730

International: $ 2,690,961

-25 - Rotten Tomatoes % Gap

52 Tuesdays (2013)

Summary: 16-year-old Billie's reluctant path to independence is accelerated when her mother reveals plans to gender transition and their time together becomes limited to Tuesday afternoons.

Release Date: May 01, 2014

Genre: Drama

Director: Sophie Hyde

Writers: Matthew Cormack

, Sophie Hyde

Runtime: 1 h 54 min

MPAA: Not Rated

Production: Closer Productions

Country: Australia

Language: English

-100 - Rotten Tomatoes % Gap

Switch (1991)

Summary: A sexist womanizer is killed by one of his former lovers and then reincarnated as a woman.

Release Date: May 10, 1991

Genres: Comedy, Fantasy

Director: Blake Edwards

Writer: Blake Edwards

Runtime: 1 h 43 min

MPAA: R

Production: Beco Films, Cinema Plus, Home Box Office (HBO)

Distributor: Warner Bros., TBS Superstation, TNT, HBO Max

Country: United States

Language: English

Movie budget: $ 14,000,000

Domestic: $ 15,545,943

-100 - Rotten Tomatoes % Gap

Willy/Milly (1986)

Summary: Tomboy Milly wishes to be a boy as she's tired of her mom pushing girly stuff on her and boys are freer. After an eclipse, s/he wakes up with a willy. He gets a haircut and starts at a new school as Willy.

Release Date: November 14, 1986

Genres: Comedy, Fantasy

Director: Paul Schneider

Writers: Alan Friedman

, Walter Carbone

, Carla Reuben

Runtime: 1 h 26 min

MPAA: PG-13

Production: Griffon Productions, Imageworks, CRC Productions (II), Willy Milly Associates

Distributor: Cinema Group Ventures, AMC Networks, Continental Video, Home Box Office (HBO), Image Entertainment, Magnum Entertainment, Metro-Goldwyn-Mayer (MGM), Mill Creek Entertainment

Country: United States

Language: English

Domestic: $ 277,405

-100 - Rotten Tomatoes % Gap

Deathstalker (1983)

Summary: A lone warrior nicknamed Deathstalker is sent by a witch on a quest to find a sword, a chalice, and an amulet, two of which are held by the wicked king and sorcerer, Munkar.

Release Date: September 16, 1983

Genres: Action, Adventure, Fantasy

Director: James Sbardellati