Most Similar Movies to My Date With Drew (2004)
If you are looking for movies like My Date With Drew (2004), you might like movies tagged with keyword : documentary, romance, comedy, independent film, celebrity, fan culture, los angeles, low budget, directorial debut, autobiographical, obsession, hollywood, quest, heartwarming, feel-good, underdog story, perseverance, whimsical, charm, quirky .
The Last Laugh (2016), Dina (2017), Paper Heart (2009), The Special Need (2013), Anvil! The Story of Anvil (2008), Tarnation (2003), Double Dare (2003) ... Let's take a look at the following list...

The Last Laugh (2016)
World-famous comedians including Mel Brooks, Sarah Silverman, and Gilbert Gottfried pitch in with their own views on the boundaries of comedy.
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Dina (2017)
Dina is an eccentric and outspoken woman who invites her fiance, Scott, to move in with her. The couple face many challenges as Dina copes with a mental disability, and Scott lives with Asperger's syndrome.
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Paper Heart (2009)
Charlyne Yi embarks on a quest across America to make a documentary about the one subject she doesn't fully understand: Love.
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Anvil! The Story of Anvil (2008)
Since 1978, Anvil has become one of heavy metal's most influential yet commercially unsuccessful acts. In 2006, after a fledging European tour Anvil sets out to record their thirteenth album and continue to follow their dreams.
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Tarnation (2003)
Filmmaker Jonathan Caouette's documentary on growing up with his schizophrenic mother -- a mixture of snapshots, Super-8 film, answering machine messages, video diaries, early short films, and more - culled from nineteen years of his life.
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Double Dare (2003)
Stuntwomen Jeannie Epper and Zoe Bell are experts at taking punches, swinging swords and being blown to bits. Epper first gained respect as Lynda Carter's stuntwoman on TV's "Wonder Woman," while Bell had a long run as Lucy Lawless' double on the series "Xena: Warrior Princess." But, in a primarily male profession, the women still have to struggle against sexism to find jobs. This documentary chronicles their uphill battle in Hollywood and their enduring friendship throughout it all.
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Man on Wire (2008)
A look at tightrope walker Philippe Petit's daring, but illegal, high-wire routine performed between New York City's World Trade Center's twin towers in 1974, what some consider, "the artistic crime of the century".
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The Eagle Huntress (2016)
Thirteen-year-old Aisholpan trains to become the first female in twelve generations of her nomad family to become an eagle huntress.
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Everything Is Copy (2015)
A look at the life and work of writer/filmmaker Nora Ephron.
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Inmate #1: The Rise of Danny Trejo (2019)
The extraordinary life journey of one of Hollywood's most unlikely heroes, Danny Trejo.
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Making the Grade (2017)
The musical educational system in Ireland is explored, where over 30,000 students prepare for graded piano exams each year.
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Harold and Lillian: A Hollywood Love Story (2015)
Storyboard artist Harold Michelson and his wife, film researcher Lillian Michelson, were once considered the heart of Hollywood.
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The Girl Next Door (2000)
Filmmaker Christine Fugate interviews Stacy Valentine, nee Baker, whose abusive husband pushed her into performing in porn films.
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Woody Allen: A Documentary (2012)
Filmmaker Robert B. Weide chronicles the life of the actor, comedian and director and his creative processes.
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The Real Dirt on Farmer John (2005)
Filmmaker Taggart Siegel captures two turbulent decades in the life of John Peterson, an Illinois farmer who not only tends the land but also delves into writing and performance art. A man who would as soon work the fields in a feather boa as in a pair of jeans, Peterson rises out of the bankruptcy and depression plaguing Midwest farm communities in the 1980s and saves his livelihood through organic agriculture.
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Prodigal Sons (2008)
Filmmaker Kimberly Reed returns to small-town Montana to reconnect with her adopted brother and to reintroduce herself to her old friends who knew her as a man.
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