Movies Similar to My Date with Drew

Grizzly Man(2005)

Werner Herzog's documentary film about the "Grizzly Man" Timothy Treadwell and what the thirteen summers in a National Park in Alaska were like in one man's attempt to protect the grizzly bears. The film is full of unique images and a look into the spirit of a man who sacrificed himself for nature.

Perfect Bid: The Contestant Who Knew Too Much(2017)

Maths teacher Ted Slauson became adept at recording and memorizing prices of products featured on the iconic game show The Price is Right, an obsession dating back to the show's inception in 1972. This passion and dedication for the show culminated in him helping a contestant place a perfect bid during a 2008 showcase, an innocent act that would create one of the biggest controversies in television industry history.

American Movie(1999)

American Movie is the story of filmmaker Mark Borchardt, his mission, and his dream. Spanning over two years of intense struggle with his film, his family, financial decline, and spiritual crisis, American Movie is a portrayal of ambition, obsession, excess, and one man's quest for the American Dream.

I Think We're Alone Now(2008)

Every celebrity deals with his or her share of obsessed fans. "I Think We're Alone Now" is a documentary that focuses on two individuals, Jeff and Kelly, who claim to be in love with the 80's pop singer Tiffany. Jeff Turner, a 50-year-old man from Santa Cruz, California has attended Tiffany concerts since 1988. Diagnosed with Asperger's syndrome, he never had a girlfriend. Jeff spends his days hanging out on the streets of Santa Cruz, striking up conversations with anyone who has a moment to spare. Kelly McCormick is a 38-year-old hermaphrodite from Denver, Colorado, who claims to have been friends with Tiffany as a teenager. She credits Tiffany as the shining star who has motivated her to do everything in her life. Both Jeff and Kelly have been labeled stalkers by the media and other Tiffany fans. This film takes you inside the lonely lives these two characters, revealing the source of their clinging obsessions...

Bobby Fischer Against the World(2011)

The first documentary feature to explore the tragic and bizarre life of the late chess master Bobby Fischer.

9/11: Life Under Attack(2021)

A unique and compelling account of the day that changed the modern world, captured by ordinary people who chose to pick up their cameras and film that fateful day.

Hunting Bigfoot(2022)

Hunting Bigfoot (2021) A film that skillfully melds the worlds of narrative feature and documentary to capture this portrait of a broken man obsessively pursuing personal and professional redemption in a world where many of those close to him think he's crazy.

Otaku - Children of the Virtual Empire(1994)

A documentary that explores the life styles of various otakus in Japan. Various interviews are given to selected otakus who express how interesting it is to be an otaku as oppose to not being one at all. Along with various shots of various Japanese city landscapes and the inside of an average otaku home from rooms filled with videos, models, and the latest in technology.

Cinemania(2002)

This documentary about the culture of intense cinephilia in New York City reveals the impassioned world of five obsessed movie buffs. These human encyclopedias of cinema see two to five films a day, and from 600 to 2,000 films per year. This is the story of their lives, their memories, their unbending habits and the films they love.

The Real Fatal Attraction(2025)

The extraordinary story of one woman's terrifying campaign to destroy the life and reputation of a young barrister, told by the victim himself, that describes the jaw-dropping levels of harassment that he was subjected to.

Joy and Torment

A writer becomes obsessed with creating the greatest novel.

The Collector(2024)

The offbeat, fairytale story of Wizard of Oz fanatic and obsessive pop culture collector Willard Carroll. From dining with Munchkins to owning the world’s largest private collection of Oz memorabilia, Willard is proof that one story can change the entire trajectory of your life.

Alone(1990)

A documentary-like film about Jussi Parviainen's divorce.

Plató(2022)

Nightcrawlers(2019)

For five years, Stephen McCoy documented street life in Boston. This is what he captured.

From Dogma to Dogville: Don't Try This at Home(2006)

A documentary with the three cinematographers known for breaking away cinema away from celluloid with the introduction of digital video.

There's Something About Mary(1998)

For Ted, prom night went about as bad as it’s possible for any night to go. Thirteen years later, he finally gets another chance with his old prom date, only to run up against other suitors including the sleazy detective he hired to find her.

To Die For(1995)

Suzanne Stone wants to be a world-famous news anchor and she is willing to do anything to get what she wants. What she lacks in intelligence, she makes up for in cold determination and diabolical wiles. As she pursues her goal with relentless focus, she is forced to destroy anything and anyone that may stand in her way, regardless of the ultimate cost or means necessary.

The Ninth Gate(1999)

A rare book dealer finds himself at the heart of a string of paranormal events when he is hired to find the last two copies of a text, The Nine Gates of the Kingdom of Shadows, capable of summoning the Devil.

Bad Cupid(2021)

Archie is a God on a mission to ensure that true love always wins. Or, short of that, that someone is going to die trying. Not that he particularly cares which outcome it is. That's Archie's "Bad Cupid" approach to romance and beware anyone who gets in his way, especially anyone he's actually trying to help.