

My Date with Drew
- Documentary
Ever since the second grade when he first saw her in E.T. The Extraterrestrial, Brian Herzlinger has had a crush on Drew Barrymore. Now, 20 years later he's decided to try to fulfill his lifelong dream by asking her for a date. There's one small problem: She's Drew Barrymore and he's, well, Brian Herzlinger, a broke 27-year-old aspiring filmmaker from New Jersey.
My Date with Drew is a 2005 documentary following filmmaker Brian Herzlinger's real-life quest to secure a date with Drew Barrymore, his celebrity crush since childhood. The film chronicles his unconventional pursuit with humor and heart, blending personal ambition with the absurdity of chasing an impossible dream. Released in August 2005, it became a cult favorite for fans of indie documentaries and romantic comedy.
When does My Date with Drew come out?
Where to watch
Streaming availability in United States
Not available on any tracked streaming service in United States right now.
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In cinemas
Theatrical release in United States
Limited theatrical in United States · Rated PG
Theatrical dates from TMDB. Cinema chain links go to the official websites for showtimes and bookings — check there for the actual showtimes near you.
Where to watch My Date with Drew by country
Top cast
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Drew BarrymoreSelf
Corey FeldmanSelf
Eric RobertsSelf
Bill D'EliaSelf
Lily RainsDrew Look-alike
George DelHoyoSelf - Voice Trailer Guy
Andrea Logan WhiteSelf - Trainer
Natasha HenstridgeSelf (archive footage)
Cameron DiazSelf (uncredited)
Griffin DunneSelf (uncredited)
Samuel L. JacksonSelf (uncredited)
Matt LeBlancSelf (uncredited)
Lucy LiuSelf (uncredited)
Kevin SmithSelf (uncredited)
Related & spin-offs
Other titles fans of My Date with Drew tend to follow.
My Date with Drew — frequently asked
When was My Date with Drew released?
The film was released on August 5, 2005.
Is this a real documentary or scripted?
It's a real documentary that follows filmmaker Brian Herzlinger's actual attempt to ask Drew Barrymore on a date, filmed over several months.
Where can I watch My Date with Drew?
The film is available on various streaming platforms and digital retailers, though availability varies by region.
What makes this documentary unique?
Rather than using traditional documentary techniques, the film blends personal vlogging, humor, and behind-the-scenes filmmaking as Herzlinger documents his own journey to meet his childhood celebrity crush.











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