My Date with Drew
We checked 8 streaming services in India on 04 Jun 2026 at 10:41 IST
About
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.
Cast
Drew Barrymore
as Self
Brian Herzlinger
as Self
Corey Feldman
as Self
Eric Roberts
as Self
Bill D'Elia
as Self
Lily Rains
as Drew Look-alike
George DelHoyo
as Self - Voice Trailer Guy
Andrea Logan White
as Self - Trainer
Natasha Henstridge
as Self (archive footage)
Cameron Diaz
as Self (uncredited)
Griffin Dunne
as Self (uncredited)
Samuel L. Jackson
as Self (uncredited)
Matt LeBlanc
as Self (uncredited)
Lucy Liu
as Self (uncredited)
Kevin Smith
as Self (uncredited)
Bruce Willis
as Self (archive footage) (uncredited)
Mary-Kate Olsen
as Self
Ashley Olsen
as Self
Andy Dick
as Self
Where does My Date with Drew rank today?
My Date with Drew is #10000 on the Bowood.TV Daily Streaming Charts today.
- Highest: #10000
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Watch My Date with Drew Online Free in HD
If you've been searching for My Date with Drew full movie in HD, Bowood.TV has you covered. This talked-about English documentary title from 2005 is available to stream instantly — no ads to fight through, no paid subscriptions, no annoying redirects.
About My Date with Drew
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. Running 90 minutes.
My Date with Drew Cast and Characters
The cast features Drew Barrymore (as Self), Brian Herzlinger (as Self), Corey Feldman (as Self), Eric Roberts (as Self), and Bill D'Elia (as Self). Their performances are a major reason My Date with Drew has built such a passionate audience.
Where to Watch My Date with Drew Online
Want to watch My Date with Drew online without paying? Bowood.TV is the easiest way. Click play and the film starts in seconds. No popups, no "5 day trial that auto-charges" — just the show.
▶ Watch My Date with Drew NowWhy People Are Watching My Date with Drew
My Date with Drew flies under the radar but it deserves your attention. What makes it work is a tone and style that's hard to find elsewhere. If you enjoy English storytelling that doesn't follow the same tired beats, this is the kind of film you'll end up recommending to friends.
Frequently Asked Questions about My Date with Drew
Where can I watch My Date with Drew online for free?
You can watch My Date with Drew online free on Bowood.TV. Just open the page and hit play — no signup, no subscription, full HD streaming on phone, tablet, or desktop.
How long is My Date with Drew?
My Date with Drew runs for 90 minutes (about 1.5 hours).
Is My Date with Drew good? What's the rating?
My Date with Drew holds a 5.9/10 rating based on 63 reviews — a niche pick worth checking out.
Who is in the cast of My Date with Drew?
The main cast includes Drew Barrymore, Brian Herzlinger, Corey Feldman, and Eric Roberts, plus a strong supporting ensemble.
Is My Date with Drew available in English?
Yes — My Date with Drew was originally produced in English and that's the version you'll stream here on Bowood.TV.
When was My Date with Drew released?
My Date with Drew was released in 2005.
Do I need an account to watch My Date with Drew on Bowood.TV?
No. Bowood.TV is free and you can watch My Date with Drew without creating an account. Sign-up is optional — only useful if you want a personal Watchlist or to comment on episodes.
Similar Movies You Might Like
If you enjoyed My Date with Drew, check out Grizzly Man, Alone, American Movie, Cinemania, and Nightcrawlers.
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Frequently Asked Questions
Common questions about My Date with Drew
Where can I watch My Date with Drew for free?
You can watch My Date with Drew (2005) online for free on Bowood.TV. Just click "Watch Free" on this page to start streaming instantly — no account, subscription, or downloads required.
What is My Date with Drew about?
My Date with Drew is a Documentary English-language film. 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.
When was My Date with Drew released?
My Date with Drew was released on August 5, 2005. It has a runtime of 1h 30m. The film was produced by rusty bear entertainment.
Who stars in My Date with Drew?
My Date with Drew stars Drew Barrymore, Brian Herzlinger, Corey Feldman and Eric Roberts. The full cast list is available in the Cast section above.
Is My Date with Drew available in HD?
Yes, My Date with Drew is available to stream in high definition (HD) on Bowood.TV. Our players automatically deliver the best quality your connection supports — no extra setup needed.