
My Date with Drew
A charming, earnest documentary about an ordinary man's quixotic quest to ask his childhood crush on a date, blending humor, vulnerability, and genuine affection.
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.
Essence
Ensemble

Drew Barrymore
Self

Brian Herzlinger
Self

Corey Feldman
Self

Eric Roberts
Self

Bill D'Elia
Self

Lily Rains
Drew Look-alike

George DelHoyo
Self - Voice Trailer Guy

Andrea Logan White
Self - Trainer

Natasha Henstridge
Self (archive footage)

Cameron Diaz
Self (uncredited)

Griffin Dunne
Self (uncredited)

Samuel L. Jackson
Self (uncredited)
Closest match
Nearest across the full emotional profile.
Same mood
Nearest on what's most distinctive about this one.
Go darker
Similar, pushed toward heavier and more intense.
Hidden gem
Same territory, far fewer people have seen it.

































