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My Date with Drew backdrop

My Date with Drew

2005·Documentary·1h 30m

2.0

★

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.

Directed by Jon Gunn and Brett Winn and Brian Herzlinger

obsession

dream girl

crush

IMDB

N/A

Letterboxd

2.8 / 5

Cast

Drew Barrymore

Drew Barrymore

Self

Brian Herzlinger

Brian Herzlinger

Self

Corey Feldman

Corey Feldman

Self

Eric Roberts

Eric Roberts

Self

Bill D'Elia

Bill D'Elia

Self

Lily Rains

Lily Rains

Drew Look-alike

George DelHoyo

George DelHoyo

Self - Voice Trailer Guy

Andrea Logan White

Andrea Logan White

Self - Trainer

Natasha Henstridge

Natasha Henstridge

Self (archive footage)

Cameron Diaz

Cameron Diaz

Self (uncredited)

Griffin Dunne

Griffin Dunne

Self (uncredited)

Samuel L. Jackson

Samuel L. Jackson

Self (uncredited)

Crew

Jon Gunn

Jon Gunn

Director

Brian Herzlinger

Brian Herzlinger

Director

Popular Reviews

10 reviews

Grim

3.1★ · 09/27/25

My Date with Drew

drew’s too fucking nice for this shit; the amount of ppl who would be on my shitlist after this came out if i were her?

this guy is fucking insufferable in every aspect of his life

the one pro i can say about this “movie”: this offers insight into the scope of parasocial relationships; not just his freakass but almost every person in this thing

drew’s too fucking nice for this shit; the amount of ppl who would be on my shitlist after this came out if i were her?

this guy is fucking insufferable in every aspect of his life

the one pro i can say about this “movie”: this offers insight into the scope of parasocial relationships; not just his freakass but almost every person in this thing

Emma

1.0★ · 05/03/25

My Date with Drew

stalker type

stalker type

Alexander Manrique

3.8★ · 09/08/24

My Date with Drew

yo algun dia haciendo “my date with jenna”

yo algun dia haciendo “my date with jenna”

Noah Brooks

1.8★ · 08/06/24

My Date with Drew

Would never have rewatched this but I am making a YouTube video so here we are.

Would never have rewatched this but I am making a YouTube video so here we are.

Manny

1.0★ · 09/12/23

My Date with Drew

Lol if he never got the date, he’d just all that footage of his friends and family calling him and his idea stupid and creepy. Probably not the best time to watch a doc on Drew Barrymore but it just auto played after I Think We’re Alone Now. I been on a parasocial mania run of movie watching since Perfect Blue this morning Lol

Lol if he never got the date, he’d just all that footage of his friends and family calling him and his idea stupid and creepy. Probably not the best time to watch a doc on Drew Barrymore but it just auto played after I Think We’re Alone Now. I been on a parasocial mania run of movie watching since Perfect Blue this morning Lol

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My Date with Drew (2005) | Flick