Josie Geller, a baby-faced junior copywriter at the Chicago Sun-Times, must pose as a student at her former high school to research contemporary teenage culture. With the help of her brother, Rob, Josie infiltrates the inner circle of the most popular clique on campus. But she hits a major snag in her investigation -- not to mention her own failed love life -- when she falls for her dreamy English teacher, Sam Coulson.
Directed by Raja Gosnell
chicago, illinois
high school
newspaper
journalist
entrapment
undercover
nerd
kiss
romcom
love
prank
prom
reporter
humiliation
editor
lighthearted
Rank
#117 in 1999·#8093 overall
Trailer
IMDB
N/A
Letterboxd
2.6 / 5
Where to Watch
Cast
Drew Barrymore
Josie Geller
David Arquette
Rob Geller
Molly Shannon
Anita
Michael Vartan
Sam Coulson
Jessica Alba
Kirsten
John C. Reilly
Gus Strauss
James Franco
Jason
Octavia Spencer
Cynthia
Jenny Bicks
Miss Haskell
Garry Marshall
Rigfort
Sean Whalen
Merkin
Cress Williams
George
Crew
Raja Gosnell
Director
Abby Kohn
Screenplay
Marc Silverstein
Screenplay
Jenny Bicks
Writer
David Newman
Original Music Composer
Nancy Juvonen
Producer
Drew Barrymore
Executive Producer
Mary Ramos
Music Supervisor
Mona May
Costume Designer
Gary Archer
Prosthetics
Anette Haellmigk
Second Unit Director of Photography
Lori McCoy-Bell
Hairstylist
Popular Reviews
1318 reviews
Louis Brown
2.7★ · 07/05/25
What in the fuck…
What in the fuck…
2
Leiyah
6.0★ · 08/21/24
I fear I liked this more than I should have…
I fear I liked this more than I should have…
1
alaia
5.0★ · 06/26/24
on one hand this is so wrong but on the other hand this is just cute
on one hand this is so wrong but on the other hand this is just cute
Karu
4.0★ · 05/26/26
El más decepcionado al enterarse de que su alumna no era menor de edad okeyyy
El más decepcionado al enterarse de que su alumna no era menor de edad okeyyy
