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.

My Best Friend's Wedding
1997
6.6/10

10 Things I Hate About You
1999
7.6/10

Say Anything...
1989
7.0/10

Up Close & Personal
1996
6.3/10

Drive Me Crazy
1999
6.6/10

Son in Law
1993
6.0/10

Sixteen Candles
1984
6.8/10

Good Sam
2019
6.0/10

The Proposal
2009
7.2/10

How to Lose Friends & Alienate People
2008
6.0/10

Beauty & the Briefcase
2010
5.9/10

My Bodyguard
1980
6.3/10

Sex and the Single Girl
1964
6.5/10

The New Romantic
2018
6.4/10

The Escort
2015
6.0/10

Which Brings Me to You
2023
6.2/10

Can't Hardly Wait
1998
6.2/10

First Daughter
2004
6.2/10

Some Freaks
2016
6.1/10

Cooley High
1975
7.0/10
Tootsie
1982
7.204/10