

Never Been Kissed
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.
Critics Sentiment
Sam arrives to kiss Josie on baseball field
Josie's miserable first day at South Glen South
The film swings from the cringe-inducing embarrassment of Josie's first day disaster to the triumphant romance of the baseball field finale.
Never Been Kissed follows a classic redemption arc that resonates with audiences despite its predictable elements. The film starts awkwardly with painful high school humiliation, builds through sweet romantic development, and culminates in a widely beloved feel-good ending. Reviewers consistently praised Drew Barrymore's charm and the film's heart, even when criticizing its flaws.
Full cast
Showing 20 of 61
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
Sarah DeVincentis
Rhoda

Allen Covert
Roger in Op-Ed

Armand Reiser
Dutton

David Doty
Hairplug Bruns

Derek Morgan
Armcast Henson
Kathleen Marshall
Sun-Times Worker

Leelee Sobieski
Aldys

Marley Shelton
Kristin
Crew
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