Never Been Kissed Poster

Never Been Kissed 1999

★ 6.21,564 votes107 min📅 1999-04-09

"Some things are worth waiting for."

In *Never Been Kissed (1999)*, director Raja Gosnell crafts a heartfelt yet hilarious tale of second chances and unexpected romance.

Director: Raja Gosnell

Cast

Drew Barrymore
Drew Barrymore
Josie Geller
David Arquette
David Arquette
Rob Geller
Molly Shannon
Molly Shannon
Anita
Michael Vartan
Michael Vartan
Sam Coulson
Jessica Alba
Jessica Alba
Kirsten
John C. Reilly
John C. Reilly
Gus Strauss
James Franco
James Franco
Jason
Octavia Spencer
Octavia Spencer
Cynthia
Jenny Bicks
Miss Haskell
Garry Marshall
Garry Marshall
Rigfort

Frequently Asked Questions

What is *Never Been Kissed* (1999) about?

The film follows Josie Geller, a shy journalist who returns to her old high school as an undercover student to research teenage life. As she navigates cliques and crushes, she unexpectedly falls for her English teacher, forcing her to confront her own fears and insecurities.

Who directed *Never Been Kissed*?

Raja Gosnell directed *Never Been Kissed*. Known for his work in family-friendly comedies, Gosnell brings a blend of heart and humor to this nostalgic yet relatable story.

Who stars in *Never Been Kissed*?

The film features Drew Barrymore in the lead role, supported by David Arquette, Michael Vartan, Molly Shannon, and a young Jessica Alba in one of her breakout performances.

Is *Never Been Kissed* (1999) worth watching?

With its winning mix of comedy, romance, and nostalgia, *Never Been Kissed* is a feel-good pick for fans of coming-of-age stories. Drew Barrymore's charisma and the film's witty dialogue make it a standout in the genre, offering both laughs and heartfelt moments.

How long is *Never Been Kissed*?

The runtime for *Never Been Kissed* is 107 minutes.

🎥 Trailer

About Never Been Kissed (1999) — A Heartwarming Comedy About Second Chances and Teen Angst

In *Never Been Kissed (1999)*, director Raja Gosnell crafts a heartfelt yet hilarious tale of second chances and unexpected romance. Drew Barrymore stars as Josie Geller, a shy, 25-year-old copywriter at the *Chicago Sun-Times* who agrees to relive her high school nightmare by infiltrating the student body as part of an undercover assignment. With her brother Rob's help, Josie dives back into the chaos of teenage life, navigating cliques, crushes, and cringe-worthy moments while researching modern youth culture. But when she develops feelings for her charming English teacher, Sam Coulson (Michael Vartan), she's forced to confront her own fears of vulnerability and failure.

This coming-of-age comedy-drama blends nostalgic humor with genuine emotion, showcasing Barrymore's signature charm alongside a talented ensemble cast. The film balances witty banter with poignant reflections on identity, ambition, and the messy beauty of growing up—all wrapped in the familiar yet fresh setting of a high school reunion. Whether it's Molly Shannon's scene-stealing antics or the undeniable chemistry between Barrymore and Vartan, *Never Been Kissed* delivers a story as endearing as it is entertaining.