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Community reviews
From TMDb members · 2 total- John Chard7/10
Don't worry baby, Everything will turn out alright Never Been Kissed sees Drew Barrymore's copy editor, Josie Geller, yearn to be a reporter. Something that comes her way when by way of a fluke, she's selected for an undercover mission at High School. Trouble is, is that she's…
- Kamurai7/10
Good watch, could watch again, and can recommend. Look, I have some fairly negative memories of this movie over the years, and I'm not saying it is the best, but for all its flaws, it holds up surprisingly well. The idea of Drew Barrymore (even in 1999) being able to pass f…
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Never Been Kissed
“Some things are worth waiting for.”
62%
Movie
1h 47m
AI Analysis
Never Been Kissed (1999) — AI movie analysis
WatchMind AI generated this AI analysis of Never Been Kissed (1999) — a movie tagged as Romance, Comedy, and Drama with funny, nostalgic, and emotional moods and steady pacing.
Story & themes: 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 … Our models also surface themes such as ai from synopsis and genre signals.
Watch context: Best suited for date night and casual background watching. Expect steady storytelling (~107 min).
Community signal: TMDb members rate Never Been Kissed 62% (1,580 votes) — solid community ratings for this movie.
AI verdict
Use this AI analysis as a quick read on Never Been Kissed before you watch — trailer, TMDb reviews, and licensed streaming links on this page help you decide.
Algorithmic AI analysis from genres, synopsis, pacing heuristics, and TMDb community scores — not a generative chatbot. How WatchMind works.
Insights
Audience & engagement
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TMDb audience score
62%
from 1.6k TMDb votes
WatchMind sentiment
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Synopsis
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.
Quick facts
- Type
- Movie
- Status
- Released
- Release date
- 1999-04-09
- Runtime
- 1h 47m
- TMDB rating
- 6.2
- TMDB ID
- 11355
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Frequently asked questions
Where can I watch Never Been Kissed (1999)?
Never Been Kissed is available for discovery on WatchMind. You can find official links to rent, buy, or stream from licensed digital stores like Apple TV and Amazon in our "Where to Watch" section.
Is there an official trailer for Never Been Kissed?
Yes, you can watch the official trailer for Never Been Kissed directly on this page. We pull the latest video metadata from TMDb and play it via YouTube integration.
What is Never Been Kissed about?
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, ... This is the official synopsis available via TMDb community metadata.
Is there an AI analysis for Never Been Kissed?
Yes. WatchMind publishes an AI analysis on this page — tone, pacing, audience fit, and community scores from TMDb metadata and recommendation models (not a chatbot). Scroll to the AI Analysis section or read the meta description summary.
How long is the movie Never Been Kissed?
The official runtime for Never Been Kissed is approximately 107 minutes.
Cast & crew
Names and photos from The Movie Database (TMDb). Follow links on themoviedb.org for full filmographies.
Directors & writers
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
- S
Sarah DeVincentis
Rhoda

Allen Covert
Roger in Op-Ed

Armand Reiser
Dutton

David Doty
Hairplug Bruns

Derek Morgan
Armcast Henson
- K
Kathleen Marshall
Sun-Times Worker
Audience notes
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Community reviews
Written by TMDb members — same catalogue as our movie & TV metadata. API terms
Don't worry baby, Everything will turn out alright Never Been Kissed sees Drew Barrymore's copy editor, Josie Geller, yearn to be a reporter. Something that comes her way when by way of a fluke, she's selected for an undercover mission at High School. Trouble is, is that she's got to be 17 again, and that's something that brings back all of those horrible moments from her high school days. The time of having no friends, the butt of the jokes and ignored by the boys (all told in cringe inducing flashbacks). Cue much fun as the 25 year old Josie not only tries to bluff everyone that she's 17, but tries to fit in with the youth who have considerably changed from back in her days. Enter cool as ice brother Rob (David Arquette) who decides to lend a helping hand, with some funny and excellently scripted results. Not only this but we of course have the obligatory love interest, only this is a kicker as it concerns Josie's teacher Sam (a sickeningly handsome Michael Vartan). Cue Sam on mind overload as his feelings lead him onto what he thinks is morally dubious ground... It's as frothy as can be is this one, perhaps in the running for the 90s most chickiest ckick flick? But, and I say this as a middle aged guy, the jokes are spot on, it's endearing as heck and it boasts a quite marvellous turn from Barrymore. It's the sort of performance that could light up the most turgid of comedy movies. It's a threefold character portrayal of some depth and no little charm. She's well supported by the always likable Arquette, while notable turns also come from John C Reilly, the ever reliable Molly Shannon and Leelee Sobieski. While the sharp eyed will spot future Green Goblin James Franco and Susan Storm herself, Jessica Alba, nestling in amongst the teen performers. Nothing remotely new here, but for some genuine laugh out loud comedy moments, a feel good factor soaring through the roof, a kick-ass soundtrack and Barrymore herself, this is more than recommended as a pick me up movie. 7.5/10
Good watch, could watch again, and can recommend. Look, I have some fairly negative memories of this movie over the years, and I'm not saying it is the best, but for all its flaws, it holds up surprisingly well. The idea of Drew Barrymore (even in 1999) being able to pass for a high school student is nonsense. I'm not that big a fan of hers, but she nails this role even if she's clearly an adult at high school, but what the movie is about, and what she expresses wonderfully is the emotion of being in the traumatic experience of high school when you're not part of the ruling class. I feel like they casted well enough: David Arquette, Molly Shannon, J.C. Reilly, Leelee Sobieski, and Cress Williams (Black Lightning) all do great support roles, and Jessica Alba, Mary Shelton, Jordan Ladd, and all do great antagonist roles. The writing of writing about a story, in a story of one character hiding herself in another story is oddly meta on a few levels, but it remains complex without being overly complicated, is still funny, and has plenty of substance. While I don't imagine I'm going to watch this very often, I'll have to credit my mother: this is worth the watch, even after 20 years.
More to explore
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