Never Been Kissed (1999)

One of the perils of being a movie reviewer is that you are expected to have seen every movie.  Which no one could ever do.  But we can get adept at discussing movies we have not even seen.

Like in Fast Times at Ridgemont High, the newspaper reporter goes undercover at the local high school to see what the kids are up to these days.  Josie Grossie (Drew Barrymore) finds a love interest with teacher Mr. Sam Coulson but they must keep their relationship a secret.  Will the students find out?  Is the sky blue?  Classic Rom Com screwups ahead.

Here's Roger Ebert's review also:

https://www.rogerebert.com/reviews/never-been-kissed-1999