Never Been Kissed (1999)

Look, we love the setup of Never Been Kissed — a 25-year-old journalist goes undercover in a high school to report on kids today — and Drew Barrymore is typically charming as Josie Gellar, who is forced to remember her high school humiliations while spying on those kids.
But it’s totally unethical for reporters to misrepresent who they are, even if they’re intentions are good, and it’s something that ethical real-life reporters do only in the most unusual of circumstances.
In fact, when two ABC News reporters went undercover at a grocery store chain in the 1990s for a hidden-camera investigation into food safety, the grocery chain sued and won, accusing the journalists of fraud because they had lied about their backgrounds to gain employment with the chain.
The chain initially won millions, which was reduced to $2 on appeal.