Never Been Kissed (1999) - Details

Dowdy 25-year-old Josie Geller (Drew Barrymore) is a reporter sent on an undercover operation to investigate high school culture. In her school days, she was a lank-haired, brace-wearing geek; now Josie must disguise herself to get in with the in-crowd. After one failed attempt at cool teen-speak and some outrageuos outfits, Josie finally gets it right; and promptly falls in love with her English teacher.