A young, ambitious copy editor at a Chicago newspaper is given an unusual assignment: to go undercover as a high school student and report on the lives of modern teenagers. As she navigates the social dynamics and relives her own awkward high school years, she discovers more about herself and the importance of self-acceptance. Starring Drew Barrymore and directed by Raja Gosnell, this romantic comedy offers a blend of humor and heartfelt moments. You can watch it for free on Soap2day.