Britney Spears
Although her career has taken a turn for the worst in recent years, with her making headlines in the past couple of months due to issues with her conservatorship and other controversies, there was a time when life was simpler. Before the pop star became a household name, she was just a teenager in a red dress at her high school prom.
Britney was already rising to fame when this photo was taken–she was a star of the popular show The Mickey Mouse Club. But she managed to take some time off from her acting schedule to attend her freshman formal, looking pretty as ever with an updo and an eye-catching red dress.