Celebrities always look glamorous, especially when they step out on the red carpet. You’re used to seeing them in designer duds, professionally coiffed hair and makeup applied by expert artists. It’s easy to look glam with an army of stylists by your side! But did you ever wonder how these celebrities looked at some of their earliest formal affairs?
Some are dated, some are tacky, and some are impossibly stylish even then! Check out some of the best and worst celebrity prom photos of all time.
Britney was a teen sensation who was no stranger to publicity by the time she attended prom. She actually graduated high school via distance learning so she could continue to tour. It’s no surprise that she looks on point in her prom photo, despite the dated glittery gown.
Natalie Portman was already famous and successful long before high school, but the actress has famously always put higher value on her education. When this photo was taken, she was Harvard-bound and still had an exciting acting career ahead.
Brad Pitt has been named Sexiest Man Alive more than once, but it’s safe to say he has made some interesting hair choices to balance out his natural good looks. Turns out that dates back to high school when he sported this ‘do in the early 80s, along with a pale suit. Still, his date seems overjoyed to be by Brad’s side.