A Prom Night dream and a beauty queen! We bet competition to be Jennifer Aniston's date for the evening was fierce. Even back then she was a strikingly attractive young woman, and she'd surely have been in the running for Prom Queen on her big night. Her prom night date probably still dines out on the story.
There was a time when her 'Friends' era haircut was so popular that every teenage girl wanted it. They could walk into their hairdresser's salon and ask for 'the Rachel.' This hairstyle isn't quite 'the Rachel,' but even at this tender age, it's clear that Aniston was on her way to a lifestyle of looking fantastic. Her look is on point for the fashion of the era, and you can rarely go wrong with a flowing black dress. Our only issue is that some might say she even looks better now!