The late '90s were all about teens. As millennials learned to drive, they began shaping pop culture. We even created a magazine for them. On the cover of TEEN PEOPLE's June/July 1999 issue: Julia Stiles, Brandy, and 19 other It Boys and It Girls — all under 21. Julia talks to us about 10 Things I Hate About You, Heath Ledger, and whether or not she dated Joseph Gordon-Levitt in her college years. Then, we test her 90s pop knowledge and find out Julia is more Ani DiFranco than Joey Tribbiani. Oh, and remember The Tom Green Show?

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