The Southern beauty starred in the coming-of-age filmThe Man in the Moon when she was just starting out – and provided fans with this still from the movie, alongside costar Jason London who played the young actress's platonic love interest.
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In true Reese form, the actress is nothing but happy while attending the 1994 L.A. premiere of True Lies.
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Be honest: You'd be this thrilled, too, if you got to attend the premiere of Romeo + Juliet.
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Totally '90s! This photo of Reese at an afterparty might just be the epitome of the decade's style trends, which was all about burgundy lips and tousled updos.
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FRIENDS TILL THE END
Blast from the past! The actress-producer made her Friends debut playing Rachel Green's (Jennifer Aniston) younger sister Jill.
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Witherspoon is a class act as she channels power-hungry high school student Tracy Flick in 1999's Election.
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APPLE OF HER EYE
The fresh-faced actress perfects her smize while filming American Psycho, opposite Christian Bale.
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Think pink! Witherspoon inspires legions of women to attend law school and wear as much pink as they want with her game-changing role as Elle Woods in 2001's Legally Blonde.