Fashion Flashback! Leading Ladies Then & NowSee how Kate Winslet, Angelina Jolie, Vanessa Hudgens and more have stepped up their style since their first red carpet premieres

REESE WITHERSPOON

1991: She's always been adorable! For her first film role at age 15, The Man in the Moon, she had fun with a floral top, cowboy boots and prom-ready tendrils.
Now: Twenty-one years later, Reese still loves a good floral appliqué (as seen on her Giambattista Valli dress at the This Means War premiere), though she's updated the hair and shoes.