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Advertisement - Continue Reading Below 9 Renee Zellweger Getty Images Images What: Carolina Herrera Where: Directors Guild of America Awards in 2003 Why: This dress kicked off a long-standing (and seriously chic) relationship between the house of Herrera and Zellweger

A high low hem adds a touch of modern elegance, while the flowing silhouette flatters a variety of body types

White, navy, black, or olive polos work best

In 2015, Hilary reunited with two of her Lizzie McGuire costars, Jake Thomas (who played Lizzie's brother Matt) and Lalaine (who played her BFF Miranda), sparking Lizzie McGuire reboot rumors

A statement pair of cowboy boots could be the perfect match

Adorned with strategically placed florals on net