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Natasha Richardson The actress played one of the most stylish moms on TV in The Parent Trap and her fashion sense IRL was equally as good, as this blazer skirt (dress?) set proves

Her sexy, belly-baring schoolgirl uniform in the video for "Baby One More Time" paved the way for the low-slung jeans, navel rings, miniskirts, and bedazzled tank tops that would characterize the end of the decade's style

The dress skims the body, drawing attention to a statuesque frame

Delicately adorned with intricate lace motifs, the bodice exudes femininity and grace, while providing the perfect balance of support and allure

Elevate this delicate style with a pair of chunky black sandals and finish off the look with a classy knitted jumper thrown over your shoulders if the temperature drops