2003: Jennifer Lopez

Jennifer Lopez is one of Hollywood’s most famous actresses and performers, whose career has spanned over 25 years. Her breakout role came in the mid-’90s when she portrayed the titular character in the biopic, Selena. From there, she achieved new heights both in the movie and music industries to the degree that she became one of today’s biggest A-list celebrities.

In 2003, Lopez graced the 2003 Oscars red carpet with her then-fiancé and now-new-flame Ben Affleck, wearing a mint green gown designed by Valentino. According to reports, Jackie Kennedy’s 1960s dress inspired this ensemble. The vintage feel of the design creates a timelessness to the look, with its layered and richly embroidered skirt and one-shoulder silhouette. The triple threat superstar completed her outfit with Harry Winston jewels, silver sandals, a white clutch, matching mint eyeshadow, and a sleek bun hairstyle.