#1: Anne Hathaway in Valentino
Cost: $106,075
Anne Hathaway turned heads at the 2011 Academy Awards in a custom crimson Valentino gown. The strapless silk creation hugged her frame with sculpted precision, accentuated by rosette detailing along the train. Its timeless silhouette and luxurious fabric showcased Valentino’s signature blend of classic glamour and Italian craftsmanship.

The gown became one of Hathaway’s defining red-carpet moments, exuding confidence and elegance during her co-hosting duties that evening. Paired with understated jewels and soft waves, the look was widely praised for balancing Old Hollywood poise with modern sensuality — a perfect harmony between Hathaway’s charm and Valentino’s haute couture legacy.
