Audrey Hepburn "Ascot Dress"

Eliza Doolittle's showy black and white dress worn at the Royal Ascot Races is one of Miss Hepburn's most memorable cinematic looks. Cecil Beaton, a renowned English costume designer famed for his traditionally cut, timeless shapes, created this magnificent garment for the actress. As a curator of beautiful and creative designs for film and stage celebrities like Audrey, Beaton is up there with the best of them.

Layers upon layers of lace ruffles, long sleeves, a mermaid silhouette, black and white striped ribbons, and a larger-than-life hat topped with flowers characterize this magnificent costume. While wearing this attire, no one in the film could have suspected that Hepburn's character wasn't a born-and-bred member of high society.

Audrey Hepburn's Ascot dress from the film "My Fair Lady" sold for a stunning $4.4 million at auction. It is still the most expensive item Profiles In History has ever sold. This is undoubtedly one of the most iconic movie costumes ever created, as well as one of Beaton's most acclaimed masterpieces. In 1964, he won the Academy Award for Best Costume Design for his work on My Fair Lady.

Price: $4.5 million