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Style it with dainty heels or worn-in boots and a light knit for that effortless countryside elegance

Which is why, as fashion historian Valerie Steele wrote in her book The Berg Companion to Fashion Hepburns dress is still the most famous of all little black dresses. And why it fetched 467,200 (about $604,000 in todays money) when it was auctioned at Christies in 2006, making it one of the most expensive film memorabilia of all time

Fun fact by Judy Greer: I like it when people slap people in comedies. Even a rom-com vet such as Greer, who had previously been in What Women Want , The Wedding Planner , and 13 Going on 30 , brought her classic, dependable BFF skills to this film, and could feel the experience was a unique one

Find more editor-approved wedding fashion on the 100LC edit!

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