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From Julia Roberts' dotted dress in "Pretty Woman" to lesser-known fashion moments, like this Jerry Seinfeld look, polka dots were a defining print of the '90s

The open back, secured by a delicate back neck tie, adds a touch of drama, while the flowing chiffon mini skirt creates a graceful finish

Saddle up for a day of trackside betting, where the purse clocks in at $1 million

Its minimalist yet luxurious look is defined by long, billowy sleeves and a floor-length silhouette with a tiered, cascading skirt, creating a graceful, bohemian-inspired style

She faced constant racial discrimination while working for America's most elite families, including the du Ponts, the Roosevelts, the Rockefellers, and, of course, the Kennedys

First things first, truly understanding the theme is half the battle