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Sitting Pretty Maxi Dress - Short Sleeve Button Down Dress In Black is made for mixing it up, dress it down with low-key layers or elevate it with bold accessories

Monroe wore the dress on May 19, 1962, at a Democratic Party fundraiser and early 45th birthday celebration for Kennedy at the since-demolished third version of Madison Square Garden

If you're worried about thigh rub when wearing dresses, check out our guide to the best anti-chafing shorts, for an easy and comfortable solution

If you havent already, take a minute to read How to style a bodycon dress when youre concerned about your belly pooch

The silhouette balances structure and softness, creating a flattering, feminine shape

Style it with a woven straw bag and flat sandals for a weekend market run, or throw a denim jacket over your shoulders when the breeze picks up