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Its a combination Ive worn quite literally hundreds of times before and, frankly, didnt realize might be seen as slightly dressed up until I saw my date in jeans, a (not-super-clever) graphic tee, and a baseball cap

Hats and caps are also great for complementing a casual dress: think of a wide-brimmed straw sun hat or panama hat in summer, or a more sturdy derby, bowler or fedora in felt for chilly autumn afternoons

It features a strapless straight neckline, all-over ruching to flaunt your stunning curves, a faux wrap-front design with a ruffled side sash accent, and a short bodycon silhouette

Note: This article was originally published in January 2024 and has been updated for the 2025 fall season