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When I paired the button-down with baggier, wide-leg trousers and rolled up the sleeves, I still looked like a sophisticated Jenna Lyons-type rather than someone playing dress up in their dads clothes

A well-chosen ruched red dress is a modern wardrobe non-negotiable, offering texture and shape in one direct statement

Lacoste and Ralph Lauren remain industry leaders, known for their classic, well-made polos that suit various styles

True to size if you want a more relaxed fit

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On Wednesday, the "Short n' Sweet" artist arrived on the VMAs black carpet in a vintage silver beaded gown designed by Bob Mackie