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J.Crew Satin Dress J.Crew's silk satin dress ($230) looks like a trench coat, so pull a Priyanka Chopra and wear it with boots

And when it comes to my most-worn, the answer is also a midi dress

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Grandmother of the Bride & Groom Dresses Celebrate lifes most meaningful moments with timeless sophistication in Teri Jons collection of Grandmother of the Bride & Groom Dresses

A source for stylish suits you can try on in-store: Suitsupply Top pick This versatile, well-made suit has style to spare especially if you like natural shoulders and a sleek silhouette