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Think of the timeless style of Jane Birkin in the '60s revamped for the modern woman, with styles and pieces that evoke vintage while staying effortless and new.

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If You're Spending Under $500 Total Suit: Spier & Mackay fresco wool in stone or dusty blue ($400) Shirt: Charles Tyrwhitt non-iron in white ($60 when on sale) Tie: A knit tie from The Tie Bar ($25) Shoes: You already own brown derbies