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In a black windbreaker, skinny jeans, and boat shoes on July 4, 2011, in Prince Edward Island, Canada.
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Windbreaker Jacket in Black, MICHAEL MICHAEL KORS (Available at Nordstrom Rack), $80
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High Waist Bi-Stretch Jeans in True Blue, ZARA, $50
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Bala Boat Slide in Taupe Suede/White, SABAGO, $95
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In a blue blazer, a ruffled blouse, and wedges on July 7, 2011, in Alberta, Canada.
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Dover Italian Wool Blazer, J.CREW (Available at Nordstrom), $198
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Lace Trim Sleeveless Blouse, VINCE CAMUTO (Available at Nordstrom), $79
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In a very on-theme blouse, dark flares, and belt, on July 8, 2011, in Calgary, Canada.
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Dreamer Blouse, RAQUEL ALLEGRA (Available at Revolve), $403
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Flared Finesse Jeans, WRANGLER (Available at Modcloth), $90
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Texas Woven Buckle Belt, GOLDEN GOOSE DELUXE BRAND (Available at Farfetch), $290
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Bailey Western Cowboy Hat, SHOES.COM, $100
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In a casual zip-up sweatshirt, pink pants, and sneakers on March 15, 2012, in London, England.
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Fairfax Velour Track Jacket, JUICY COUTURE (Available at Nordstrom), $108
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Skinny Ankle Chinos in Winterberry, GAP, $55
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Edge Lux Women’s Running Shoes, ADIDAS (Available at Kohl’s), $85
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In a tropical printed maxi and nude wedged sandals on Sept. 16, 2012, in the Solomon Islands.
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Tropical Print Bardot Maxi Dress, PRETTY LITTLE THING (Available at ASOS), $46
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In a military blazer, blue and white button-down, and navy wedges on April 13, 2014, in New Zealand.
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Jowdie Blazer, CLUB MONACO (Available at Shopbop), $298
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Striped Blouse With Pocket, ZARA, $50
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In a pink and black dress and black wedges on April 13, 2016, in Kaziranga, India.
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A-Line Shirt Dress, KENZO (Available at Farfetch), $272
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In a utility vest, matching pants, and riding boots on April 15, 2016, in Bhutan.
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Utility Vest, AMERICAN RAG (Available at Macy’s), $70
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Utility Pants, BLANK DENIM (Available at Shopbop), $98
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Women’s Classic Riding Boot in Vintage Cognac, LAND’S END, $229
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In a khaki utility jacket, black skinnies, and sneakers on Oct. 1, 2016, in Victoria, Canada.
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Hooded Utility Jacket, FOREVER 21, $40
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Twig High-Rise Skinny Jean in Black, BDG (Available at Urban Outfitters), $58
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