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  The Upside Oxford Midi Leggings – Everyday Footwear

  $129.99 More details available at shopbop.com
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  The Upside Oxford Hutton Scoop Bra – Everyday Footwear

  $95.99 More details available at shopbop.com
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  Halfdays Pieper Fleece – Layering Essential

  $195.00 More details available at shopbop.com
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  Cordova Telluride Ski Suit – Cold-Weather Style

  $1,590.00 More details available at shopbop.com
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  Tibi Nylon Snap Petite Pull-On Joggers – Wardrobe Essential

  $585.00 More details available at shopbop.com
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  Year of Ours Crew Sweatshirt – Layering Essential

  $110.00 More details available at shopbop.com
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  Splits59 Andie Oversized Fleece Sweatpants – Layering Essential

  $128.00 More details available at shopbop.com
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  Splits59 Andie Oversized Fleece Sweatshirt – Layering Essential

  $124.00 More details available at shopbop.com
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  Polo Ralph Lauren Boyfriend Shirt – Versatile Everyday Top

  $150.00 More details available at shopbop.com
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  Rains Nara Long Jacket – Versatile Outerwear

  $325.00 More details available at shopbop.com
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  Leset Pointelle Crop Wide-Leg Pants – Wardrobe Essential

  $120.00 More details available at shopbop.com
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  Leset Pointelle Classic Crew Cardigan – Layering Essential

  $120.00 More details available at shopbop.com
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  Splits59 Andie Oversized Fleece Sweatpants – Layering Essential

  $128.00 More details available at shopbop.com
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  Splits59 Joey Long-Sleeve Hoodie – Layering Essential

  $148.00 More details available at shopbop.com
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  MOUSSY VINTAGE Arborwood Straight Jeans – Wardrobe Essential

  $370.00 More details available at shopbop.com
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  ASTR the Label Cinthia Top – Versatile Everyday Top

  $109.00 More details available at shopbop.com
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  Comme Si La Boxer Alta Pants – Wardrobe Essential

  $195.00 More details available at shopbop.com
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  Comme Si La Classica Shirt – Versatile Everyday Top

  $275.00 More details available at shopbop.com
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  MOTHER The Insider Ankle Jeans – Wardrobe Essential

  $268.00 More details available at shopbop.com
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  La Ligne Solid Mini Marina Sweater – Layering Essential

  $250.00 More details available at shopbop.com
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  R13 Printed Oversized Sweater – Layering Essential

  $595.00 More details available at shopbop.com
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  New York or Nowhere Knicks Rafters Relaxed T-Shirt – Versatile Everyday Top

  $55.00 More details available at shopbop.com
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  Splits59 Andie Oversized Fleece Sweatpants – Layering Essential

  $128.00 More details available at shopbop.com
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  FRAME The Long-Sleeve Rib Crew Tee – Versatile Everyday Top

  $198.00 More details available at shopbop.com
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  LoveShackFancy Kalo Silk Skirt – Wardrobe Essential

  $495.00 More details available at shopbop.com
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  LoveShackFancy Lirena Silk Top – Versatile Everyday Top

  $325.00 More details available at shopbop.com
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  Fanm Mon Krosno Skirts – Wardrobe Essential

  $265.00 More details available at shopbop.com
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  Tibi Sweatshirt Winslow Pull-On Pants – Layering Essential

  $395.00 More details available at shopbop.com
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  Tibi Cocoon Crew-Neck Sweatshirt – Layering Essential

  $295.00 More details available at shopbop.com
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  Tibi Garment Dyed Stretch Twill Tuck Petite Pants – Wardrobe Essential

  $595.00 More details available at shopbop.com
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  Tibi Striped Perfect Long-Sleeve T-Shirt – Versatile Everyday Top

  $395.00 More details available at shopbop.com
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  Clare V. Oversized Striped Sweatshirt – Layering Essential

  $165.00 More details available at shopbop.com