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Tweed Jacket
Generation Love Combo Jacket, $395
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"Alternate your standard leather jacket with this sophisticated style for holiday-appropriate glitz."
Jewel-Tone Tote
Rachel Zoe Zoe Tote Deux, $495
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"Carry this sophisticated satchel everywhere you go this fall and onlookers will be green with envy."
Patchwork Jeans
J Brand Beatnik Jeans, $279
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"Swap out your basic denim for these patchwork jeans to inject an element of edge into an understated ensemble."
Peplum Top
Zara Top With Leather Frill, $100
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"Touching on not one but three major fall trends (lace, leather and peplum), this Zara top will pair beautifully with everything from pencil skirts to trousers and skinny jeans."
Knee-High Boots
Sam Edelman Tucker Boots, $300
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"Ready to be worn for a lifetime, these brown leather boots will elevate casual and upscale looks alike thanks to their tall silhouette and chunky heel."
Trench Coat
AllSaints Warrant Trench, $1550
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"No ordinary trench, this fully lined coat can be thrown on over anything to unleash one’s chic inner spy."
Leopard Gloves
Maison Scotch Leopard Print Gloves, $95
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"Luxe leather mixes with soft suede to form these glamorous gloves; their double buckle detailing confirms their biker-chic status."
Tweed Dress
MICHAEL Michael Kors Short Sleeve Dress, $225
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"Basic frocks beware: this sophisticated number with leather sleeves and zipper front pockets will win out time after time if added to one’s closet."
Swing Skirt
Patterson J. Kincaid Polly Swingy Skirt, $298
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"A feminine take on the tough textile, this skater skirt offers a flirtatious alternative to your dresses when paired with a form-fitting top."
Metallic Tee
Maje Shirt, $385
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"Dress up your favorite jeans in a flash by slipping into this sheeny shirt and a pair of pointy-toe stilettos."