Generation Love Combo Jacket, $395
"Alternate your standard leather jacket with this sophisticated style for holiday-appropriate glitz."
Rachel Zoe Zoe Tote Deux, $495
"Carry this sophisticated satchel everywhere you go this fall and onlookers will be green with envy."
J Brand Beatnik Jeans, $279
"Swap out your basic denim for these patchwork jeans to inject an element of edge into an understated ensemble."
Zara Top With Leather Frill, $100
"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."
Sam Edelman Tucker Boots, $300
"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."
AllSaints Warrant Trench, $1550
"No ordinary trench, this fully lined coat can be thrown on over anything to unleash one’s chic inner spy."
Maison Scotch Leopard Print Gloves, $95
"Luxe leather mixes with soft suede to form these glamorous gloves; their double buckle detailing confirms their biker-chic status."
MICHAEL Michael Kors Short Sleeve Dress, $225
"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."
Patterson J. Kincaid Polly Swingy Skirt, $298
"A feminine take on the tough textile, this skater skirt offers a flirtatious alternative to your dresses when paired with a form-fitting top."