Cropped Jackets: The most versatile piece of the season. Pair this with everything from a cocktail dress to wide-legged denim and create a polished look.
(BDG Sgt Pepper Jacket - $88, urbanoutfitters.com; L.A.M.B. Hooded Jacket - $465, nordstrom.com; Double-serge Tuesday trench - $275, jcrew.com)
Ankle Boots: Be a coquettish princess, a modern cowgirl or an urban sophisticate with these three takes on the essential bootie.
(Moschino peep-toe booties - $654, zappos.com; Dolce Vita Zip Bold Belted Bootie - $238, shopbop.com; Steven by Steve Madden 'Midory' Bootie - $149, nordstrom.com)
Flashy Tights: Opaque black is out. Ramp it up with jewel-toned tights, original crochet patterns and even etched tattoo designs. Keep the rest of your ensemble understated for maximum effect.
(Opaque tight in rasberry - $12.50 or 2 for $20, hue.com; Miss Godiva tattoo tights - $70, bebaroque.co.uk; Crochet fishnets in rubine - $9.25, welovecolors.com)
Sweater Dresses: A timeless favorite, this season’s styles are designed to accentuate your every curve.
(Free People 'Moonlight' sweater dress - $108, nordstrom.com; Crisscross sweater dress - $130, bananarepublic.com; Charlotte Ronson scoop neck dress - $176, shopbop.com)
Bold Belts: Opulent, studded and extra-wide—the belt continues its evolution from optional accessory to fashion must.
(Suzi Roher crinkled patent leather belt - $300, bloomingdales.com; Nikki Jaggs Gigi double wrap hip belt - $64, revolveclothing.com; Linea Pelle iron waist belt - $84 on sale, shopgoldyn.com)
Unstructured Blouses: No need to button up when the weather cools down! Keep it romantic with these billowy tops.
(Embroidered ensemble - $27.80, forever21.com; Humming Lights blouse - $278, anthropologie.com; BI LA LI Crepe de Chine blouse - $340, net-a-porter.com)
Tailored Vests: Just the trick to liven up (or dress down) your favorite fall ensemble.
(Richard Chai for Target Leather Vest - $80, target.com; Alexander Wang combo vest - $541, shopbop.com; Earnest Sewn Vivian shrunken vest - $86 on sale, revolveclothing.com)
Bell-Shaped Skirts: Flirtier than the pencil skirt, and a universally flattering silhouette.
(Large plaid print skirt - $22.80, forever21.com; 3.1 Phillip Lim metallic miniskirt - $325, neimanmarcus.com; Full Colorblock Betti skirt - $149, clubmonaco.com)
Finishing Touches: A woven satchel, Ikat scarf and incredibly unique tweed cocktail ring will push your style into the fall and beyond.
(Marc by Marc Jacobs Metal Check Groovee Satchel - $598, bloomingdales.com; Rachel Leigh Coco Ring - $128, shopbop.com; Ikat fringe scarf - $8.80, forever21.com)