Cozy: For weekends, wear suede leggings ($228; ElieTahari.com for stores) with a cowlneck sweater ($78; AnnTaylor.com), long cardigan (Kensie, $78; Bon-Ton.com), wide belt (Modus Rio, $169, La-Di-Da, NYC; 212-875-8505), and tall boots (Antonio Melani, $150; Dillards.com).
Next:A versatile work look Versatile: Season-bridging trick: Stretch a short, summery dress (Elizabeth and James, $395) into fall with soft gray leggings (Splendid, $57), tall boots (Nine West), and a lacy silk scarf (Bajra).
Versatile: Layer a breezy scarf (Julien David, $510) over a stand-out dress (Zero + Maria Cornejo, $699) and leggings (American Aparel, $26) and a striking necklace (House of Lavande, $428) for an elegant alternative. Add a long cardigan or sweater coat and flats (Lela Rose for Payless, $30) to keep things casual at work.
Dressy: Accessorizing a simple black vest (Elizabeth and James, $395) and leggings (Riller & Fount, $101) with floral brooches (Moschino, $245 and $260) and a sparkly belt (Krizia, $485) makes this simple outfit chic and elegant. A low-heeled black boot
(Johnston & Murphy, $328) means it's still easy on the feet.
Effortless: Denim-inspired leggings (Sisley, $44; 800-535-4491 for stores) pair with a beaded top (American Eagle Outfitters, $40; AE.com) and cotton jacket ($98; LoftOnline.com). Flats, Daniblack, $140; Endless.com. Scarf, Me & Kashmiere, $175, Roberta Freymann, NYC; 212-583-3767. More Fashion Advice