TBMD

sunglasses: Ann Taylor Lakeside sunglasses (sold here)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
scarf: Ann Taylor faux fur scarf (similar - on sale; similar - on sale)
jacket: Zara short quilted jacket (this season's sold here; similar - on sale)
sweater: LOFT shawl open cardigan (current version sold here; similar - extra 40% off)
top: Gap winter graphic long sleeve tee - sz S (sold here - extra 25% off w/code MORE)
jeans: LOFT knit denim leggings (similar - extra 40% off; similar)
bag: Longchamp large Le Pliage (sold at Nordstrom / Bloomingdale's)
shoes: Burberry fringed suede ankle boots (similar; similar)

sunglasses: Ann Taylor Lakeside sunglasses (sold here)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
sweater: Polo Ralph Lauren cable wool cashmere poncho - sz XS (sold at RL - $59.99 w/code EXTRA40 / Lord & Taylor - extra 20% off w/code FINAL)
turtleneck: Madewell whisper cotton turtleneck in wellton stripe - sz XS (sold here - on sale)
jeans: Articles of Society Mya skinny jeans in Tahoe - sz 25 (other washes sold here)
keychain (on bag): Shinhwa faux fur pom keychain (similar)
bag: Tory Burch Robinson pebbled square tote (similar; similar)
shoes: J.Crew Colette d'orsay pumps in leopard calf hair - TTS, sz 6 (sold here - extra 40% off w/code GETSHOPPING; similar - 35% off)

hat: ASOS plain baseball cap (sold here - $5.50; similar)
sunglasses: Ann Taylor Lakeside sunglasses (sold here)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
scarf: Abercrombie & Fitch woven scarf (sold here - on sale)
jacket: Massimo Dutti nappa biker jacket (similar - 35% off; similar)
top: Vince jersey slub tee (similar - 55% off; similar - extra 40% off w/code GOGO)
phone case: H&M (great dupe; similar)
jeans: J.Crew Factory Davidson wash skinny jean with 30" inseam - sz 25 (sold here - extra 35% off + free shipping w/code THECOOLEST)
bag: Saint Laurent medium Universite bag (sold at Saint Laurent / Nordstrom / Barney's / Saks)
shoes: Sperry Seacoast canvas sneakers - sz 6.5 (sold at Lord & Taylor - 15% off w/code FINAL / Macy's)

sunglasses: Ann Taylor Lakeside sunglasses (sold here - 40% off w/code SHOP40)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
coat: J.Crew classic duffle coat (similar - on sale; similar - on sale)
turtleneck: J.Crew oversize stripe turtleneck (similar - on sale; similar)
phone case: H&M (great dupe; similar)
skirt: J.Crew Factory double serge mini (this season's sold here - extra 40% off w/code SHOPSALE)
tights: Forever 21 plain knit tights in grey (similar - 50% off w/code NOEXCUSES; similar)
bag: Coach mini Borough bag in retro colorblock (similar; similar - on sale)
shoes: Talbots Georgina flats with embroidered scotty dog - runs narrow, sz 6.5 (sold here - on sale)

sunglasses: Ann Taylor Lakeside sunglasses (sold here - 40% off w/code SHOP40)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
scarf: H&M (similar - 50% off)
blazer: J.Crew Collection Rylan blazer in Italian wool-cotton (similar)
sweater: Tory Burch Deanna (similar - 30% off; similar)
jeans: J.Crew Factory Davidson wash skinny jean with 30" inseam - sz 25 (sold here - on sale)
bag: Valentino small glam lock shoulder bag in blush (sold here)
shoes: J.Crew Colette d'orsay pumps in leopard calf hair - TTS, sz 6 (sold here - extra 40% off w/code SHOPSALE; similar - 50% off)