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 (this season's sold here; similar; similar)
jacket: UniQUEEN Malang tweed (similar; similar)
top: Iris & Ink Thea silk boyfriend shirt (similar; similar)
ring: Elizabeth and James Windrose (sold at Bloomingdale's / Shopbop; similar)
phone case: H&M (sold here; similar)
jeans: LOFT knit denim leggings (similar - $20 off; similar)
bag: Chanel reissue in 226 (pre-owned; similar)
shoes: YSL Charlotte pumps in Millennium print (pre-owned sold here; great dupe sold here - 40% off, here)

sunglasses: Ann Taylor Lakeside sunglasses (sold here)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
scarf: Zara two-tone checked scarf (similar)
blazer: Topshop Emery Tonic boyfriend blazer - sz US 4 (sold here; similar)
top: J.Crew Factory oversized turtleneck in stripe (similar; similar - 40% off w/code BRFAMILY)
phone case: H&M (sold here; similar)
jeans: J.Crew Factory Davidson wash skinny jean with 30" inseam - sz 25 (sold here - extra 35% off w/code THISISFUN)
bag: Saint Laurent medium Universite bag (sold at Saint Laurent / Nordstrom)
shoes: Manolo Blahnik gray suede BB pumps in 70mm (sold at Nordstrom / Barney's / BG / NM; similar)

sunglasses: Ann Taylor Lakeside sunglasses (sold here)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
jacket: Abercrombie & Fitch hard shell performance jacket - sz M (sold here - 30% off)
sweater: Tory Burch Deanna (similar - 30% off; similar)
jeans: LOFT knit denim leggings (similar - $20 off; similar)
bag: Saint Laurent medium Universite bag (sold at Saint Laurent / Nordstrom)
boots: Tory Burch Nadine riding boots (this season's sold here - 33% off; similar - 33% off)

sunglasses: Ann Taylor Lakeside sunglasses (sold here)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
scarf: Ann Taylor blanket stripe scarf (this season's sold here; similar)
jacket: Levi's cotton twill utility jacket - sz S (sold here - 33% off)
top: Banana Republic long-sleeve cozy top - sz XS (sold here - on sale)
phone case: H&M (sold here; similar)
jeans: J.Crew Factory Davidson wash skinny jean with 30" inseam - sz 25 (sold here - extra 35% off w/code THISISFUN)
bag: Balenciaga city (this season's sold at NM / Barneys; similar)
shoes: Manolo Blahnik gray suede BB pumps in 70mm (sold at Nordstrom / Barney's / BG / NM; similar)

sunglasses: Ann Taylor Lakeside sunglasses (sold here)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
scarf: BP. check woven square scarf (sold here - 33% off; similar)
sweater: LOFT shawl open cardigan - sz S (sold here; similar - on sale)
top: Vince Little Boy tee - sz M (sold at Nordstrom / Bloomingdale's / Shopbop)
jeans: LOFT knit denim leggings (similar; similar)
bag: Saint Laurent medium Universite bag (sold at Saint Laurent / Nordstrom)
shoes: Nine West Shindig (similar - on sale; similar - 30% off w/code SHOPNOW)