hat: Madewell wool-blend baseball cap (sold here - on sale)
sunglasses: Ann Taylor Lakeside sunglasses (similar - 40% off w/code FRIENDS40; similar - $15)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
jacket: Massimo Dutti nappa biker jacket (similar; similar)
top: Gibson twist front cozy fleece pullover in black - sz XS (sold here; similar)
watch: Olivia Burton midi dial bracelet watch, 30mm in gold - removed 3 links (similar)
jeans: Caslon stretch skinny jeans in grey adoria wash - sz 25 (sold here - 33% off)
bag: Chanel reissue in 226 (pre-owned; similar)
shoes: Nine West Shindig (similar; similar - on sale)

hat: Halogen ribbed beanie in grey-combo (sold here - 40% off)
sunglasses: Ann Taylor Lakeside sunglasses (similar; similar - 40% off)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
jacket: Levi's cotton twill utility jacket in grey - sz S (sold here; similar - 33% off)
sweater: LOFT cowl sweater tunic (similar; similar - on sale)
bracelet: David Yurman cable classics bracelet with pearls and diamonds, 5mm - sz S (sold at DY / Saks / Nordstrom)
phone case: Apple smart battery case (sold here)
jeans: Caslon stretch skinny jeans in grey adoria wash - sz 25 (sold here - 33% off)
bag: Goyard Artois MM in black/tan (similar)
shoes: Nine West Shindig (similar; similar - on sale)

sunglasses: Ann Taylor Lakeside sunglasses (similar - 40% off w/code SHOP40; similar - 50% off w/code WRAPITUP)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
scarf: Abercrombie & Fitch woven scarf (similar - on sale; similar - 50% off w/code WRAPITUP)
coat: J.Crew Factory wool topcoat - sz 00 (sold here - 50% off; similar - 33% off)
top: J.Crew Factory oversized turtleneck in stripe (similar; similar)
phone case: Apple smart battery case (sold here)
jeans: LOFT knit denim leggings (similar - 40% off w/code SHOP40; similar - 33% off)
bag: Goyard Artois MM in black/tan (similar)
shoes: Nine West Shindig (similar - 50% off)

sunglasses: Ann Taylor Lakeside sunglasses (similar - $25; similar - 40% off)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
sweater: LOFT button back sweater (similar; similar)
watch: Olivia Burton midi dial bracelet watch, 30mm in gold - removed 3 links (sold here)
rings: Nadri trinity pave ring in rose gold/silver (sold here)
phone case: Apple smart battery case (sold here)
skirt: Banana Republic fringe knit mini (similar - on sale; similar - on sale)
bag: Goyard Artois MM in black/tan
shoes: Nine West Shindig (similar; similar - on sale)

sunglasses: Ann Taylor Lakeside sunglasses (similar; similar - $15)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
top: Gibson twist front cozy fleece pullover in lavender - sz XS (sold here; similar)
jeans: LOFT knit denim leggings (similar - extra 40% off; similar - 20% off)
bag: J.Crew Downing tote (great dupe; similar; similar - on sale)
shoes: Nine West Shindig (similar - on sale; similar)

sunglasses: Ann Taylor Lakeside sunglasses (similar - 50% off w/code MYSTERY50; similar - 40% off w/code FLASH)
lips: TOUS Colors in 04
sweater: Massimo Dutti knit sweater with lace detail - sz M (sold here)
watch: The Horse Original watch in rose gold/blush (sold here; similar - on sale; similar)
phone case: H&M (great dupe; similar)
jeans: LOFT knit denim leggings (similar - 40% off w/code FLASH; similar)
bag: Longchamp large Le Pliage (sold at Nordstrom / Bloomingdale's)
shoes: Nine West Shindig (similar - on sale; similar)

sunglasses: Ann Taylor Lakeside sunglasses (similar; similar - buy 1 get 1 50% off)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
jacket: Burberry Marystow trench coat (similar)
sweater: LOFT shawl open cardigan (similar - extra 50% off; similar - on sale)
dress: Massimo Dutti striped dress with gem detail (similar - 50% off; similar - 50% off)
phone case: H&M (great dupe; similar)
bag: Saint Laurent medium Universite bag (sold at Saint Laurent / Nordstrom / Barney's / Saks)
shoes: Nine West Shindig (similar; similar - on sale)

sunglasses: Ann Taylor Lakeside sunglasses (similar - 50% off w/code SPRING50; similar - 40% off w/code FRIEND)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
jacket: LOFT fringe tweed jacket (similar - extra 40% off w/code FRIEND; similar - on sale)
dress: Ann Taylor boiled wool pocket dress (similar - 50% off)
bracelet: Tory Burch sculpted metal cuff (similar; similar)
phone case: H&M (great dupe; similar)
bag: Tory Burch Robinson pebbled square tote (similar)
luggage tag (on bag): J.Crew anchor embossed bag tag (similar)
shoes: Nine West Shindig (similar; similar - on sale)

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)

sunglasses: Ann Taylor Lakeside sunglasses (sold here)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
jacket: Cartonnier cropped swing trench (this season's sold here - free shipping; similar - 40% off)
dress: Ann Taylor boiled wool pocket dress (similar; similar)
ring: Elizabeth and James Windrose (sold at Bloomingdale's / Shopbop; similar)
bracelet: Banana Republic wildflower cuff (similar - on sale; similar)
phone case: H&M (sold here; similar)
bag: Chanel reissue in 226 (pre-owned; similar)
shoes: Nine West Shindig (similar; similar)

sunglasses: Ann Taylor Lakeside sunglasses (sold here)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
necklace: Banana Republic woven chain necklace (similar)
top: Ann Taylor faux leather yoke top (similar; similar)
bracelet: Tory Burch sculpted metal cuff (similar - on sale; similar)
phone case: H&M (sold here; similar)
skirt: Ann Taylor all-season stretch pencil skirt (this season's sold here; similar)
bag: Tory Burch Robinson pebbled square tote (similar; similar)
shoes: Nine West Shindig (similar; similar; similar)

sunglasses: Ann Taylor Lakeside sunglasses (sold here - 40% off)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
necklace: Ann Taylor estate shimmer necklace (similar; similar)
blazer: J.Crew double-breasted blazer (sold here - extra 30% off w/code WEEKOFSTYLE; similar - extra 40% off)
dress: Ann Taylor boiled wool pocket dress (similar; similar)
ring: Elizabeth and James Windrose (sold at Bloomingdale's / Shopbop; similar)
phone case: H&M (other colors sold here - on sale; similar)
bag: Tory Burch Robinson pebbled square tote (similar; similar)
shoes: Nine West Shindig (similar; similar; similar - 40% off)

sunglasses: Ann Taylor Lakeside sunglasses (sold here - 40% off w/code FRIENDS40)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
necklace: Julie Vos coin pendant (sold at JV / Bloomingdale's; similar)
top: LOFT pleated tie neck shell (similar - 40% off w/code FRIENDS40; similar - extra 40% off w/code FRIENDS40)
ring: Elizabeth and James Windrose (sold at Bloomingdale's / Shopbop; similar)
phone case: H&M (other colors sold here - on sale; similar)
skirt: Ann Taylor all-season stretch pencil skirt (this season's sold here - extra 40% off w/code FRIENDS40; similar)
bag: Nina Ricci small Marche in gris (sold here; rent; similar)
shoes: Nine West Shindig (similar; similar; similar - 40% off w/code FRIENDS40)

sunglasses: Ann Taylor Lakeside sunglasses (sold here)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
necklace: Julie Vos coin pendant (sold at JV / Bloomingdale's; similar)
top: Massimo Dutti silk top with insertion lace top (similar - extra 40% off; similar - extra 50% off)
belt: J.Crew Factory (similar)
ring: Elizabeth and James Windrose (sold at Bloomingdale's / Shopbop; similar)
phone case: H&M (other colors sold here; similar - extra 40% off w/code SUMMER; similar)
pants: MICHAEL Michael Kors Miranda skinny pants in black (sold at Nordstrom - 20% off / Bloomingdale's)
bag: Chanel reissue in 226 (pre-owned; similar; similar)
shoes: Nine West Shindig (similar; similar - on sale)

sunglasses: Ann Taylor Lakeside sunglasses (sold here)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
jacket: LOFT fringe tweed jacket (may still be in stores; similar - extra 40% off)
top: J.Crew lace panel tank (this season's sold here - extra 30% off w/code CUTESALE; similar - extra 30% off w/code CUTESALE)
ring: Elizabeth and James Windrose (sold at Bloomingdale's / Shopbop; similar)
bracelet: Madewell knot cuff (similar; similar - on sale)
jeans: J.Crew Factory Davidson wash skinny jean with 30" inseam (sold here - extra 30% off w/code CUTESALE)
bag: J.Crew Downing tote (great dupe; similar; similar - on sale)
shoes: Nine West Shindig (similar; similar - on sale)

sunglasses: Ann Taylor Lakeside sunglasses (sold here)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
blazer: J.Crew Collection Rylan blazer in Italian wool-cotton (similar - extra 50% off; similar)
sweater: Tory Burch Deanna (similar; similar)
ring: Elizabeth and James Windrose (sold at Bloomingdale's / Shopbop; similar)
bracelet: Madewell knot cuff (similar; similar - on sale)
jeans: J.Crew Factory Davidson wash skinny jean with 30" inseam (sold here - on sale)
clutch: J.Crew Claremont perforated clutch (similar - on sale; similar)
shoes: Nine West Shindig (similar - 25% off w/code GETSHOPPING; similar - on sale)

sunglasses: Ann Taylor Metropolis (may still be in stores; similar - 40% off w/code MARCH40)
jacket: Cartonnier cropped swing trench (sold here)
shirt: J.Crew Factory infinity shirt (similar - 40% off w/code MARCH40; similar - 40% off + free shipping w/code SHIP40)
tee: Uniqlo heattech crew neck t-shirt (sold here; similar - 50% off)
ring: Elizabeth and James Windrose (sold here; similar)
bracelet: Ann Taylor modern classic skinny bangle (similar - on sale; similar)
pants: Blank NYC faux leather skinny (sold at Bloomingdale's / Shopbop)
bag: Longchamp large Le Pliage (sold at Bloomingdale's / Nordstrom / NM)
shoes: Nine West Shindig (similar - extra 25% off w/code SHOPMORE; similar - 40% off)

sunglasses: Ann Taylor Metropolis (sold here - 40% off w/code FRIENDS40)
necklace: Julie Vos coin pendant (sold here; similar - 40% off w/code FRIENDS40)
sweater: Tory Burch Deanna (similar - 50% off; similar)
tee (layered under): J.Crew Factory (this season's sold here - $14.50; similar - 60% off)
ring: Elizabeth and James Windrose (sold here; similar)
pants: MICHAEL Michael Kors stretch ankle pants in new navy (sold at Nordstrom / Bloomingale's)
clutch: J.Crew Claremont perforated clutch (similar; similar)
shoes: Nine West Shindig (similar - 25% off w/code SHOPNOW; similar)

sunglasses: Ann Taylor Metropolis (sold here)
scarf: H&M (similar; similar)
coat: Canada Goose Victoria parka (sold at Nordstrom / Bloomingdale's / Saks / Shopbop / Revolve Clothing / NM / BG / SSENSE / Blue & Cream / Intermix)
sweater: Tory Burch Deanna (similar - 40% off; similar)
jeans: LOFT knit denim leggings (similar - 40% off)
bag: Longchamp large Le Pliage (sold at Bloomingdale's / Nordstrom / NM)
shoes: Nine West Shindig (similar; similar)

sunglasses: Ann Taylor Metropolis (sold here)
necklace: Ann Taylor pearlized stone statement necklace (similar - 40% off w/code WEEKEND; similar - 40% off)
coat: Canada Goose Victoria parka (sold at Nordstrom / Bloomingdale's / Saks / Shopbop / Revolve Clothing / NM / BG / SSENSE / Blue & Cream / Intermix)
dress: theory Betty dress in sevona fabric (sold at Nordstrom Rack - on sale / Revolve Clothing - on sale / Saks)
shirt: J.Crew Factory infinity shirt (sold here - 50% off; similar - 40% off w/code WEEKEND; similar - 40% off)
gloves: H&M (similar - on sale; similar - extra 60% off)
tights: Hue absolute opaque tights (sold at Macy's / Lord & Taylor / Zappos)
bag: Nina Ricci small Marche in gris (sold here; rent; similar)
shoes: Nine West Shindig (similar; similar)