TBMD

sunglasses: Ann Taylor Lakeside sunglasses (similar - $25; similar - $12)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
jacket: Barbour Millfire hooded quilted jacket - sz US 6/UK 10 (sold here)
top: BP. side slit tee in burgundy stem Joannie stripe - sz XS (sold here)
watch: The Horse Original watch in rose gold/blush (sold here; similar; similar)
phone case: Apple smart battery case (sold here)
skirt: LOFT pocket scalloped skirt (similar)
bag: Goyard Artois MM in black/tan
shoes: Tory Burch Ludlow driver (similar)

sunglasses: Ann Taylor Lakeside sunglasses (similar - 40% off w/code FALLFLASH; similar - $12)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
top: Zara lace top with frilled sleeves (similar - 40% off; similar - on sale; similar - 30% off w/code SHOPFAST)
rings: Etsy MagaelaAccessories flower ring (sold here);
Nadri trinity pave ring in rose gold/silver (sold here)
jeans: Banana Republic Factory medium girlfriend jean - TTS, sz 25 (sold here - 30% off)
bag: Chanel camellia WOC (similar; similar; similar)
nail polish on toes: OPI Sorry I'm Fizzy Today
shoes: Express low heeled sandals - TTS, sz 6 (sold here - 30% off; similar)

sunglasses: Ann Taylor Lakeside sunglasses (similar - $25; similar - $12)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
necklace: Banana Republic Montana heirloom necklace (sold here - on sale)
cardigan: J.Crew lightweight wool Jackie cardigan sweater in heather graphite - runs small, sz S (sold here - on sale; similar - on sale)
dress: AQUA tie waist dress - sz XS (check for re-stock)
rings: Nadri trinity pave ring in rose gold/silver (sold here)
phone case: Apple smart battery case (sold here)
bag: Nina Ricci small Marche in gris (pre-owned; rent; similar)
nail polish on toes: OPI Sorry I'm Fizzy Today
shoes: J.Crew embellished slides - runs small, sz 7 (sold here - on sale; similar - on sale)

sunglasses: Ann Taylor Lakeside sunglasses (similar - 40% off w/code FALLFORITALL; similar - 40% off)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
necklace: Banana Republic Montana heirloom necklace (sold here - 40% off w/code FAMILY)
top: J.Crew embroidered floral top - runs big, sz XXS (sold here - on sale; similar - extra 60% off)
rings: Nadri trinity pave ring in rose gold/silver (sold here)
pants: Ann Taylor wide leg pant in knit crepe in Atlantic navy (similar - 40% off; similar - on sale)
bag: Goyard Artois MM in black/tan
nail polish on toes: OPI Sorry I'm Fizzy Today
shoes: J.Crew embellished slides - runs small, sz 7 (sold here - on sale; similar - on sale)

sunglasses: Ann Taylor Lakeside sunglasses (similar - 40% off w/code FALLFORITALL; similar - 40% off)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
top: Ann Taylor jewel neck long sleeve tee (similar - 40% off w/code FALLFORITALL)
bracelet: J.Crew Factory gold and crystal link bracelet (sold here - 50% off; similar - on sale)
rings: Nadri trinity pave ring in rose gold/silver (sold here)
skirt: Banana Republic pleated tulle midi skirt - sz 00P (sold here - 40% off; similar; similar)
bag: Chanel reissue in 226 (pre-owned; similar)
nail polish on toes: OPI Sorry I'm Fizzy Today
shoes: Express low heeled sandals - TTS, sz 6 (sold here - 30% off; similar)

sunglasses: Ann Taylor Lakeside sunglasses (similar - $25; similar - 40% off)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
necklace: Banana Republic Montana heirloom necklace (sold here)
shirt: Banana Republic Riley-fit stripe scallop shirt (similar - on sale)
rings: Nadri trinity pave ring in rose gold/silver (sold here)
skirt: Banana Republic fringe knit mini (similar - on sale; similar - on sale)
bag: Chanel reissue in 226 (pre-owned; similar)
nail polish on toes: OPI Sorry I'm Fizzy Today
shoes: J.Crew embellished slides - runs small, sz 7 (sold here - on sale; similar - on sale)

sunglasses: Ann Taylor Lakeside sunglasses (similar - $25; similar - $12)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
dress: MSGM striped cotton dress - sz 38 (sold here - 50% off; similar)
bracelet: Madewell knot cuff (similar; similar)
phone case: Apple smart battery case (sold here)
bag: J.Crew Signet bag in Italian leather in sun (sold here - on sale)
nail polish on toes: NYC New York Color in french white tip (sold here)
shoes: Gap ankle-strap suede sandal - TTS, sz 6 (sold here - extra 40% off w/code SOGOOD; similar - on sale)

sunglasses: Ann Taylor Lakeside sunglasses (similar - $25; similar - $15)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
sweater: LOFT button back sweater (similar; similar)
rings: Nadri trinity pave ring in rose gold/silver (sold here)
phone case: Apple smart battery case (sold here)
skirt: Banana Republic pleated tulle midi skirt - sz 00P (sold here - 40% off w/code BRLUCKY; similar; similar)
bag: Nina Ricci small Marche in gris (pre-owned; rent; similar)
shoes: Manolo Blahnik gray suede BB pumps in 70mm - sz 36.5 (sold at Nordstrom / NM / Barney's; similar)

sunglasses: Ann Taylor Lakeside sunglasses (similar - 40% off w/code FRIENDS40; similar)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
jacket: Balenciaga original moto leather jacket in parme (similar - 25% off; similar)
top: Banana Republic long-sleeve cozy top (similar)
rings: Nadri trinity pave ring in rose gold/silver (sold here)
skirt: Madewell ruffle-wrap midi skirt in shadowpetal - sz 0 (sold here - $29.99; similar - extra 60% off)
bag: Goyard Artois MM in black/tan
nail polish on toes: NYC New York Color in french white tip (sold here)
shoes: M.Gemi Salita in rosewood - runs small, sz 36.5 (sold here)

sunglasses: Ann Taylor Lakeside sunglasses (similar - 40% off w/code FRIENDS40; similar)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
jacket: Barbour Millfire hooded quilted jacket - sz US 6/UK 10 (sold here)
top: Gibson twist front cozy fleece pullover in lavender - sz XS (sold here; similar)
jeans: LOFT knit denim leggings (similar - 40% off w/code FRIENDS40; similar)
bag: Goyard Artois MM in black/tan
shoes: M.Gemi The Pastoso in blush - sz 6.5 (sold here, here; similar - on sale)

sunglasses: Ann Taylor Lakeside sunglasses (similar - $25; similar)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
jacket: UniQUEEN Malang tweed (similar - on sale)
necklace: Forever 21 chain necklace (similar; similar - 40% off)
dress: AQUA tie waist dress - sz XS (check for re-stock)
watch: Olivia Burton midi dial bracelet watch, 30mm in gold - removed 3 links (sold here)
bag: Goyard Artois MM in black/tan
nail polish on toes: NYC New York Color in french white tip (sold here)
shoes: Gap ankle-strap suede sandal - TTS, sz 6 (sold here - 40% off w/code FORYOU; similar - on sale)

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)

hat: ASOS plain baseball cap (similar)
sunglasses: Ann Taylor Lakeside sunglasses (similar - $25; similar - 40% off)
lips: MAKE UP FOR EVER Rouge Artist Natural in N9 (sold here)
top: BP. side slit tee in burgundy stem Joannie stripe - sz XS (sold here)
phone case: Apple smart battery case (sold here)
jeans: Articles of Society Mya skinny jeans in Tahoe (other washes sold here)
bag: Balenciaga city (this season's sold here; similar)
bag strap: J.Crew detachable bag strap in navy ivory (sold here - 30% off w/code YESPLEASE) 
shoes: Kate Spade Jess pumps (similar)