Here we have a quilted plaid skirt that I just bought. I paired it with a fancy sock because that’s a thing apparently and I think I like it (especially with those pumps that I got years ago and rarely wear, though it may be more seasonally appropriate if you swap the socks for warm tights). The denim blazer is the one from Madewell that I love (roomy but still flattering). I bought both a size 4 and 6 in the skirt and much prefer the 6. LTKover40 LTKstyletip LTKGiftGuide

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Denim Blazer in Deardorff Wash | Madewell
The Organic Cotton Relaxed Long Sleeve Tee | Everlane
BUTTER Glove Pumps_5color 6cm | W Concept (US)
Tania Skirt | Sezane Paris
Sheer plaid socks three-pack | J. Crew US