I would wear this outfit while running errands, going to doctor appointments, or having a casual day in the office. I'd pair high-waisted baggy jeans with a scoop-neck tank top and layer an oversized sweatshirt. I'd complete the look with nice sneakers, a cute mini tote, and double hoop earrings. LTKMidsize LTKOver40 LTKBacktoSchool

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The Essential Mini Bucket Tote | Madewell
Demi-Fine Double Hoop Earrings | Madewell
Court Sneakers in White Leather | Madewell
AE Dreamy Drape Super High-Waisted Baggy Wide-Leg Jean | American Eagle Outfitters (US & CA)
AE Oversized Crew Neck Sweatshirt | American Eagle Outfitters (US & CA)
AE Boyfriend Scoop Tank Top | American Eagle Outfitters (US & CA)