New York outfit! Wearing size L in the bomber (this one is old but I linked similar) & size small in the dress! Sneakers are men’s so you get 1.5 sizes smaller than your women’s size!

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Oversize Faux Leather Bomber | Nordstrom
Abbi Brown Faux Suede Bomber Jacket | Beginning Boutique (US)
adidas Originals Campus 00sMen's | Foot Locker (US)
Tencel Rib Knit Maxi Slip Dress | Quince
New York Yankees '47 Clean-Up Hat | Abercrombie & Fitch (US)
SOJOS Retro Oval Sunglasses for Women Men Trendy Sun Glasses Classic Shades UV400 Protection SJ12... | Amazon (US)
Chunky Gold Hoops Earrings for Women Thick 18K Real Gold Plated Open Hoop Lightweight Hollow Earrings For Women Trendy Gold Jewelry Non-Tarnish | Amazon (US)
Black Distressed PU Rectangular Slouchy Shoulder Bag | PrettyLittleThing US