I pretty much live in this oversized men’s button down I wear as a shacket. This is another favorite casual winter outfit I like to wear with boots.

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Women's Torrent Chelsea Rain Boot | Sperry US
ASOS DESIGN extreme oversized wool mix shirt in brown herringbone | ASOS (Global)
Men's Chamois Shirt, Traditional Fit | L.L. Bean
OFFLINE By Aerie Oversized Turtleneck Sweater | American Eagle Outfitters (US & CA)
NIASHOT Womens Sweaters Crewneck Long Sleeve Side Slit Tunic Tops for Leggings | Amazon (US)
Faux Leather Leggings
       
        $98.00
        Available in Petite and Tall! | Spanx
UGG womens Rib Knit Slouchy Crew Sock | Amazon (US)