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These are about to be the five most worn shoes in your closet and they're all under $200. First, we have your classic black ankle boot. These are the perfect height. These will be the boots you wear every day with outfits like this. Next, we have these suede clogs that I am obsessed with. They are the it shoe for fall and winter. When you're not in the mood for a ballet flat, you can wear these instead, and they look so good paired with a sock, jeans, and a cashmere sweater. The third type of shoe you will wear on repeat are these maroon boots. This is what you pair with those basics to instantly make your outfit feel more styled. If you want something taller, I'd go for this pair, and if you're not feeling a high heel, I absolutely love this version. Next, we have the return of the moto boots. I am loving this vintage-looking style, and I would wear it with an outfit like this. This is the perfect shoe for those plaid skirts and gray sweaters to give your outfit a little bit more of an edge. And finally, we have to have a classic tall black boot. I love that these sculpture on your calf so you won't get that gaping issue between the boot and your leg. This is the perfect boot to style with this outfit formula, the suede skirt and black turtleneck. You will get so much bang for your buck with this boot and look like the chicest woman wherever you go. Comment shoes and I'll send you the links. I can't believe all of these are under $200 at the Steve Madden friends and family sale that's 30% off.