ReBooting for Fall Fashion

A classic kiltie fringe gets an update on these yellow suede ankle boots. Dress them down in the summer with shorts or a skirt, and up in the fall with a long black dress and motorcycle jacket. When you're ready for a change, you can remove the fringe for a subtle makeover.

To buy: Madewell, $198

Supple brown leather and a classic half-boot style make these comfortable shoes ready for the country or city. Pair these cowboy chic booties with flowery maxi dresses this summer, and as you trek into fall with jeans and a men's inspired cardigan.

To buy: Shoemint, $80

Who says you can't wear white past Labor Day? We're nixing that rule, especially when it comes to shoes. These pointed-toe shoes in a textured leather will look great with this summer's maxi dresses. Come fall, pair them with skinny jeans and oversized sweaters.

To buy: Anthropologie, $148

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Gold studs adorn these black suede ankle booties, giving them the perfect edge for dressier occasions. In summer, think pencil skirts and sleeveless rompers. In the fall, they'll dress up jeans or wide-legged black pants.

To buy: Topshop, $120

Inspired by shoes worn by British WWII officers, these unlined suede boots get a chic update with a wedge heel. Wear them with shorts or dresses while it's still warm outside, and with jeans and a roomy cashmere sweater as the temperature drops.

To buy: J.Crews, $198

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Add a pop of color (and height) to your feet with these soothing green platform boots. Pair them with summer's popular maxi dresses (try a floral print!) and come fall wear them to spice up black leggings or plaid wool pants.

To buy: H&M, $35

When the occasion calls for something dressier than a moccasin, go for these brown open-toe booties with a wedge heel. They'll look great with short summer dresses now, and equally as great in the fall with a pair of dark skinny jeans, white tunic and a cropped blazer.

To buy: Target, $35

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Moccasin's aren't just for summer camp anymore. Fall's hottest trend works across any season, especially when paired with wardrobe basics such as skinny jeans or leggings. Pair them with T-shirts or off-the-shoulder blouses this summer, and in the fall they'll look great with flannel shirts, oversized cardigans and leather jackets.

To buy: Famous Footwear, $75

You'll feel on-trend with these fun and bold leopard-print heels from Calvin Klein. Wear them with leggings or jeans and a simple T-shirt this summer. When cooler weather comes around, reach for a leather motorcycle jacket and wide-legged pants for a look that will update any wardrobe.

To buy: Endless, $119

What do you get when you combine patent leather and flannel? You get … the perfect mid-season boot. We love this chic bootie that can be worn with a pencil skirt and a lightweight silk blouse this summer, and with black pants and a structured blazer come fall.

To buy: Nordstrom, $129

A black suede bootie with a stacked wood heel is a wardrobe must-have. Whether you're wearing denim shorts and a summery blouse this summer, or a brightly colored tunic and denim jacket for slightly cooler weather, you'll be comfortable and stylish.

To buy: Urban Outfitters, $119