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Boot your style into high gear with these effortless outfit ideas.

How to Style Every Pair of Boots You Own for Fall

How to Style Every Pair of Boots You Own for Fall

You might be a fan of of flats, sneakers and sandals during the warmer seasons, but when the temps take a dip, it’s all about the boot. Not only do they offer some serious protection against the elements, but they have the ability to turn even the most understated outfit into a sartorial home run. And there’s no shortage of styles to choose from. Once you’ve scored the perfect pair (or five), the only question is how to really rock them — we mean, way beyond skinny jeans and a hoodie. To help you get more creative with your head-to-toe fall uniform, we’ve pulled together 10 of-the-moment outfits for (almost) every type of boot out there. Wear this now, totally thank us later ;)


Who says you can’t teach an old dog pair of boots new tricks? Give your go-to pair new life with a few closet staples like flared trousers, a pastel pink coat and fringed backpack. Don’t forget your sunnies on a clear fall day.

FRS Vintage Pattern Flare Pants ($61) + COS Raw-Edge Wool Coat ($250), Zara Blouse with Yoke ($70), Ecote Suede Fringe Backpack ($109), Cast & Combed Stay on the Beam Necklace ($240), Krewe Optic Julia Sunglasses ($195)

How to Style Cutout Boots

Every closet needs a pair of statement boots, and these Eeight Nelly beauties with cutouts make for a mean contender. Wear these with bold colors, like the ones found on this chevron top and these striped cigarette pants. Try an embroidered coat to tie the look together. Grab a quirky bag and get ready to take the office + happy hour by storm.

Eeight Nelly Cut Out Star Embellished Ankle Boots ($143) + Topshop Striped Cigarette Pants ($75), Mango Textured Wool Blend Cardigan ($80), Zara Multicolored Stripe Top ($40), Skinnydip Fan Cat Bag ($55), Great Minded Marble Necklace ($18)

How to Style Fringe Boots

The latest way to work a little fringe into your wardrobe is on your feet. These embellished kicks offer an easy way to inject a little playfulness into a sophisticated/casual ensemble. Try pairing them with a checked shirt dress and long suede trench. Add a beanie, chainlink bracelet and drawstring backpack for an urban edge.

Aldo Tahlia Boots ($140) + Pebbled Faux Leather Backpack ($33), COS V-Neck Checked Shirt Dress ($115), Topshop Premium Suede Trench Coat ($500), J.Crew Half-and-Half Link Bracelet ($88), H&M Knit Hat ($13), Snaffle Bit Belt ($58)

How to Style Clog Boots

Classic clogs might not be your thing, but in boot format they’re on top of their style game. Skip the wide-legged trousers and throwback flares (both of which would make an on-point pairing) and rock these with a flowy floral frock for a free-wheelin’ vibe. A utility jacket and faux fur vest combo will keep you cozy and give the look a grunge-luxe edge, while wine-colored baubles introduce an added layer of dimension to the getup.

How to Style Tall Boots

These tassel-embellished boots are all about spicing up your errday uniform. Toss them over a pair of off-white bottoms (because white after Labor Day is a definite yes), a metallic top and über cozy cape for the perfect brunchtime ensemble. Then take things to the next level with a few funky extras, like a neon crossbody, feathery belt and gemtastic cuff.

How to Style Western-Style Boots

Cowboy boots aren’t the only way to get your Western on. These ankle-grazing booties capture some of that out-West attitude, while serving up a serious dose of on-point style. Relaxed denim and an oversized suede shirt are absolute musts to play up their casual feel, while pieces like a structured kimono and sleek sac add a polished edge.

Forever21 Grommeted Faux Leather Boots ($35) + Mother Denim The Dropout Boyfriend Jeans ($345), H&M Short Shirt Dress ($60), Jibby and Juna Tidal Drops ($50), French Connection Ryo Embroidered Kimono ($348), Kimchi Blue Box Envelope Crossbody Bag ($34)

How to Style Fancy Heeled Boots

Every closet deserves a standout piece or two, and that’s where these funky, chunky heeled steppers come in. Patent leather, bold cutouts and an asymmetric heel lend an air of mid-century flair, making them the ultimate add-on for a sweet suede jumper. A bell-sleeve top, abstract hoops and printed skinny scarf cement the look.

How to Style Lace-Up Boots

These lace-up boots are elegance + attitude in the best way. Pair them up with some classic pieces with a twist. Layer a collarless coat in an exotic print over understated basics like an oversized button-down and gray jeans. Throw in a few rouge and turquoise accents for a fresh pop of color.

& Other Stories Leather Lace Up Boots ($345) + Rag & Bone The Skinny Mid-Rise Jeans ($210), Madewell Oversized Boy Shirt ($75), Mango Animal Print Coat ($190), Brixton Magdalena Wool Hat ($60), J.Crew Bennett Crossbody Bag ($138), Lionette NY Mali Rainbow Earrings ($268)

How to Style Over-the-Knee Boots

Upgrade your favorite mini skirt or dress with a pair of eye-catching over-the-knee boots. For an unexpected twist, style them with modern accessories, like a color blocked sweater, vibrant faux fur wrap and sleek, contemporary bag. For a more casual look, swap out these thigh-highs for a classic pair of riding boots.

How to Style Chelsea Rain Boots

Soggy feet really aren’t a great look for anyone, which is why these Chelsea rain boots are awesome. Style them up with a striking rain slicker and some faux leather pants that can stand up to a little drizzle. Accessorize with a trendy baseball cap, a shiny bag and baubles to ward off those rainy-day blues. Oh, and don’t forget your umbrella!

Jeffrey Campbell Stormy Rain Boot ($55) + Hunter Rock Word Print Original Clear Smock ($270), Atterley Denim Stripe Shirt Dress ($22), BCBG Nicholas Quilted Faux Leather Pant ($178), Fulton Minilite Umbrella In Batik Print ($19), New Look Purple Mirror Metallic Box Clutch ($23), Whistles Wool Blend Baseball Cap ($95), Fez Pop Bangle Bracelet ($10), New Look Gold Graphic Contrast Semi-Circle Earrings ($11)

What’s your go-to pair of fall boots? Tell us how you style them in the comments!

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