Boot Outfits | Which Styles Go the Best with What You’re Wearing this Winter

Cool boot outfits are everywhere right now. If you’re wondering which styles will go the best with what you’re wearing, they are in this post. I’m breaking down and sharing the best styles that will go with most outfits so you don’t have to stress over getting dressed.


When women start to put together their fall outfits the first place they usually get hung up is their boots, literally! All the different jean and boot style combinations are overwhelming. The wrong boots can ruin an outfit by bulking up your leg line or fighting with your jeans. The best boot style you can buy is one that is fitted to your foot. Boot styles that are narrower at the ankle and tighter across your instep and back the back of your heel always look the best.

’22 Favorite Fitted to the Foot Styles for the Average Woman

Suede is great if you have wider feet or bunions, otherwise, a leather boot is better. Leather won’t stick to your straight-leg jeans but will tuck nicely up under them. If you’re petite or have small ankles like me get these boots from Jeffrey Campbell. They come in 9 colors and have a memory foam cushioned footbed.

Sock Booties

Sock booties are elasticized so naturally have a more fitted and feminine silhouette.

Lug Sole Boot Outfits

Lug sole boots are trending alongside wide-leg and bootcut jeans this winter. Styles with a higher heel and some elastic at the opening will fit closer to the foot.

Flat boots look the best with loose-leg pants, comfy joggers, or leggings. They tend to look too bulky back to jeans.

Flat Boots


I love black opaque tights with any black boot in the winter, but sometimes If you’re not wearing black, tights don’t look quite right. That’s when you can reach for a nude boot. Completing an outfit with a nude shoe is a styling trick I’ve used to make outfits that work every time. Typically we think about wearing nude shoes when it’s warmer, but I love the idea of a nude boot all year long. They will elongate your leg and won’t start and stop the eye. Nude boots are also an unexpected way to break up an all-black winter outfit. For a great go-to outfit match them to a timeless trench or camel coat.

Nude Boot Outfits


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