Get up close and personal with exclusive, inspiring interviews and taste profiles delivered with a cheeky twist to your inbox daily.

Success! You’re all signed up. 🎉
Please enter a valid email address.

By subscribing to our email newsletter, you agree to and acknowledge that you have read our Privacy Policy and Terms.

How to Style Tall Boots This Season

We highly recommend trying these three foolproof outfit formulas.

tall boots
Ashley Combs

A tall boot can often prove difficult when it comes to getting dressed. As many of us are still scarred from the riding boot and skinny jean styling madness of the 2010s, it pays to put a little extra thought into our pairings in order to achieve a modern result. Naturally, we turned to a few industry insiders to gauge ideas for how to style ours. Perhaps that entails pairing a white boot beneath a ruched slip dress or tucking straight-leg denim into a heeled black pair. Intrigued? Continue scrolling to discover three foolproof outfit equations to carry you from fall to winter.

Slip Dress + Leather Jacket

tall boots

Right photo: Courtesy of Instagram/@meccajw

Just when you thought this would be an all-black ensemble, stylist Mecca James-Williams switches it up with a pair of white leather boots. Then, subtle jewelry simply in tandem with a statement handbag accentuates everything.

Drawstring Dress

Orseund Iris

Saddle Bag


Blazer + Statement Tights + Mini Skirt

tall boots

Right photo: Courtesy of Instagram/@goodwoodx

If the last look was minimal, this one is anything but. Layer on all of your classic staples, then throw everyone off with a pair of crazy statement tights. The lug sole style is a key finishing touch to add just the right amount of edge.

Tank + Jeans

tall boots

Right photo: Courtesy of Instagram/@punctually-late

Taking a note from Angelica Huston's style book, Diana Bartlett opted for a simple tank and jeans to pair with her chunky-heel boots. The key here is to make sure the leg of the denim isn't too narrow in order to stay modern.

Part of the series:


You May Also Like