So That's How to Wear Leggings and Boots

While at first, the thought of pairing leggings and boots sounds like a contradiction (after all, one is for working out, and the other is definitely not), upon further review, we are now on board with the contrasting combo. Admittedly, all it took was seeing the cool yet comfortable pairing on a handful of our favorite celebs, with a common thread among all their looks to boot: an easy third piece. Whether it's with a lightweight flannel à la Kaia Gerber or a sleek black coat inspired by Rosie Huntington-Whiteley, let these ladies show you how to style leggings and boots for any occasion or season.

Rosie Huntington-Whiteley


Marc Piasecki/GC Images

This all-black look is our ideal dinner outfit.

Gigi Hadid


 MediaPunch/Bauer-Griffin/GC Images

We can only hope to someday travel as stylishly as a Fendi-clad Gigi Hadid does. For now, we can just steal her combat boot–and-legging combo.

Alessandra Ambrosio


Timur Emek/GC Images

A bright shearling coat makes an otherwise all-black outfit anything but boring.

Nina Dobrev


SMXRF/Star Max/GC Images

We love how Nina Dobrev's black boots have a hint of excitement in them. 

Olivia Culpo


Gotham/GC Images

Culpo's all-black look is a great casual date option to emulate.

Margot Robbie



We're officially inspired to make a black hat part of our next airport outfit.

Kaia Gerber



No stranger to the legging-and-boot look, Gerber knows that the key is outerwear.

Live the Process Block Paneled Stretch-Supplex Leggings ($110)

Available in sizes XS to L.

Gianvito Rossi 70 Faille Ankle Boots ($1195)

Available in Italian sizes 35 to 41.5.