How to Wear Ankle Boot
To rock a pair of ankle boots, you must first select your style. While Chelsea ankle boots are a sleek and simple option, chukkas and other lace-up styles can also appear stylish.
Once you’ve chosen yours, pair them with jeans or trousers and a button-up shirt or sweater. Several styles stand the test of time, however, and deserve a place in your closet.
Here’s a quick primer on key styles to invest in, plus, a rundown of our favorites for fall and winter available right now, including our editors’ picks.
Rather than a modern steel toe boot best suited to construction projects, an early twentieth-century-style work has old-school appeal and is tough enough to wear on the daily, but won’t make you like a foreman.
Also known as a trench boot, the lace-up, ankle-height, leather style possesses rugged elegance.
Typically produced in smooth leather or suede, Chelsea features elastic side panels that allow for easy slipping on and off.
Originated in England, and once a favorite of The Beatles, the ankle-height boots pair easily with jeans or a suit.
What sets these low-heel, ankle-height boots apart are their signature buckled straps. Jodhpur were originally created as an alternative to tall riding.
Today, we just know that they have some good style swagger.
Like a lot of shoes, desert have their roots in the military, and are inspired by British soldiers’ campaigns in North Africa, where they encountered the casual local footwear style.
It evolved into the comfortable mens we know today with a flat sole and two to three eyelets for shoelaces. A desert boot is known for being super lightweight.
These need no explanation.
Not just for wrangling steers on the ranch, they typically hits mid-calf, often features an embroidered design and has a significant heel.
Leave the spurs on the farm and they’re city appropriate for the fashion-forward dude.
Providing protection from the elements, hiking offer stability on dicey trails. Today’s best hiking make the most of technical fabrics and materials to keep you comfortable in all kinds of terrains.
A brogue is a suave, showboating lace-up style that’s appropriate for the office or even formal occasions. What sets it apart from other leather, ankle-height boots is the decorative perforations along the seams.
Consider sneaker your trusted sports shoes’ winterized cousin. The style boasts hardier outer materials that better hold up to slushy streets than regular sneakers.
They’re the perfect option for the sneakerhead who needs a little extra protection from the elements.