1. Cute and Casual

Knowing how to wear ankle booties isn’t just for girls who can’t get enough of tights and skirts! If you prefer jeans over dresses and v-necks over lace Peter Pan collars, go with a plain black pair of booties. Make sure the heel isn’t above 2.5 inches, remember, you want to keep it pain-free! I love my black suede Qupid booties, which I wear with everything from leggings to skinny jeans. Since they go with everything, they’re super easy to slip on before running out the door.

2. Girly Girl Chic

If you’re a proud fan of all things sparkly and pink, ankle booties are a trendy must-have this season. And who said you’d have to stick with neutrals? Opt for a floral or bow-adorned pair to pack on the charm. If you’re feeling daring, a stiletto heel will add height and a dose of sexiness for a night out. Wear them with your little black dress or a peplum skirt.

3. Fierce and Fabulous

Are you known to rock the animal print on the regular? Ankle booties will allow you to wear the trend without going overboard. This holiday season, I’m giving my leopard print-loving bestie a bootie to remember, complete with a killer heel. They’d look meow-worthy when paired with black skinny jeans and a leather blazer.

4. Breezy Boho

Sometimes, a girl just wants to forgo a leg-baring mini for a flowing maxi dress. So why not pick up booties that send out a boho vibe? Earth-tone hues with fringe detailing would fit right in! Plus, they’ll look adorable to boot.

5. Riotous Rebel

You’ll cause a riot in studded black leather ankle booties. Pair ‘em with a ripped denim skirt, opaque black tights, and your beau’s basic white tee for a look that screams “don’t mess with me!”

6. Stylishly Sporty

Calling all tomboys! Sweats and ankle booties can make a really cute couple –if you know how to work out the kinks. Instead of heels, leather, and embellishments, go for a canvas material and no heel. TOMS is a good place to start your search.

7. Pretty and Put-Together

Believe it or not, many of you can totally get away with wearing ankle booties to work! Start off with your traditional pencil skirt and blouse. Then, push your usual black pumps aside and slip on those black booties. It’s best to keep the color subdued and the heel no more than 3 inches. I promise, your boss won’t write you up for being inappropriate –and you’ll be THE style star of the office.

These simple rules on how to wear ankle booties will take you through the season in style. Which tips will you follow? Do you have any of your own advice to add?