A Visual Guide to Wearing Booties on Any Occasion

Booties are basically the lower maintenance, more versatile alternative when compared to every other shoe. Better yet, you can actually pair them with anything! Don’t believe us? We looked to five of our favorite fashion bloggers of the moment to provide perfect examples of how to wear ankle boots if you needed to dress for any occasion.

Going to lunch with friends:

how to dress for lunch

Rebecca of The Clothes Horse | Pandora of Pandora Sykes

Go casual but chic. Buckled booties with sheer polka dot tights and a coordinating skirt-blazer set, topped off  with a beret and roomy purse. Or try pointed booties with a button-down suede miniskirt and a slim-fit turtleneck. Subtle flirtation at its best.

Going on a date:

what to wear on date

Claudia of Holynights | Erin of With a Wink and a Twirl

Booties are the perfect alternative to the instability of heels on a date. Wear chunky boots with black tights, a crushed velvet mini, and a sophisticated patterned button-down shirt. Add a wide-brimmed hat for bonus style points. Or try thick-heeled booties paired with a comfy t-shirt dress, an Aztec-inspired vest, and gold accessories. Instant cute!

Going to a concert or sporting event:

what to wear to baseball game

Erin of With a Wink and a Twirl

When you’re going somewhere with big crowds and spilled beers, we suggest dressing practical. Short ankle boots with rolled jeans, a denim button-down, and a large tote to carry all your goods. Denim on denim perfection.

Running errands:

street style

Pandora of Pandora Sykes | Rebecca of The Clothes Horse

If you’re comfortable enough to stomp around town in heels, try a pair with a funky pattern like snakeskin. Paired with denim overalls and a high-neck, long-sleeve blouse, these boots are ready to take on the world. If you’re more about getting where you’re going quickly, try flat, lace-up boots with a matching coat and A-line dress. Choose bright, bold colors for instant charm.

Going to work:

what to wear to work

Katie of The Aisle of Style | Claudia of Holynights

Pick comfort and style over eye-popping. Pair black suede booties with a long camel coat, tailored pants, and a white scoop-neck crop top. Or mix in some houndstooth print on your coat, paired with flat glossy ankle boots, a black bandage mini, and a white button-down top. Neutral colors truly can be stunning.

Going to a party:

what to wear to party

Katie of The Aisle of Style

Be daring and pick a bootie with sky-high heels. A pointed pair styled with leather shorts, a loose cowlneck sweater, and a trendy leather clutch will be sure to turn heads when you walk in the room. It’s effortless yet oh-so-chic.

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