How to Wear Thigh-High Boots and Not Like a Streetwalker

When it comes to rocking thigh-high boots, a major shoe trend for fall, there’s a thin line between tasteful and trashy styling. Look to these gals for styling tips that will ensure you land squarely on the right side of things.

This woman styled her leather boots in a cool business-casual way, with a long, belted vest layered over a print skirt. Ideal for more relaxed work environments.

Gisele dialed down the sexy factor of her Stuart Weitzman Lowland boots by pairing them with skinny blue jeans, a slouchy sweater, and a leather jacket. No doubt she was the most stylish mom in the park that day.

Miroslava Duma looked positively ladylike in her thigh-high black boots. Note that aside from a sliver of skin showing between the hem of a her skirt and the top of the boots, she’s totally covered in a turtleneck and duster sweater.

Ready to try thigh-high boots? Tell us how you’ll style them!