Thigh-High Boots: A Beginner's Guide

A great to winterize a summery dress? Style it with thigh-highs and a coat for a more seasonally appropriate feel.

Want to get away with wearing them to the office? Just make sure to pair your boots with a skirt that’s long enough to cover any leg (at least to the knee) and add a crisp button-down for extra polish.

A long-sleeved sweater dress can look a little odd when it’s styled with the wrong shoes; a pair of thigh-high boots offers a stylish, suitable option.

On the other hand, you can try a more masculine-inspired look with your thigh-highs, as Man Repeller’s Leandra Medine does in an oversized jacket and striped shirt. The borrowed-from-the-boys pieces help balance the va-va-voom vibe of the boots.

If you’re wearing a lot of black or dark tones, a lighter-colored boot provides some contrast and helps soften your look, while maintaining its edgy vibe.

If you’re anxious about wearing thigh-high boots as the central focus of your outfit, distract from the shoes by pairing them with bold mixed prints.

The addition of a furry coat and suede thigh-highs instantly elevates a basic sweater and skinny jeans ensemble.

Take your cue from Olivia Palermo, and wear your over-the-knee boots with a miniskirt for a date night-worthy ensemble. The combination will reveal just a sliver of skin for a look that’s sultry yet understated.

If you’re wearing a simple outfit, adding other interesting accents, such as an embellished belt and fringe purse, will make your look feel more complete.

Keep scrolling to shop our favorite thigh-high boots.