Most of us approach our first pair of over-the-knee boots with a bit of trepidation. As much as we may love Pretty Woman, there’s that fear that we’ll wind up looking a bit more like Vivian than we really want. If you’ve been passing your over-the-knee boots in favor of a “safer” option, it’s time to break them out. From ultra-casual to office-appropriate (yes, really), we have 6 real-world ways to wear over-the-knee boots. (And if you happen to be looking for the perfect pair, see our picks for the 6 best over-the-knee boots out there.)
1. Laid-Back Cool with Light Denim
Quite possibly one of the easiest ways to wear over-the-knee boots, the combination of slightly distressed suede, light-wash denim and minimal accessories makes this look a bit rugged and so on-trend.
2. Subtly Sexy with Bare Legs and Shorter Hemlines
This look proves that a hint of skin doesn’t have to equate with an overly-sexy look. With just two or three inches of leg showing between this low-heeled over-the-knee boot and the hemline, the aesthetic is fun and a bit bohemian.
3. Parisian Chic with Dark Denim and Drapey Tops
Especially in a rich jewel-tone suede like cobalt, over-the-knee boots with dark denim and a drapey top become the epitome of effortless chic. Choose a front tuck for the top or leave it loose and flowing. It’s such an easy way to incorporate this boot style.
4. Structured and Sleek for the Office
Admittedly, over-the-knee boots at the office may just not be possible for some professions. That being said, structured tailoring, a longer hem and a monochromatic color palette visually mimics the tried-and-true tights and pumps combination.
5. Uptown-Meets-Downtown with Skinnies and a Blazer
Over-the-knee boots become the wild card in an ensemble like this. Begin with a perfect pair of mid-rise skinnies, add a top or tee, then top it all off with a blazer…tailored or unstructured. And if the high heel doesn’t suit you, go for a mid-heel or flat style boot.
6. Warm and Elegant with Chunky Knits
Chunky knits and exaggerated details like the faux fur collar above work beautifully with the sleek lines of over-the-knee and thigh-high boots. For a more casual feel, pair the boots with a longer sweater dress or even with skinnies and an oversize sweater.