Over the knee boots are probably the hardest fall/winter staple to pull off. They're actually quite practical - their length is perfect for keeping your legs warm when temperatures are low. But they also have a certain reputation, and when styled improperly they look the opposite of chic. Here's how to pull them off correctly.
With chunky knits.
Balance out risque boots with conservative knitwear that your grandparents would approve of. It could simply be a sweater or cardigan with skinny jeans. You can wear a sweater dress, but make sure it's a loose fit to balance out the slim silhouette that your legs will create. Mini skirts are ok too on the same condition - make sure your sweater or cardigan is oversized.
With a flowy dress.
Achieve a cool folksy look by pairing your over the knee boots with a flowy dress. A dark floral or paisley pattern works perfectly for the fall, or stick with a solid color if you're not a print person.
With a blazer.
Spice up your go-to smart look with thigh high boots. Throw a blazer over a slim turtleneck, t-shirt, or finely knit sweater. On the bottom you can wear jeans or a mini skirt. This creates a perfect transitional look, especially if you have a check or tweed blazer.
With a wool coat.
Whether it's a duster, wrap, or pea coat, a wool coat and over the knee boots make a great pairing. Use this option when it's too cold for just a blazer, but feel free to add a blazer as an under layer!
With a hoodie/sweatshirt.
Add an unexpected and sporty touch by going for a comfy cotton blazer instead of traditional knitwear. This works best when the hoodie or sweatshirt is oversized - you can even wear the hoodie or sweatshirt as a dress if the length is correct. Smarten the look up with a wool duster coat.
With a shirtdress.
If sportswear isn't your thing, try contrasting over the knee boots with a touch of menswear in the form of a shirtdress. If you want to embrace the feminine side of the outfit, choose a more fitted shirtdress with a belt. To create more of a contrast, go for a boxy fit (the kind that looks like it could have come out of your man's closet).