I'll be the first to admit the styling over-the-knee boots can be tricky. We've seen leggy celebs gracefully wear over-the-knee boots and make them look effortless and chic over the past year, but celebs do that with pretty much everything. After test-driving a pair of Stuart Weitzman's iconic 5050 Boots and finally getting my feet into a pair of my very own Christian Louboutin's Armurabotta Over-the-Knee Boots, I've had my fair share of practice styling what can be a very bold look. While my Louboutins are easily one of my favorite pairs of shoes, it took some practice to learn how to style them because of my short stature. I'm slightly under five feet (but if anyone asks, I'm 5'2" due to my hair), and I'm here to share what I've learned.
When styling OTK boots, the most important things to think about are proportion and contrast. For example, to avoid looking too risqué for the office, I like to wear mine with jeans, as opposed to a pair of form-fitting leggings. For maximum boot exposure, I also like to contrast dark OTK boots with a lighter pant. Pairing OTKs with flowing textures and feminine prints is also a great way to wear your boots in an appropriately casual way.
Another thing to keep in mind when buying a pair of OTK boots is where they fall on your leg, and for me, this was the biggest key. Any boot that comes just ever-so-slightly above the knee doesn't work for me because it digs into my thigh and makes my legs look like they are protruding over the boot. (Trust me, not flattering!) OTK boots that come to my mid-thigh work best for comfort and for my body. Finding the perfect fit can be tricky, but once you master the art of the OTK boot, they may quickly becoming your favorite pair of shoes.
Below, check out our styling suggestions for the super-popular (and celeb favorite) Stuart Weitzman Highland Boots.
Stuart Weitzman Highland Stretchy Suede Over-the-Knee Boot
$798 via Bergdorf Goodman
Harris Wharf London Shawl-Collar Wool Coat
$525 via Net-a-Porter
Equipment Kimber Chambray Turtleneck
$258 via Intermix
Rag & Bone Evertin Distressed Cropped Skinny Denim
$225 via Intermix
Chloé Faye Medium Leopard-Print Calf Hair and Leather Shoulder Bag
$2,490 via Net-a-Porter
Frends Taylor Leather and Mother-of-Pearl Headphones
$290 via Net-a-Porter
Ted Baker Jania Faux-Fur Leather Tech Gloves
$135 via Bloomingdale's
Bloomingdale's Marc Tetro Taxi iPhone 6 Case
$30 via Bloomingdale's
Libby Lace-Up Dress
$350 via Intermix
Saint Laurent Emmanuelle Medium Fringe Bucket Bag
$2,690 via Bergdorf Goodman
Givenchy Necklace Swarovski Element Pendant
$28 via Macy's
Bianca Pratt Heart Studs
$1,585 via Barneys
Anastasia Beverly Hills Contour Cream Kit
$40 via Macy's
Clinique Chubby Stick Intense Moisturizing Lip Colour Balm
$17 via Macy's
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