I have a boots collection that rivals that of most department stores. I tend to buy a new pair every year before wearing them on repeat for months. And while I love my classic flat Chelsea boots for everyday wear, I have my sights set on finding the perfect pair of stiletto boots in 2022. And yes, I do intend on wearing them on nights out with friends or on date nights, because this year is all about getting back into the swing of things when it comes to actually getting dressed again.
My love for stiletto boots wasn't born from a love of walking in high heels, though, which is why I tend to prefer options that have a moderate (or even kitten) style heel height. Comfort is key, even when I'm talking about shoes that come with the skinniest heel in existence. I'm also partial to a knee- or thigh-high boot with a spring-ready midi dress on tricky transitional weather days. And if you do love a very high heel—props to you and your ankles—boots often provide a touch more support, are easier to walk in, and are often way more comfortable than your usual strappy sandal or classic pump would be, which means that you wear them for hours without feeling any pain.
If, like me, you love a good boot and are looking to add a sexier silhouette into your rotation this season, keep scrolling. This list has it all, from thigh-high stiletto boot picks that come in a shiny patent leather to other more simple picks that could totally work for a trip into the office.
Stuart Weitzman Stuart 75 Stretch Bootie
Nothing beats a classic black sock-style bootie. The heel on this pick is also the perfect mid-height for everyday wear, or just for those date nights when you want to amp up your usual jeans-and-a-nice-top outfit.
Mango Squared Toe Leather Ankle Boots
This butter yellow ankle boot from Mango is great for pairing with your winter dresses to make them feel a touch more spring-ready.
SCHUTZ Magalli Knee High Boot
White boots are as spring and summer wardrobe staple. This pair from Schutz works with a dress or overtop of a pair of jeans.
Aeyde Sofie Brandy Nappa Boot
If you need a new work bootie, consider this pair from fashion-insider-approved brand Aeyde.
Jeffrey Cambell Skelter Boot
Jeffrey Cambell knows how to make statement, even when that statement comes in the form of an otherwise classic stiletto knee-high boot!
Larroude Kate Boot
Larroude's Kate Boot has been spotted on celebrities like Vanessa Hudgens, Rita Ora, Mary J. Blige, so it's safe to say that they're worth the investment in this rich chocolate hue.
Reformation Otis Stretch Knee Boot
This low-heeled boot from Reformation offers a slightly chunkier alternative to the classic stiletto boot. Plus, the over-the-knee silhouette is seriously sexy.
Malone Souliers Avis 70mm Boot
Keep these all-white boots clean and they'll become a wear-everywhere staple in your shoe wardrobe. You can't beat the classics!
Steve Madden Viktory Over the Knee Boot
This sky-high heel from affordable favorite Steve Madden has it all. A shiny patent-leather finish, a sleek silhouette, and a perfectly pointed toe. This pair is perfect for when you really want to make a statement.
Wandler Marine Leather Ankle Boots
If you already have a suede bootie in your collection and are looking for something that comes in a leather fabrication, this pair is for you.
Chinese Laundry Elisha Chain Stiletto Bootie
Add some spunk to your boot collection by opting for a pair that features a chain detail, like this one from Chinese Laundry does.
Coach Wynie Bootie
Ruching is trending right now—even on your shoes—which is something that Coach knows all too well.
Julia Marzovilla is an E-Commerce Writer at Marie Claire covering all things fashion, beauty, and entertainment. Offline, she’s most likely browsing the web for another pair of black boots or listening to music too loudly—often at the same time.
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