These Over-the-Knee Boots Have My Attention This Season

Photo via: Style Du Monde

After seeing this incredibly cool street style outfit from model Adut Akech Bior, over-the-knee boots moved quickly to the top of my must-have list. Whether with a classic blazer and leather skirt or with a chunky sweater and leggings, a pair of tall boots are guaranteed to elevate any fall or winter outfit. I rounded up 25 of my top over-the-knee boot picks below.

These Over-the-Knee Boots Have My Attention This Season

Photo via: Style Du Monde

After seeing this incredibly cool street style outfit from model Adut Akech Bior, over-the-knee boots moved quickly to the top of my must-have list. Whether with a classic blazer and leather skirt or with a chunky sweater and leggings, a pair of tall boots are guaranteed to elevate any fall or winter outfit. I rounded up 25 of my top over-the-knee boot picks below.

A Casual Way to Wear a Plaid Blazer on the Weekend

Photo via: @butterflywaterloo

Traditional workwear pieces aren’t reserved for 9-5 anymore. We love this casual, cool outfit that pairs a plaid blazer with unexpected relaxed pieces – a graphic tee, slim black jeans, and a pair of flat black boots. It’s the perfect look for running errands or spending your weekend in style. Shop the essential pieces to copy this look below.

There’s Something Very Right About Wearing Head-To-Toe Black

Photo via: @olaizolav

Simple outfits are usually the best, and this one is no exception. For casual winter days, an all-black ensemble looks just right. A sporty puffer jacket and hoodie are elevated with faux leather leggings and flat combat boots. A crossbody bag makes the perfect accessory.

Here’s My Uniform for Winter Weekends

Photo via: @boskina

Weekend outfits are all about comfort, which is why I’m loving this relaxed look. Wide-leg jeans and a simple grey sweater are casual and effortless to wear around the house, and add a pair of black combat boots when you’re heading out. A brown beanie keeps you cozy and warm and gets you off the hook for doing your hair. This outfit is so easy to copy and wear on repeat. Shop the essential pieces to recreate this outfit below.

This Cozy Fall Outfit Is All I Want to Wear

Photo via: @filippahagg

I love seeing outfit inspiration that’s easy to copy and this is the perfect example. A camel teddy coat, a pair of black leggings, a simple black sweater, and a pair of flat black ankle boots makes an ideal outfit for running errands or meeting up with friends. It’s the perfect casual look that will keep you warm and cozy even on the chilliest days. 

These Over-the-Knee Boots Have My Attention This Season

Photo via: Style Du Monde

After seeing this incredibly cool street style outfit from model Adut Akech Bior, over-the-knee boots moved quickly to the top of my must-have list. Whether with a classic blazer and leather skirt or with a chunky sweater and leggings, a pair of tall boots are guaranteed to elevate any fall or winter outfit. I rounded up 25 of my top over-the-knee boot picks below.

I’ve Found the Easiest Fall Outfit Ever – and it’s So Stylish

Photo via: @whatemwore

This look is my new fall uniform – just reach for a pair of black leggings and a beige sweater for lounging around the house. If you’re going out for errands or meeting friends, add a faux leather jacket and a pair of flat black ankle boots. It’s simple, minimal, and comfy. Add a black crossbody bag for your essentials and you’re all set.

I Love This Easy Way to Dress a Blazer Down

Photo via: @byellenanna

Blazers don’t need to be all business – they’re a great layering piece for fall and can look just as casual as they are work-ready. This outfit is a great example of how to dress this piece down – a brown blazer looks relaxed with black leggings, a beige turtleneck, flat black ankle boots, and a black beanie. This casual-chic outfit is perfect for weekends.

The Best Square-Toe Boots for Fall

Photo via: @reikenen_official

Of course, we're all fans of the leather boot, especially as fall and winter roll around. Instead of the classic pointed-toe silhouette, we're opting for the revamped square-toe iteration, as seen all over social media. From camel hued to stark black, these are the 25 square-toe boots we're shopping for next season.

PS: The Shopbop Fall Event sale is on! Get up to 25% off with code FALL20.

A Cool Way to Style Your Black Shorts

Photo via: @sarahdescho

By this point in the summer we’ve already worn all of our usual combinations, so we’re always in search of a fresh way to style our favorite pieces. Take a classic pair of black shorts, for example. This outfit takes closet basics and gives them a new twist. A white button-down shirt, flat black boots, and a slouchy clutch breathes new life into a summertime staple and gives you a new look to wear for the rest of the season.

This Chic Outfit is Perfect for Everyday

Photo via: @zinafashionvibe by @particularanglevision

Whether you’re walking the dog or going to meetings, we’ve found the simplest, chicest Instagram look to copy. Our current obsession for everyday wear is this look by Zina Charkoplia that manages to look cool and polished at the same time. Her oversized blazer, basic white t-shirt, jeans, and flat ankle boots are easy pieces to add to your closet and wear anytime.

We Love How Chic this All-Black Outfit Looks

Photo via: @soniaheartsfashion via @street_style_paris

Basic black is anything but boring when you buy great pieces and pair them together. We’re currently loving this easy all-black look with black jeans, flat ankle boots, a long black jacket, and a sleek bag. It’s perfect for shopping, errands, or hanging out on the weekends.

Emma Stone Wears an Easy Casual Winter Look

Photo via: Popsugar

Emma Stone is no stranger to wearing enviable outfits, but unlike red carpet gowns, this is one look we can easily recreate and wear in real life. She looks comfortable and casual in skinny jeans, a black wool coat, a cozy grey sweater, flat ankle boots, and a chic scarf. We’ve rounded up all the pieces you need to get this easy outfit yourself.

The Cool-Girl Way to Wear Florals

Photo via: @nadiaanya_

Influencer, Nadia Anya, has the perfect solution for keeping florals from looking too precious. We love her street style look that pairs a pretty floral skirt with a dark palette and edgy pieces. Her combat books, chunky black turtleneck, and leather moto jacket are giving us all the downtown vibes we need to start shopping so we can get this look ASAP.

How to Make a Simple Sweater Stand Out

Photo via: @speak_style

We all love our wardrobe staples and a cozy black turtleneck is one of our faves. Basics don’t need to be boring though – we love this street style look that elevates a simple sweater with a plaid blazer and faux leather pants. This combo kicks things up a notch for a look that’s casual and cool but stands out at the same time.