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.

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 Plaid Blazer is a Fall Style Essential

Photo via: @venitaaspen

Getting dressed in the fall is easy when you have the right basics and a plaid blazer is one of those key pieces. Dress one up with a button-down shirt and trousers while you work from home, wear one with faux leather pants and booties for a night out, or try a dressed-down version like the one we see here. A combination of cargo pants, sneakers, and a hoodie proves that this traditional piece is just as versatile as it is chic.

How to Bring Your Denim-On-Denim Look to the Next Level

Photo via: Style Du Monde

Come spring we often reach for our favorite denim-on-denim looks, which we tend to keep casual with sneakers or flat sandals. But, after seeing this inspiring street style shot of Annina Mislin, we plan on dressing up our usual classic denim shirt and straight-leg jeans combo with a plaid blazer, layered necklaces, top-handle bag, and strappy black sandals.

How to Transition Your Shorts from Winter to Spring

Photo via: @ariviere via @eva.espresso

We get it – you’re over winter and are ready to break out your spring clothes, but it’s not quite time yet. That’s why we love this street style look that lets you wear your shorts while staying warm and stylish. The secret is to stick to fall/winter pieces like a camel turtleneck, a plaid blazer, and knee-high boots. We love the leather shorts in this look that aren’t too summery, yet look just right for this time of year.

PS: There's a major Shopbop sale going on—Get up to 25% off with code SPRING.

The Cool-Girl Way to Wear Combat Boots This Season

Photo via: @mariecher

If you're anything like us, you've either been wearing, or at least considering, a pair of cool combat boots. Russian Instagram muse, Maria Chervotkina, shows us a cool way to wear the boots this season, and the best part is you may already have most of the pieces in your closet: a brown plaid blazer, cropped raw-hem white jeans, and Dr. Martens boots.

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.

This Layered Street Style Outfit Is the Epitome of Chic

Photo via: Vogue Paris

We love a great layered look for fall and winter and this street style star masters the art impeccably. To get this polished look you'll need a long trench coat, beige sweater, plaid blazer, flared jeans, and croc-effect ankle boots. Make sure to tie the sweater over your shoulders just so and to scrunch up your trench coat and blazer sleeves.

Wear This Classic, Chic Look on Repeat

Photo via: @speak_style

A great outfit is worthy of repetition and this street style look is one of those gems. We love this preppy yet relaxed look that’s easy to pull together, comfortable enough to wear anywhere and looks totally polished. Pair skinny black jeans with a simple sweater in a neutral tone and a plaid blazer. Add white sneakers to give it a relaxed vibe, and you’re good to go. Put this chic look together by shopping our top picks below.

A Cool Way to Wear a Plaid Blazer for Fall

Photo via: Collage Vintage

We're not getting off the plaid blazer bandwagon just yet. While the checkered jacket style is still riding high as a bonafide trend for fall, the piece is undoubtedly a classic. We love how Lucy Williams wears her checkered plaid blazer with a graphic tee, a net bucket bag, cropped black jeans, and black kitten heel suede booties.

These Chic Plaid Blazers Make an Easy Fall Outfit

Photo via: @thestreetpie

We love a great piece that you can throw on and go, and this season, the plaid blazer is exactly what we’re looking for. We love this business casual street style look spotted at Paris fashion week and can’t wait to add a tweed jacket of our own to top off jeans and sneakers or pencil skirts and heels for the office. Either way, this menswear-inspired topper will become a closet hero. Shop our favorite plaid blazers below.