7 Basics I Wear to Make My Outfits Feel Cooler

Let’s just get this out of the way first—you should always wear whatever you love and what makes you feel the most comfortable. When you do that, nobody’s outfit can ever truly be “cooler” than yours. However, as someone who’s worked in fashion for 10 years and shops all the time (oops), I’ve come to the recollection that there are a few key pieces—“basics” in my wardrobe—that do tend to amp my vibe up whenever I wear them.

These items have become staples in my wardrobe because they not only embrace my personal style and empower me, but they also tend to get a compliment or two from others whenever I wear them—win-win. So it’s these must-haves I return to again and again to make me feel “cool.” Okay, enough from me, let’s get to some visual inspiration. Keep scrolling to check out the seven fashion items and accessories that make my outfits feel cooler (modeled on some of my favorite fashion people), and shop them if you’re interested in testing them out for yourself.

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1. Moto Jacket
(Image credit: @aninebing)

I’ve gone over this before, but to me, a moto jacket is the simplest way to make literally any outfit feel cooler thanks to its “downtown” nature.

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2. Sneakers
(Image credit: @carodaur)

While booties and heels also get the job done, adding sneakers to your vibe brings that no-fuss feel to an ensemble.

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3. Silk Scarf
(Image credit: @ada_oguntodu)

Sometimes it’s just about the details, like adding a silk scarf to amp up a look.

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4. Statement Bag
(Image credit: @ninasandbech)

I always have an interesting bag on hand to accentuate my outfits—whether that’s a bright stunner like this one or a more subtle clutch. 

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5. Jeans
(Image credit: @tamumcpherson)

Like a moto jacket, going for skinnies or straight-leg jeans instead of trousers give off that desired laid-back feel.

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6. Unique Belt
(Image credit: @darjabarannik)

No perfect outfit is complete without the right extras. I never forget about a belt to tie my cool look together. 

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7. Hoodie
(Image credit: @jessicaminkoff)

Okay, first off, every piece of this wardrobe is cool—but it’s the hoodie I’m going to touch on most because like a moto jacket and jeans, the slouchy knit just embodies a pared-down cool vibe. 

Next, check out another cool piece to add to your wardrobe

Bobby Schuessler
Market Director

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retialers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.