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.
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.
While booties and heels also get the job done, adding sneakers to your vibe brings that no-fuss feel to an ensemble.
Sometimes it’s just about the details, like adding a silk scarf to amp up a look.
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.
Like a moto jacket, going for skinnies or straight-leg jeans instead of trousers give off that desired laid-back feel.
No perfect outfit is complete without the right extras. I never forget about a belt to tie my cool look together.
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.
-
The Chic 2-Piece Outfit Busy Fashion People Always Wear in SeptemberAwkward weather, conquered.
-
This Simple Fashion-Person Approved Layering Technique Changed the Way I Wear My BasicsEffortlessly cool.
-
Goodbye, Bubble Shorts—Everyone Everywhere Is Wearing This "Dated" Pant Trend InsteadHere's how It girls in New York, London, Copenhagen, and more are styling them in 2025.
-
Cooler Than Jeans and a T-Shirt—Everyone With Good Taste Will Wear These 15 Denim Outfits This FallNext time fall styling inspiration runs dry, just reference these looks.
-
Goodbye, Ballet Flats: It Girls in London, NYC, and Paris Are Prioritizing This Fall Flat Shoe Trend InsteadAnd they're styling it like *this.*
-
Every Fall Outfit I Want to Wear This Year (So Far)These looks are the definition of effortless.
-
Everyone Is Suddenly Wearing This Expensive-Looking Item With White PantsSo chic.
-
No One Wears a White T-Shirt Quite Like a Fashion Person—6 Incredibly Cool Looks to Re-Create NowNothing but chic, effortless vibes.
