13 Tricks to Looking Stylish While Staying Comfortable

For the past few seasons, fashionable ladies everywhere have traded in their stilettos for a pair of stylish sneakers. In an effort to prolong the life of this comfort-first mindset that’s currently trending, we thought we’d round up different ways to look stylish while staying comfortable. Scroll down for 13 outfit ideas, and shop your favourite pieces at the end!

Trick #1: A statement sweatshirt says a thousand words.

Photo:

Vanessa Jackman

Instead of reaching for an ordinary, solid sweatshirt, pick one with a cheeky phrase to give your outfit personality. Finish the look with a bright coat swung around the shoulders and a cool pair of sneakers.

Trick #2: It’s true: Blankets are trending.

Photo:

The Urban Spotter

Thanks to the fall runways, especially Burberry Prorsum and Etro, blanket coats are back in style. We love how Pernille Teisbaek of Look De Pernille wore hers with jeans and over-the-knee boots.

Trick #3: Pajama pants are totally acceptable.

Photo:

Stockholm Street Style

If you’re doing the comfortable pants dance, style them with an It-girl jacket and sleek accessories.

Trick #4: Sweat(s) it out.

Photo:

A Love is Blind

Encouraging you to wear sweats in public might sound silly, but follow how this street styler wore hers and you’ll love the look in no time. She paired her sweats with a structured blazer, striped top, and crisp white sneakers for a cool, contemporary outfit.

Trick #5: Love your layers.

Photo:

Gastro Chic

Transition into fall by wearing all of your most comfortable pieces together. We suggest a camel coat paired with a cardigan and band tee. Oh, and don’t forget the trainers!

Trick #6: Printed coats do wonders.

Photo:

Collage Vintage

Even if you’re sporting a t-shirt, jeans, and sneakers, a printed coat will instantly elevate your look. Proof shown above!

Trick #7: Sneakers, sneakers, sneakers.

Photo:

Gastro Chic

We know you’re already aware that you can wear your sneakers outside of the gym, but we thought you might enjoy a little outfit inspiration, courtesy of Giovanna Battaglia.

Trick #8: Stay in your hood.

Photo:

Vanessa Jackman

Tuck your hair into a stylish zip-up hoodie and try an orange-red lip. Trust us.

Trick #9: Become a monochrome maven.

Photo:

Gastro Chic

If you’re layering multiple comfortable pieces, try choosing separates in the same hue to give the look uniformity.  

Trick #10: Ditch the suit.

Photo:

Stockholm Street Style

Searching for a comfortable outfit you can wear to the office? Try this: Snag a matching set in a sophisticated fabric and colour, and polish the look with smart accessories, like a top-handle bag and loafers.

Trick #11: The non-gym gym look.

Photo:

Stockholm Street Style

Even if you’ve avoided Pilates for the last six months (preach!), you can still rock a non-gym gym look. Wear a sporty zip-up underneath a statement sweatshirt, and swing a cross-body bag over your shoulder.

Trick #12: A furry scarf is your best friend.

Photo:

Gastro Chic

If you’re going to wrap a scarf around your neck, pick one that’s incredibly soft and delightfully furry. 

Trick #13: Half-tuck your way to success.

Photo:

Athens Street Style

We are big fans of the half-tuck here at Who What Wear, and that goes for outfits that involve relaxed pieces, like slouchy tees and drawstring pants!

Keep scrolling to shop our favourite comfortable pieces!

 

 

 

Zara Floral Print Top ($60) and Trousers ($60)
Wear this matching set as a suit.

Topshop Fisherman Beanie ($22)
We never met a knitted beanie we didn’t like.

Tibi Daria Herringbone Track Pants ($295)
Say hello to your soon-to-be favourite pair of pants.

SWETC Sydney Embellished Jersey Sweatshirt ($225)
If you’re wearing a sweatshirt, it might as well have dainty embellishments on it, right?

Mango Cupro T-Shirt ($35)
Simply put: This t-shirt is the bee's knees.

Madewell Awning Stripe Scarf ($40)
We want to wrap ourselves up in this large striped scarf.

French Connection Kazan Check Coat ($388)
A bright printed coat is the perfect complement to a t-shirt and jeans combo.

Basic Terrain Army Pants ($180)
Fun fact: Joy Bryant designed these pants.

AG Adirano Goldschmied The Beau Jean ($205)
Half-tuck a lightweight sweater into these slouchy jeans.

adidas by Stella McCartney Dorifera Feather Sneakers ($160)
We’re obsessed with these bright sneakers.

Acne Studios Bit Fleece Sweatshirt ($350)
Who knew a hooded sweatshirt could be so chic?

 

How do you look stylish while staying comfortable? Share your tips in the comments!