Posted on: October 25, 2023 Posted by: Comments: 0

Lately, I’ve noticed an uptick in the number of classic outfits landing on the fashion set. I attribute it to the impact two years of lockdowns had on our wardrobes—fewer occasions to wear trendy items and a larger focus on buying great staples and investment pieces. But that isn’t to say that trendy fashion is fading away. Micro miniskirts, oversized leather jackets, Y2K style, high-impact colours and a fresh crop of micro-trends are in full force for spring.

No matter where you land on the trend-adoption spectrum, though, it’s always a great idea to have an array of timeless looks on standby. With a small collection of wardrobe capsule pieces, you can create a number of polished, easy looks that work season after season. It all comes down to some simple styling ideas. Ahead, see the best classic outfits to wear now.

Style Notes: These wardrobe staples are the perfect pieces to throw together, no matter where you’re headed. Try the outfit with loafers, as spotted here.

Style Notes: If you prefer ballet flats over loafers, here’s another great blazer look to replicate.

Head to Arket for great tailoring.

A crisp button-down is a must-own piece.

These jeans are timeless and relatively affordable—win-win.

The loafers that keep selling out.

Style Notes: This midi-skirt outfit feels so fresh, yet I keep seeing it pop up everywhere. It’s a great way to style knee-high boots if you’re looking for an alternative way to wear them in the colder seasons, but right now I’d pair this look with a strappy sandal. 

Style Notes: I like the idea of mixing up the outerwear with a trench or a biker jacket—each lends a completely different mood to the look.

The building-block piece.

The classic silhouette that will be everywhere this winter.

COS always stocks great trenches.

Reformation gets it right every time. 

Style Notes: Sleeveless turtlenecks are having a moment but are the ’90s staple that will never go out of style. This look couldn’t be simpler or more perfect.

Style Notes: It doesn’t get easier—or chicer—than this.

If you want investment staples that will last forever, Wolford should be the first place you turn.

Elevate any outfit with a pair of tailored trousers. 

Make no mistake—slingbacks are back. 

Style Notes: For an evening look, opt for a satin slip dress, and then throw on a blazer and heels to finish the outfit. The jacket adds a great tailoring element to pull it together.

Style Notes: Keep it simple, but play around with patterns and textures.

You’ll get so much wear out of this slip. 

Another way to wear your staple blazer. 


Style Notes: The styling possibilities of a great button-down are endless, but when in doubt, you can’t go wrong reaching for your most-loved jeans.

Style Notes: Just add retro trainers for a casual yet pulled-together look.

The perfect blue hue.

Look at that fit!

Baseball hats seem to be cropping up a lot lately.

Converse are just as cool as ever.

Style Notes: Double denim never goes out of style. Pair a denim shirt with jeans, and then add black boots or sandals. 

Style Notes: How to pull off a comfortable weekend look that still feels intentional.

A classic.

To pair with the above shirt.

You’d never guess these were from the high street. 

Style Notes: Yet again, button-downs prove their versatility. Add trousers, sunglasses, and a watch, and you’re ready to go.

Style Notes: A striped top lends a cool preppy vibe to the look.

A sleek option that’ll never date. 

So easy to dress up or down. 

An all season accessory. 

A stunning investment piece.

Next Up: It’s My Job to Find Amazing Shopping Picks—These 9 New Buys Are Too Good to Miss

This post originally appeared on Who What Wear U.S. and has since been updated.

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