Lately, I've noticed an uptick in the number of classic outfits landing on the fashion set. I attribute it to the impact the pandemic has had on our closets—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, oversize leather jackets, Y2K style, high-impact colors, 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 arsenal 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.
Button-Down + Blazer + Jeans + Flats
These closet staples are the perfect pieces to throw together, no matter where you're headed. Try the outfit with loafers, as spotted here.
If you prefer ballet flats over loafers, here's another great blazer look to replicate.
A crisp button-down is a must-own piece.
Head to The Frankie Shop for great suiting.
Levi's are timeless and affordable—win-win.
These loafers are the definition of quiet luxury.
Crew-Neck + Midi Skirt + Knee-High Boots + Outerwear
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.
I like the idea of mixing up the outerwear between 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 spring.
Mango always stocks great trenches.
These Veronica Beard boots are so good.
Sleeveless Turtleneck + Trousers + Heels
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.
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.
Look for wide-leg shapes right now.
Modern classics.
Slip Dress + Blazer + Heels
For an evening look, opt for a satin slip dress, then throw on a blazer and heels to finish the outfit. The jacket adds a great tailoring element to pull it together.
Keep it simple, but play around with patterns and textures.
The slip dress to invest in that's sitting at the top of my wish list.
Mango just landed onReplica Store.
Beauties.
Button-Down + Jeans + Retro Sneakers
The styling possibilities of a great button-down are endless.
Just add retro sneakers for a casual yet pulled-together look.
Bonus points for an oversize fit.
Stick with a straight-leg cut.
Converse are everywhere right now.
Denim Shirt + Jeans + Boots
Double denim never goes out of style. Pair a denim shirt with jeans, then add black boots.
How to pull off a comfortable weekend look that still feels intentional.
A classic.
To pair with the above shirt.
Non-basic black ankle boots.
Striped Shirt + Trousers + Sunglasses + Jewelry
Yet again, button-downs prove their versatility. Add trousers, sunglasses, and a watch and you're ready to go.
A striped top lends a cool preppy vibe to the look.
I can confirm that this HommeGirls shirt is excellent.
Finished with the perfect hem length.
Team Wayfarers.
A stunning investment piece.
Next: 39 Luxury Fashion Pieces That Are Low-Key, Ultra-Luxe, and Peak Cool
-
5 Street Style Trends From Milan Fashion Week That Will Be Everywhere This FallTake notes.
-
Everyone With Good Taste Is Styling Jeans With This Specific Jacket Style Right NowYou probably already own it.
-
It's Here: The It-Girl Way to Wear a Sweater in 2025Kendall Jenner just solidified it.
-
Cooler Than a Trench—This Coat Trend Is Quietly Taking Over for FallRich b*tch vibes.
-
Sorry to the Black Pieces in My Closet—I'm Obsessed With This Equally Chic, Classic Color for FallFashion people from London to Paris agree.
-
Cooler Than Leggings—Everyone With Good Taste Is Wearing This Casual Outfit Combo This FallCount us in.
-
Suddenly, Everyone With Good Taste Is Styling Their Fall Outfits With This Shoe TrendSee the proof inside.
-
This Dated Denim Pairing Is Suddenly the Chicest Way to Wear Jeans for Fall 2025Easy and stylish.
