I love a good trend, but the older I get, the more I've started to lean into the classics. Maybe it has something to do with developing a uniform, or maybe I've just gone down the "Carolyn Bessette-Kennedy style" rabbit hole too many times. Either way, classic staples are a thing I can't (and won't) live without. I like to think of them as the building blocks for any good outfit. Look to any stylish French girl for proof.
That being said, there is a fine line between classic and boring. And in my experience, it's all in the details. I'm talking about a pair of loose trousers with cutouts at the hips, a perfectly slouchy sweater, or a tailored coat in a bold pattern. Finding versatile pieces that you can easily build upon are key. Lucky for you, I've already done the legwork. Keep scrolling to find my top picks.
If you've always loved Annie Hall's timeless style, these high-waisted trousers are for you.
I'm always amazed at how effortless French girls look in a classic blazer.
Remember that kid's book Slinky Malinki about a mischievous black cat? This body-con number is that cat in dress form.
Oh, how I love an aviator frame.
Throw this coat over an all-white outfit to level up your chic factor.
The subtle seaming and the slit make this vegan-leather skirt a standout.
What is it about knee-high boots that makes them so sophisticated?
This is a staple you'll wear again and again.
Obsessed with the styling of this oversize shirtdress.
An LBD is a nonnegotiable when going for a classic look.
This perfect funnel-neck sweater looks so cool with the double-front seam.
Nothing says "classic with an edge" like a pair of strategically cut-out trousers.
I've been enjoying a collegiate look lately, and this sweater fits the bill.
Pair this with some flowy, pleated pants and call it a day.
The jade charm and toggle fastening are a beautiful contrast to the pearls.
I've been dying for a pair of platform loafers, and these are pretty perfect.
A pair of slouchy jeans in a tried-and-true wash is very current.
Put some pep in your step with a bold-hued button-down.
A bodysuit rendition of your classic black turtleneck is super sleek.
This is giving me "Gwyneth Paltrow in Great Expectations" vibes.
My mother-in-law always wears joggers with high-heeled boots or sandals, and somehow, she always looks flawless.
Stripes are starting to pop up all over the place, and honestly, what's more classic? Get ahead of the trend with a boxy pullover like this one.
I love a statement coat for those days when I have no idea what to wear. Put it on over a simple jeans-and-T-shirt look and you're done!
Half-zip sweaters aren't just for dads anymore. I love that this one is cable-knit as well.
When in doubt, put on a pair of gold hoops.
The ruching on this otherwise plain white tee is such a nice detail.
The wide, puffy strap on this classic sandal style gives it a modern twist.
If you thought long-sleeved dresses couldn't be sexy, think again.
Up Next: Just an Observation: My Favorite Stylish Women All Rely On These 5 Staples
-
Cozy Cashmere! Sleek Suede! Dark Denim! 32 Affordable Fall Pieces You’d Find In A Wealthy Person’s ClosetOh, did I mention they're under $250?
-
Dark-Blue Jeans Are Definitely "In" for Fall 2025, But so Is This Other Elegant Denim WashTrust us–you'll want to include it in your cold-weather wardrobe.
-
This Dated Denim Pairing Is Suddenly the Chicest Way to Wear Jeans for Fall 2025Easy and stylish.
-
I Work in Fashion—These Are the 10 Fall Investment Pieces I *Know* Are Worth ItSee what made my list.
-
My Mom Only Shops Affordable Fashion—I Sent Her These 27 Chic Rich-Looking Pieces for Fall 2025Everything is under $100.
-
Everything Who What Wear Editors Saw, Wore, Did, and Ate During NYFWLet's dive in, shall we?
-
Paris Hilton's World: Her Pink Motorola Razr, Favorite Y2K Looks, and What 11:11 Media Means to HerA glimpse into the life of this savvy entrepreneur.
-
My Mom Only Shops at T.J. Maxx and Marshalls—Here's What She Sent Me to Buy for Fall 2025She had me at under-$100 Uggs and Levi's.
-
The New Elite Way to Shop Is Off the Grid and Invite OnlyIf you know, you know.
-
I Just Started Investing—31 Chic Pieces That Will Have Me Dressing the PartEffortless and elevated is the goal.
