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
-
Looking Stylish This Fall Means Wearing Your Pretty Dresses With This Unexpected ItemHere's how to master the look.
-
Yes, Affordable Cashmere Lounge Sets Do Exist—These Are the 17 Best OnesThese will sell out fast.
-
Anyone Can Wear a Cardigan, But Only Fashion People Wear Them Like *This*Take note.
-
Here's the Comfy Yet Incredibly Chic Boot Style Fashion People Are Already Wearing on RepeatThese make any outfit look more expensive.
-
This Is the Chic Bag Trend Fashion People Swear By Right NowBring on the compliments!
-
These 25 Chic Sweaters From Mango Will Be the Guaranteed Stars of Your Fall and Winter Highlight ReelShop them before they sell out.
-
The 35 Most-Wanted Luxury Buys of Fall 2025, PeriodThe It heels, celebrity-approved handbags, and statement outerwear pieces that are defining the season.
-
These 29 Free People Finds Will Sell Out by November 15Everything we're eyeing (and buying).
