I have remained pretty loyal to the same aesthetic since I was a teenager. When it comes to my personal style, one might label it classic meets minimalist with a fashion-forward twist. That said, I don't see myself veering much from this lane as I get older. It's for that very reason that I like to make mindful purchases knowing that I am likely to wear the pieces for many years to come.
Now, this doesn't mean that I don't like to indulge in trendy picks from time to time. I just like to stick to my comfort zone, which is full of elevated basics like button-downs, T-shirts, and jeans; perennial layers like trench coats and neutral blazers; and comfy yet chic shoes like ballet flats and slingback heels. When it comes to investment pieces, I like to splurge primarily on sweaters and bags. With that in mind, keep scrolling to see 31 timeless picks that I will be loving just as much in my 60s as I do now.
An oversize button-down has so many styling possibilities.
This tote comes in handy for everything from getting groceries to beach days.
Obsessed with this striped dress.
Comfy shorts are always a good idea.
I love a good trench coat for layering.
Classic ballet flats are perfect for everyday wear.
Black-and-white striped tees will never go out of style.
An easy staple for spring and summer.
Straight-leg jeans are a quintessential denim style.
These pair well with trousers, dresses, and denim alike.
Just wait until you see the back.
Sweaterdresses will always make for easy dressing.
I will always reach for a pair of cool black sunglasses.
Forever an elegant choice.
A great linen blazer is welcome no matter the decade.
Stylish yet cozy sandals are staples.
A sleek black skirt is a no-brainer.
I will wear dreamy sweaters until my dying day.
This tote bag is a definite investment, but it will last a lifetime.
Butter yellow is a personal favorite.
This shirtdress is great for everything from the office to dinner.
Classic jeans can be styled a variety of ways.
Tennis dresses are a weekend go-to.
Camel sweaters are a forever classic.
I can picture my future self on a weekend stroll in this jumpsuit.
I could live in this.
This will turn heads.
You can't go wrong with simple black loafers.
This chic button-down is under $50.
Pajama sets with contrast piping are stylish no matter your age.
I always like to keep a basic black T-shirt on hand.
-
My Mom's 63, I'm 29, and We Both Love Zara and Madewell—Here Are 33 Pieces We're Both Eyeing RNThey're ageless, timeless, and modern.
-
Forget Flats—Everyone With Good Taste Is Wearing These Boots With Jeans and a JacketPut these on your shopping list.
-
I Just Saved $1200 By Shopping This Viral COS Sweater Instead of Its Designer ReferenceGirl math.
-
My Mom Is in Her 50s and Asked Me for Fashion Advice—8 ChicReplica Store Outfits I Put Together for Her Under $425Outdated prints and "ugly" shoes included.
-
Fashionphile's Done the Research: These Are the It Bags of 2025The 2025 Resale Report is here.
-
This Is the Luxe Fall Shoe Trend Every Fashion Person Is Already Wearing on RepeatCount these inspo pics as proof.
-
Breaking: Julia Roberts Wore This Clashing Bag Color With Black Flats, and the World Didn't EndI'm totally copying this.
-
Fashion People Have Been Waiting for the Alex Eagle x J.Crew Launch—29 Chic British-Meets-American Pieces Worth Scooping Up NowWait until you see the sneakers.
