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How to Choose the Best Glasses for Your Face Shape: One Near-Sighted Woman's Search for Genuinely Chic Eyewear

Writer's picture: The Shampoo LoungeThe Shampoo Lounge

Finding the perfect pair of glasses can be a daunting task, especially when you’re trying to balance style with functionality. As a near-sighted woman, I understand the struggle of finding eyewear that not only corrects my vision but also complements my face shape. It’s about more than just prescription lenses—it’s about finding frames that enhance your features and make you feel confident. Whether you have a round, square, oval, or heart-shaped face, certain styles can accentuate your natural beauty. In my search for chic yet practical eyewear, I’ve learned that the right pair can make all the difference in both how you see the world and how the world sees you.


I’ve always had trouble with glasses. While I find them adorable—even chic!—on other people, I’ve long felt that once I put on a pair, my look becomes very “finals week,” very quickly. For years, I tried to turn a blind eye to the whole thing, blithely waving at strangers and squinting at street signs. But it was only a matter of time, I knew, before I had to succumb to spectacles. (Also: Because I’m not one for touching my eyes, contacts were a non-starter.)


So, I gave myself a mission: If I was to become a glasses person, I simply needed to find the best pair out there.


We’ve seen how they can be a powerful, even evocative accessory. (Meryl Streep has practically made a career out of the dramatic handling of eyewear.) And there’s never been a shortage of design-forward options—just look at the spring runways, where sultry little spectacles abound.


To wit: Just last week, the Khaite show accessorized chunky knits, smart trousers, and tailored jackets with ascot caps, sharp handbags, and a sprinkling of elegant eyewear. As Vogue Runway Director Nicole Phelps wrote in her review, designer Catherine Holstein’s success at Khaite comes down to how good she is with product.


“Look around at the front rows during fashion month and a good percentage of women will be wearing her Nevada boots,” Phelps wrote, “others are carrying her Simona shoulder bag, or wearing her jeans.” Now, Khaite has added optical eyewear to its collection of covetable staples.


Created in collaboration with the heritage eyewear brand Oliver Peoples, which also helped to launch Khaite’s debut sunglasses collection in the fall of 2023, the new line is made up of six styles in all, featuring three pairs of opticals: two cat-eyed silhouettes (one in metal, the other in a bold acetate) and a ‘70s-inspired oversized pair. Eagle-eyed fashion folk may recognize the golden corewire that runs the length of the frame as a nod to the hardware in Khaite’s bags.


All three styles feel like a natural extension of Khaite’s signature cool-but-wearable look. “There’s a quiet confidence to opticals, a refinement that is part of your daily uniform,” Holstein tells Vogue. “We wanted these frames to feel inherently Khaite—understated and intentional.”


My vision may be blurry, but even I can see that there has never been a better time to give glasses a go. I traveled to Oliver Peoples’s Madison Avenue shop to try some on. Below, the best tips for choosing truly inspired eyewear.

Consider your face shape

There’s a bit of a science to choosing your ideal glasses shape—though it’s a deeply individual practice.


George Lee, who has worked with Oliver Peoples for 12 years, breaks down the formula for selecting the most flattering eyeglasses for different face shapes. It’s all about balance: While those with triangular faces—characterized by a wider forehead and smaller chin—should opt for smaller frames, a narrower forehead and wider jawline are well served by larger frame. Similarly, if you have a square face, Lee suggests picking frames that are a bit rounded, to give your visage a touch of softness; and for round faces, square-shaped glasses will give your look greater definition.


…and your eyebrows and coloring

Generally speaking, you don’t want your glasses to obscure your brows: Ideally, the top of the frame will follow the brow bone and fall slightly below your eyebrows. As far as your coloring goes, the rule of thumb is to try to create contrast, but if you’re new to the optical game, something classic—say, a relatively thin oval or soft square acetate frame in black or tortoiseshell—will do just fine.



Your prescription matters

If you are blessed with a lower prescription, your frames can come in virtually any size or style. Higher prescriptions, on the other hand, narrow the field a bit, tending to require smaller frames with thicker edges.


Limit your distractions

Lee is careful about how many frames he shows each client; he doesn’t tend to pull more than 10-12 in total, so as not to overwhelm them with options. He also thinks it’s best to try glasses on solo, rather than choosing by committee. (Selfies, however, are fair game, and I’d suggest industriously circulating all options among your trusted council.)




Personal style is paramount

Just like clothing, eyewear is ultimately an extension of your taste and style: What makes a pair of glasses “good” comes down to what makes you happy. In my case, I followed Lee’s step-by-step guidance and selected a pair of delicately rounded specs that gave my brows plenty of room to breathe and balanced out (but didn’t overwhelm) my oval-shaped face. Their color—tortoiseshell with an ivory interior—played off both my lighter complexion and dark hair. Looking at my reflection, it was the first time I’d ever felt like myself in a pair of glasses.


“Eyewear is about how you want to look as well as what’s flattering,” Lee told me at the end of our tutorial. “If you can combine that with what works aesthetically, it really hits.”






Article taken from Vogue

Article written by Jessie Heyman

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