Oversized Sunglasses: 5 Best Styles for Men

by Roda Novenario
Man with tattooed arms, wearing white shirt, jeans, and oversized sunglasses

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Hollywood’s leading men are all over the oversized sunglasses look! Think Cary Grant in North by Northwest. Or Brad Pitt out on the red carpet. Or George Clooney being classic George Clooney.

You can easily include these sunglasses in your accessories rotation. All it takes is the right aesthetic and the confidence to pull them off! 

What Makes Oversized Sunglasses So Cool?

If I still need to make a case for oversized sunglasses for men, then let me take you back to the golden age of Hollywood. During this era, the winning look was that of sophistication. Glamour was a requisite if you wanted to romance the likes of Audrey Hepburn, Vivien Leigh, and Elizabeth Taylor on screen.

At the same time, hints of modernity were already seeping in. Screen rebels ignited curiosities and broke the mold of what it meant to be a Hollywood leading man. The likes of Marlon Brando, James Dean, and Humphrey Bogart come to mind. 

And oversized sunglasses were breaking the mold, too! Male celebrities and style-mongers began embracing these sunglasses, breaking away from the usual eyewear look for that time. 

Oversized sunglasses are stylish, sure, but they also offer benefits beyond that. They’re bigger, so your eyes get full UV protection coverage. Likewise, these sunglasses help add balance to your facial features. Oversized sunglasses can add definition or soften strong features. 

Today, oversized sunglasses are style staples you see on aesthetically adventurous celebrities, such as Timothée Chalamet and Pedro Pascal. 

Try these sunglasses out for yourself! And if you’re unsure if oversized sunglasses are for you, you can use virtual try-on first to see if they fit your vibe.

The Oversized Square Sunglasses

Strong, no-nonsense, confident… oversized square sunglasses can add or highlight these qualities. The pronounced angles of these sunglasses contrast with soft facial features and work great for rounder faces.

Left: man in casual outfit wearing oversized Ray-Bans; right: Ray-Ban RB4264
Ray-Ban RB4264 Sunglasses

Your Eyewear For This Look: Ray-Ban RB4264

The Ray-Ban RB4264 are classic Ray-Bans; they’re oversized, full rim, and very cool. The lenses are polycarbonate and Chromance. Chromance lenses have six layers of anti-reflection treatment and are designed to improve color and contrast. They’re perfect for the sporty and outdoorsy man. 

Just take it from a couple of verified EZContacts customers, who were both big fans of these sunglasses. 

Charles B. says: 

“Sweet looking sunglasses. Nice fit for my larger than average head. Light weight with great lenses.”

Same with Wayne J., who claims: 

“Awesome sunglasses with color chrome lens (exceptional) provided by one of the best online companies.”

How to Wear These Sunglasses

These sunglasses go with practically anything. Go sporty or casual. Jersey, T-shirt, loungewear… these Ray-Bans can work with all those looks. Or, bring out your denim jacket to match the black frames

For celebrity inspiration, look to Ryan Gosling and Brad Pitt, who wear similar sunglasses all the time!

The Aviator Reimagined

Aviators are classic men’s eyewear that should be in everyone’s accessory cabinet. They’re like the Swiss Army knife of sunglasses; bring them out and wear them if you want reliable sun protection. Making you look instantly cool is a welcome perk!

Left: Man in green printed shirt and light blue shorts wearing oversized aviators; right: Hugo Boss Boss 1296/F/S
Hugo Boss Boss 1296/F/S Sunglasses

Your Eyewear For This Look: Hugo Boss Boss 1296/F/S

The frames on the Hugo Boss Boss 1296/F/S are semi-matte Dark Ruthenium, with double bridge and adjustable nose pads, leading to a comfortable fit! What’s more, the lenses are polycarbonate and prescription-capable.

How to Wear These Sunglasses

Well, you can go all out with the aviator theme by wearing a pilot or flight jacket. If that’s too obvious, any casual outfit works. Jeans, a button-down shirt, and a pair of sneakers are a good choice. Otherwise, wear these with formal wear to add a cool contrast.

For celebrity inspiration, turn to Tom Cruise (of course!) and Robert Downey Jr., who have been seen in aviators. 

The Round/Oval Sunglasses

This is the eyewear for the free-spirited and bohemian man. Because, of course, what else can you expect from an eyewear shape that’s forever associated with John Lennon? With oversized round/oval sunglasses, you can enjoy a modern twist on this iconic eyewear.

Left: man lounging on a beach, wearing oversized sunglasses; right: Prada Linea Rossa PS 54ZS
Prada Linea Rossa PS 54ZS Sunglasses

Your Eyewear For This Look: Prada Linea Rossa PS 54ZS

There’s something so chill about the Prada Linea Rossa PS 54ZS. I’m drawn to wearing them as I enjoy an ocean view while drinking my mojito. The frames are metallic silver; the temple arms are rubberized black. The lenses are gradient gray and can be upgraded to prescription lenses.

How to Wear These Sunglasses

These oversized round/oval sunglasses pair perfectly with casual outfits. Beachwear, a Hawaiian shirt, or a light-colored two-piece tailored suit? Cool! Those work. 

For celebrity inspiration, another Johnny comes to mind here: Johnny Depp. He offers a more relaxed and modern take on oversized round/oval sunglasses. These sunglasses suit the likes of Johnny Depp so well because they soften his angular face. 

The Oversized Rectangular

Want optimal eye coverage that adds some mystery to your persona? Oversized rectangular sunglasses are exactly what you need. Think Keanu Reeves in The Matrix. You walk through the world untouched and untouchable. An enigma, so to speak.

Left: man in punk rock outfit, wearing oversized sunglasses; right Maui Jim Lighthouse
Maui Jim Lighthouse Sunglasses

Your Eyewear For This Look: Maui Jim Lighthouse Sunglasses

Named after Hawaii’s first lighthouse, these Maui Jim LIGHTHOUSE sunglasses are so impressive, they should be the standard for rimless sunglasses! They come with Maui Jim’s proprietary PolarizedPlus2® lenses, which provide some of the best UV blocking and glare reduction. They’re durable and ultra-light, too!

Joseph S. sang these sunglasses’ praises:

“Lightweight, durable, great looking and the best sunglass lenses known to mankind. What more could one ask for at this unbeatable price?!”

How to Wear These Sunglasses

Trenchcoat and an all-black outfit? Sure, why not? How about a goth or punk rock look? That works too. But really, you could be wearing your office wear or your go-to casual wear for everyday errands. Add these frames into the mix and you’re punk rock!

For celebrity inspiration, think Antonio Banderas, David Beckham, and, of course, Keanu Reeves. Oversized rectangular sunglasses are great for adding balance to long, angular faces.

The Sporty Sunglasses

This one’s for the adventurous and active! Sporty oversized sunglasses are typically wrap-arounds. They’re light and don’t get in the way of a great game or an amazing day out running! If you’re living your best life, it’s always great to have sunglasses you can rely on for coverage and protection.

Left: man in tank tops and shorts, wearing oversized sunglasses; right: Adidas Sport SP0011 42575
Adidas Sport SP0011 42575 Sunglasses

Your Eyewear For This Look: Adidas Sport SP0011 42575 

Sporty can also be interesting! That’s the vibe of the Adidas Sport SP0011 42575 sunglasses. Their rose crystal frames offer a light contrast to their brown mirror lenses. This is playful eyewear that protects. 

How to Wear These Sunglasses

Put on your gear, whatever it may be. Gym shorts and tanks. Color-coordinated moisture-wicking tennis shirt and shorts. Your favorite hiking or rock-climbing wear. The crystal rose frames of these sunglasses match your sports outfit’s aesthetics!

For celebrity inspiration, the likes of LeBron James and Lionel Messi have been seen sporting oversized sunglasses. 


TL;DR 

  • Oversized sunglasses are not just staples in women’s eyewear. Hollywood’s leading men are on this trend too, and they’re looking fine!
  • Try oversized square sunglasses if you want to add balance to your softer/rounder features.
  • Aviators are classics and go with whatever’s in your closet.
  • Oversized round/oval sunglasses lend a bohemian, free-spirited vibe.
  • Exude mystery when you wear oversized rectangle sunglasses.
  • Come out and play with sporty oversized shades!

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