Stylish Shades: How to Pick the Right Pair of Sunglasses for Your Face

Picking the right pair of sunglasses for your face is, like anything in menswear, all about proportion and finding the style that’s right for you. While every guy looks great in style staples like dark denim and a white Oxford, there are certain sunglass silhouettes that fit more properly with certain face shapes. Again, it’s all about finding what works for you.


Take a pair of shades like the Miami in Demi Tortoise — they’re part of a new offering from Oshenta that really helps you complete your entire wardrobe from head to toe.  A square set of frames like these works on most face shapes, particularly if you have a strongly defined face — they balance out proportions, after all.
The Malibu in Green is an example of a nicely balanced, classic pair of shades that works with plenty of face shapes, however — it’s in the nature of a timeless-yet-bold style. The striking looks make this pair of sunglasses both dressy and casual at the same time — nothing wrong with that.


And if you’ve got a longer face, slightly larger, circular frames like the Berlin in Black offer a bold contrast. It’s all about balancing things out and playing to your strengths. A pair of sunglasses that are too small looks, unfortunately, visually off or out of place on most faces.
This easygoing pair is going to be the best way to offset outfits that are both crisp and casual (think a slim white polo and light wash jeans for a study in contrasts). A pair like the Berlin is also going to work if your face is longer or more angular — the circular frames provide a nice counterpoint, while looking both dressy and casual.

And on that note, the sleek, eclectic Hamptons Sunglasses are also going to work if you’ve got a longer face — the gold metal clip-on adds even more visual interest, too. For a pair of shades like this — uniquely casual and laidback — we recommend wearing a breezy chambray shirt and rolled chinos, plus leather loafers or broken-in chukka boots.


If your facial features happen to be wider or less long, looking for that mix of proportionality is going to be critical when shopping for the right sunglasses. With its mix of bold looks and retro vibes, plus eye-catching circular lenses, the Mykonos Sunglasses add the ideal flair to your breeziest late summer outfits and your most stylish fall and winter outerwear. We think these frames are going to look best when work with a peak-lapel topcoat and black denim — plus chunky military boots — when fall and winter eventually roll around. The rest of the time? Style them however you please.

As with most menswear pursuits — be it the quest for the perfect vintage watch or a nicely tailored suit — the difference is in the details, and the journey is half the fun. So, good luck in your search for the right pair of frames for your face. We hope we’ve given you a good place to start.