The Esquire Sunglasses Guide: Know Your Face Shape

“The perfect pair of sunglasses must suit both your personal style and face shape. In fact, choosing the proper frame for your face structure is one of the key factors in finding that timeless pair you’ll wear over and over again.” Says Larry Leight, founder and creative director at Oliver Peoples.

“Although it sounds contradictory, a common guideline is to opt for a sunglass that has an opposite shape of your face”.

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Heart Shaped Face - Leonardo Di Caprio

“People with heart-shaped faces should be careful of wearing an aviator with a highly emphasized teardrop design, and should rather try a rounder shape to soften the visage”. Try these round frames by Thom Browne.

Round Face - Gerard Butler

“The wayfarer is an iconic style, typically constructed of substantial acetate.  Because of the more angular design of a wayfarer, this style perfectly complements round or oval faces.

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The horizontal lines lengthen the face, especially on a person with slightly larger cheeks. Square aviators also flatter round faces, as the angles of the frame structure complement the fuller shape”.

Looking for a pair of wayfarers? We've rounded up five of the best.

Square Face - David Beckham

“Round styles best fit the most angular faces; these should generally be avoided by people with full or small faces. The circular designs help to soften the sharp lines of a square face structure”.

If you have sharp features, try these green round-frame sunglasses by Paul Smith


Oval Face - Jude Law

“The aviator is a classic, celebrated frame with many modifications. A traditional, metal aviator works well for almost any face structure, particularly oval faces with softer lines”.

Versatile and classic, here's our pick of this years best aviator sunglasses.

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