How to Wear a Fedora: Do’s and Don’ts

Love it or hate it, the fedora hat is here to stay. Back in the day when more formal dress codes and hat wearing were de rigueur, you'd be hard-pressed to find any man of style leaving home without one.

Since then, the versatile headpiece has cemented itself as one of the most popular hat styles for both men and women. It's more formal than a baseball cap and flat cap, so it's easy to dress up, but adaptable enough to dress down.

Still, the fedora has experienced plenty of backlash from fashion pundits who opine that it's been taken hostage by posers and trendoids who wouldn't know real style if it bit them on their suspender-held skinny jeans. But we tend to think such sartorial scorn is misguided — it's really all the trilby's fault. (Check out this post on the fedora vs. trilby debate and you'll know what we mean.)

Read on for a little background on the ever-present fedora and let our style guide help you determine which type will work best for you.

What Is a Fedora?

How to Wear a Fedora: Do’s and Don’ts

A fedora is a type of hat characterized by a pliable brim — usually two to three inches wide — and an indented crown with a center crease pinched on both sides. Although originally constructed from fur felt such as beaver felt, most fedoras today are made of wool felt.

Increasingly, other materials are being used to make fedoras including straw, cotton twill, synthetic blends, and even leather. Because it lends itself to countless variations, the fedora shape is marked more by the basic features mentioned here rather than one specific style or fabric.

Fedoras Over the Years

No one is more synonymous with the fedora than Ol' Blue Eyes himself, Frank Sinatra. In fact, it's been referred to as the “Frank Sinatra hat" ever since he made it a focal point of his style during the 1950s and 1960s.

Likewise, old-school Hollywood movie stars like Humphrey Bogart and Fred Astaire immortalized the fedora as an essential fashion accessory decades before Indiana Jones swooped in to give it a whole new rugged aesthetic in the 1980s.

Fast forward to today and both male and female celebs are rocking the fedora look. Justin Timberlake, Jessica Alba, Johnny Depp, Miranda Kerr, and Ne-Yo are just a handful of the famous faces who are proving that this hat is far from old-fashioned and has plenty of modern appeal.

Choosing the Right Brim Size

Whoever said size doesn't matter clearly wasn't talking about fedora brims. Learn the do’s and don'ts for finding the right style. Don't be afraid to play with proportion to figure out what suits you best.

Wide Brim

A wide-brim fedora is a classic look and it's a smart choice to help protect against the sun's harmful UV rays, which can cause skin cancer. If you have an egg-shaped or thin face, a wide brim hat can balance out elongated features.

Conversely, if you have a round, fuller face or a wide head, a big brim might not be ideal as it could add extra girth. Let our guide help you find the right hat for your face shape. Guys, try pairing Brooklyn's eye-catching wool fedora with a T-shirt or button-down shirt and a pair of khakis for a cool yet casual look (tattoos optional).

Short Brim

Short brim fedoras have brims that measure less than two inches. As such, they often get mistaken for trilbies, which actually have a much narrower brim of an inch and a half or less. (In this respect, a trilby is more akin to a pork pie hat than a fedora.)

If you have a large head size, it's best that you do not wear a fedora (or any hat) with a small brim as it will only make your head look bigger. Top a cashmere sweater and jeans with Stacy Adam's wide brim felt fedora for a serious dose of laid-back luxury.

Tips for Wearing a Fedora

How to Wear a Fedora: Tips

Looking Good

Alright, friend. Now that you know how to wear a fedora, it's time to actually do it. Browse our extensive selection of mens fedoras and womens fedoras and get ready to find that perfect headpiece that will not only make you look good, but feel good.

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