That’s Not A Fedora (And Stop Wearing It)


The trilby has become the cheesy default hat for too many men, and it’s a mistake.

There’s a meme going around some circles that guys who wear fedoras are jerks. This tends to be accompanied by photos of guys who are not wearing fedoras. Instead, they have fallen prey to a devastatingly common trend in retro-fashion: the trilby.

I’ve seen shops that carry nothing but a hundred variations on this unfortunate hat. Guys retain vague memories of seeing old photos of Frank Sinatra wearing something similar, and assume that its powers will translate to them. They will blithely call it a fedora, unaware of the haberdasher’s blasphemy they are committing.

FedoraVsTrilbyThe structures of the two hats are similar, but the trilby has a sharper crown and, most importantly, a much narrower brim. This distinction may seem minor, but we are discussing aesthetics here, and a minor distinction makes all the difference in the world.

Trilbies, using less material and being more forgiving of poor fabric, are cheap to make and thus have become widely available. So on one level, a guy in a cheap trilby is saying “I wanted a hat so I just grabbed the first one I saw and considered that sufficient.” Worse, though, the simple fact is that trilbies look like crap on most men. They’re unflattering and unattractive.

The key to choosing a hat, for men, is simply this: a man’s hatbrim should be in proportion to his shoulders. Sinatra could pull off a trilby because, back in the day, he was a skinny little guy with a narrow, vertical-line aesthetic. Most men, however, have broader shoulders, and thus should wear a wider brim. A trilby on a big man looks like the reservoir tip on a condom.

If you’re a man who wants to wear a hat, I applaud you! They’re a great look, and there’s a hat out there for you. However, it is probably not on the hat cart at the mall. Unless you are a very slim little fellow, the trilby is probably not your look. Fear not, though: many good alternatives are available.

DerbyHatFor the gent who wants to maintain a lean line, but wants a jaunty bit of class and a certain lighthearted style, the derby is an excellent choice. It’s fun, it can be formal or casual, and it’s not a goddamned trilby.

Screen Shot 2013-10-29 at 8.23.20 AMFor those who really want a fedora, there’s always actually wearing a fedora. This is a great mid-sized brim for the gentleman with mid-sized shoulders, but a decent hat shop will have a variety of brim widths to best match your build.

PorkpieAnother great mid-size brim option is the porkpie, which you may recognize as the distinctive style of hat Walter White wore in Breaking Bad. This is a great casual hat with a certain flair to it.

HomburgFor slightly broader shoulders and a great classic look, consider the homburg. You may remember Al Pacino rocking this hat in The Godfather, or Humphrey Bogart wearing one in Sabrina. It’s a hat with dignity and distinction.

GamblerBroad-shouldered men should also consider the slightly Western flair of the gambler style, a broad brim that provides a distinctive and noticeable silhouette. It’s a confident hat, one that stands out.

These are far from the only options, of course; there are many, many different ways you can go if you decide to wear a hat. All I ask is that if you decide to wear a hat, you wear a hat. Don’t go halfway, don’t nervously grab the first thing you find and hope you can pull it off. Find something that works on you and then work it.

And for god’s sake stop calling trilbies fedoras. They have different names for a reason.

Top Photo—Luke Hayfield Photography/Flickr

All other images from Wikimedia Commons


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About Noah Brand

Noah Brand is an Editor-at-Large at Good Men Project, and possibly also a cartoon character from the 1930s. His life, when it is written, will read better than it lived. He is usually found in Portland, Oregon, directly underneath a very nice hat.


  1. I’ve been wearing a trilby for a couple years – didn’t know it but I have been. Target $12.99. I literally stopped traffic in Boston one day. A guy brakes in the middle of the road and yells at me “Hey you!…Awesome hat!” Coworkers love my hat. My kids love my hat. My point is, who decided that a trilby is for douche bags? My guess is someone who got laughed at for not being able to pull off the look. I feel good when I wear it and will continue to wear it despite this article.

    • My point is, who decided that a trilby is for douche bags?
      I’d wager it was someone who got their feelings hurt by a person wearing a trilby. After being hurt they needed something, anything, to strike back at.

      Most people that wear those hats probably wouldn’t bother a soul but unfortunately its becomes a symbol of hate, a symbol built by people who supposedly are against hate….

      • It was the preferred hat of the somewhat creepy, fairly poorly socialized conventoon geek, to be worn with an oversized button down shirt showing a comic book character surrounded by flames, and cargo shorts. These guys traditionally don’t smell fantastic, make abrupt, innappropriate comments at cosplay girls and..again..are generally creepy. I think that’s where most of the backlash comes from.

    • I say this because I want to help you and becase this post is recent.

      The hat you wear everyday is ridiculous… no one likes it, it’s a greasey horrible item.

      Everyone will compliement you, just Like I compliement fedora wearing cringe worthy guys thinking about how socially unaware they are.

      First of all, this is not an attack. If you’re stylish 30 year old super confident, you can rock wahtever hat you are.

      If you use the hat, however, as a fashion accessory with every outfit you go out with, then that’s cringeworthy, and no one will tell you but an anonymous person.

      Step 1: Research open mindedly about the reputation and stereotype of the fedora

      Step 2: Acknowledge that you can only wear it if you’re super confident and cna pull it off ( no one really can, unless you’re working on the Mad Men set)

      Don’t get buthurt, I took the time to tell you this because some people use it for years and don’t understand that poepl elook at them because they look ridicukous, not because they’re those cool fedora wearing guys who just walked into the school library/supermarket/coffe shop.
      I don’t hate you, so don’t use that to rationalize.

      I would NEVER wear a fedora, not even as a 5min prank/bet

  2. Sheila Rowland says:

    My Dad wore a trilby ALL HIS LIFE and it was nothing like that thing you describe as a trilby. It was more like the hat you describe as a fedora. So stop making these distinctions. You are wrong.

  3. madscientistdave says:

    I guess I have the perfect build for a trilby. Not so broad shoulders, not as much musculature. I own a few of them and I ROCK them. Tilted ever so slightly forward and cocked slightly to the right. I love my trilbies, and no, I will NEVER call them a fedora. Fedoras simply look too big on my head. I’ll take my trilby any day, and leave the fedora to the guy that’s too big to wear a trilby.


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