The Mad Hatters

Captian Mal

Scrolling through mine and Rachel’s photo archives of well dressed men (housed largely here and here, if you are interested) it becomes clear that there are very few hats. Sure you may find a plethora of beanies pushed back to perfection, which is always okay in our book, but trust me after spending today out in the heat and humidity of our nation’s capital, it is not beanie weather.

There are tons of reasons one may want to wear a hat in the summer–e.g. to shade your face, to hide a receding hairline, to hide from paparazzi, to complete an outfit–so here is our advice on summer hats.

Let’s start with the basic baseball cap. The most utilitarian of hats (excluding perhaps fishing hats, pith helmets, and well all other helmets), it is perfect for keeping the sun off your face and out of your eyes. Seems like you can’t go wrong? Well, here are some guidelines: 1) No flat brims. I know it is supposed to have “swag” or somesuch thing, but that real isn’t something you want anyway. Maybe a particularly cool, vintage-y one, but in general don’t. Get yourself a nice broken-in brim that will actually shade your face. 1 1/2) NEVER EVER leave the size sticker on your hat; no one wants to know how big your head is. 2) We like our hat logos like we like our shirt logos: minimal or invisible. Unless you are currently at a sports game, we don’t care who you support. 3) Don’t wear your hat backwards, there is no point. Seriously if you can give me one good reason for wearing a cap backwards, you have my blessing. Sure Tyler Posey looks adorable in that picture, but that is because Tyler Posey is a real life human puppy (check the internet).

The baseball cap

Round two, the fedora. Never has a hat caused so much controversy. Everyone wants to pull it off, almost no one does. The thing is, fedoras, for some reason, have the innate ability to make the wearer super smarmy. I mean who really knows if Johnny Depp’s hair was that greasy before he put the hat on or if the fedora did it to him. Basically our advice here is: before you purchase one be sure you will wear it, don’t buy spontaneously, and probably get at least one second opinion. Unless you are Indiana Jones, then by all means carry on.

The fedora

The jury is still out on flat caps. I’ve never hated one, but I’ve also never loved one. Use with discretion.

The flat cap

And the always please wear: beanies. We still love them. Find a thin summer one for some extra flair. And bowler hats. I know you are probably confused by that one, but if you can pull it off and not look like a time traveler (or maybe like a really attractive time traveler) that is huge bonus points.

The beanie and bowler

Hat’s off to you!


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