How To Properly Roll Up Your Sleeves

March 13, 2017 | Brian


For men, rolling up our sleeves is a sign of getting down to business. It signals the ending of games and the beginning of taking names, or something like that. It could also be because it’s hot out.

Regardless of the reason why you’re doing it, here are the proper ways TO do it.

Firstly, it’s important not to over flip the sleeves. Fold neatly only one or two times, making sure there’s no wrinkling or otherwise.

Secondly, and this is important, make sure the sleeve is up to but not past your elbow. None of this…

Unless you are this…

Not only is this utilized by our nation’s military, it was also a staple of 1950’s men’s fashion.

To achieve this style you simply flip the sleeve from back to front, then overlay back and use the sleeve to set the width. As it moves up past your elbow, make sure that the wider width is maintained, otherwise it will look pretty silly.

Then there’s the issue of practicality versus fashion. How does one tow the line?!

Maybe this will help… I call it the 80 degree rule. Essentially, if it’s hotter than 80 degrees outside, mostly anything goes. Rolling up sleeves, wearing shorts, it’s all fair game. This weather also makes it more acceptable to dress casually in general, thus adding to the acceptability of rolled up sleeves.

One thing that’s never acceptable? Rolling up a sports or suit jacket. Just… no.

When picking a shirt that will best cater to your sleeve-rolling needs, consider the following brands:

J. Crew

Besides making great, comfortable shirts in general, J. Crew is also great at making shirts that roll up comfortably without wrinkling. They produce a nice variety of formal-looking long-sleeve shirts as well as more casual-looking ones.

Calvin Klein

The classic CK is another great brand for folding up your sleeves and getting down and dirty. Okay maybe not that last part, but you know what I mean. They are also somewhat affordable if you look in the right places.

There is yet another solution for guys who want to stay cool without pulling up their sleeves. Wear a short sleeve shirt, either collared or a tee—neither will hurt you.

What WILL hurt you? Flipping your collar up for any reason. Don’t care how bright and intense the sunlight is on your delicate little neck, just don’t do it. That is all.

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