There's a trick to rolling up your sleeves. Most men just fold their cuffs over a couple of times until the desired length is achieved.
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Here's the right way to roll up your shirtsleeves
There's a right way to roll up your shirtsleeves, and it's called the "master roll."
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That's wrong.
There are a few problems with that method. It both looks sloppy and has a tendency to come undone at inopportune times. It'll also rest at a weird place on your elbow. Bad form.
There's a better way. Instead, unbutton your sleeve and turn it inside out up your arm. Then resume folding it over itself a couple times, starting from the bottom. Stop when you reach the cuff of the shirt. Voilà. It won't come undone, and it'll hit at the right place on your arm for full movement.
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Here's a full how-to:
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