Quick Tips

How To Roll Up Sleeves

This article is part of my Quick Tips series.

I’ll just cut right to the chase – there’s really only 2 good ways for how to roll up sleeves. Do one of these and never think about it ever again.

How NOT To Roll Up Sleeves Ashley WestonA quick note:

The images for how to roll up your sleeves below are from Esquire, whom I love and work with, but they’re rolling their shirt sleeves above the elbow. You should NEVER do this, because, while it looks great in pictures, it usually looks like the image to the left in person – lumpy and just, not good. It will never look as good as the pictures, I promise you.

 

The Basic Roll

How To Roll Up Sleeves - The Basic Roll - Ashley Weston

  1. Unbutton both buttons of the cuff. If there’s a button in the mid-forearm area, unbutton that one too.
  2. Flip the cuff over. Your cuff will dictate the width of your roll. If you have a stiff cuff, normally found on dress shirts, do not fold the cuff in half to make a slimmer roll. It will ruin that shirt’s cuff forever. If it’s not stiff, like with an Oxford button down dress shirt, then you can fold it in half for a less wide roll, although I wouldn’t advise doing a half roll. It usually looks better with the full cuff.
  3. Roll it again, and again, and one more time so that the top of the roll should stop just below the elbow, or mid to upper forearm (see the video for details).
  4. If you go above the elbow, the roll starts to get really bulky and it’s just not a good look. As a woman, I love when the shirt cuff hugs the muscular part of the forearm. It looks very… raaaaawwrrr!

The Italian Roll AKA The GQ Roll

How To Roll Up Sleeves - The Italian or GQ Roll - Ashley Weston

  1. Unbutton both buttons of the cuff. If there’s a button in the mid-forearm area, unbutton that one too.
  2. Fold the sleeve up, so the entire cuff is an inch or so above your elbow.
  3. Next, roll your sleeves up onto the cuff, using your thumb to sort of tuck in the shirt into the roll, but still allow a little bit of the cuff to be exposed at the top.
  4. The top of the roll should hit just below the elbow, by about half an inch. Then you hopefully have about an inch of shirt cuff exposed above the elbow.

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