In this article I will demonstrate 3 ways to roll up your sleeves. Sure there are plenty of tutorials online on how to achieve the perfect roll, but none have this unique method I’ve recently discovered. Read all the way to the end to see what it is.
To watch the visual guide on how to roll up your sleeves, hit the play button below. And of course if you like it, please hit that thumbs up!
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HOW TO ROLL UP YOUR SLEEVES
First I’m going to show you the two simple ways that stylish guys roll up their sleeves and one lesser known method with the help of a nifty little accessory. More on that down below.
1. The Classic Sleeve Roll
The first way how to roll up your sleeves is a simple two or three cuff sleeve roll. You can unbutton the gauntlet if you feel the sleeve becomes restricting after the first or second roll. Start by rolling up once. And then once or twice-more depending on how you like it.
Sometimes I’m good with two rolls and then pushing the cuff up around my elbow, either directly below or directly above depending on the look I’m going for. Typically if physical labor is involved, I will roll it above my elbow. And other times I like to roll up three times, but with slimmer cuffs of about an inch and a half.


Related: If you’re enjoying this visual guide on rolling up your shirt sleeves, you may like this one on how to cuff your pants.
2. The Show Ya Sleeve Roll

I’m dubbing this the ‘Show Ya’ sleeve roll because it allows you to show off a bit of your sleeve cuff for a subtle dash of stylishness. Say you have a sleeve cuff with a pattern/design like a small gingham check pattern for example. The ‘Show Ya’ sleeve method is the perfect roll to let it peek.
This roll also goes by the name “Master Roll” by Antonio Centeno of Real Men Real Style. It’s my go-to method to cuff my sleeves. In addition to allowing you to show off the pattern inside your sleeve cuff, it also keeps the cuff in place all day long while making it easy to unroll at the end of a long day.

3. The FLXCUF Roll
You can’t do this roll without the FLXCUF. I recently learned about them when founder Jay Fuller reached out and offered to send me a pair to try for myself. It’s a product I’ve never seen before so it was worth trying out.
The FLXCUF is made up of elastic bands with a button and buttonhole that attaches to your sleeve cuff. It doesn’t quite solve an existing problem, because the classic and show ya sleeve roll works perfectly, however it does provide a simple, stylish alternative to rolling up your sleeves.

Personally I’m not a fan of visible branding and while they could do without it, it’s not overbearing. Plus you can give your sleeve an additional roll so that the FLXCUF is no longer visible, my preferred method when rocking the FLXCUF. It’ll be hidden and doing its job of holding your shirt sleeve in place all day long. It’s particularly beneficial for when you only cuff half way up your forearm.
IN THE END
There you have it, two tried and true ways to roll up your sleeves and one alternative method. These are really the only shirt sleeve rolls you need to know. I hope you learned something new.
ONTO YOU, WHAT IS YOUR GO-TO SHIRT SLEEVE ROLL?
Let’s continue the discussion over in the Gentlemen Within Private Facebook Community.
Looking forward to seeing you in there.
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