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How to Wear a Casual Shirt - Should I Tuck It In?

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It’s a question that continues to pop up each time we have a fitting with a new client. Of course, our customers are well aware that a shirt with a suit must always remain tucked in, but what about casual looks?

Is there a golden rule only a select few are aware of? Or is it just a free for all? Well, here’s what we think on the matter.

It’s all in the hem

Your mum no doubt spent many a day badgering you to tuck in your school shirt, and you probably even got into trouble a few times when the principal saw you. But this ingrained belief a shirt must remain tucked in is not entirely true.

The deciding factor for many is the occasion. If you’re at a funeral, wedding, or the office, then common sense tells us a shirt tail blowing in the breeze is the most heinous and unforgivable of crimes. However, it’s not the occasion that should decide, but rather the shirt you choose.


Shirts that have a straight hem are casual enough you can wear them either tucked or untucked. On the other hand, shirts with a curved hem or a tail are more often than not, the ones that you must tuck in. This is an easy to follow guideline but not a steadfast rule. Be warned there are some obviously casual shirts with curved hems that make a complete mockery of this guideline so use your best judgment.

Length matters

If your shirt comes down to your knees, then either it’s too big or a nightshirt from bygone days, but either way, overlong shirt needs tucking in. The last thing you want is people to mistake your long untucked shirt for something you mistakenly picked up in the women’s section of your local department store.

Likewise, if your shirt is short in length then it probably doesn’t belong under your waistband. A good indicator here is the ease with which the shirt remains tucked in. If it pops out as soon as you raise your arms above shoulder height, then it’s definitely an outie.

As there are no actual rules for casual attire, the length serves as an ideal decision maker. Short – untucked, long – tucked.

Choose one or the other

No matter what you are wearing, the most important thing you need to do is to make a decision and stick to it. If you decide a tucked in shirt is the order of the day, then keep it tucked in no matter what.

Pulling a tucked in shirt out halfway through your day does nothing more than give you the appearance of a bedraggled man with no concern for his appearance. Now, don’t misunderstand this. An untucked shirt is acceptable if you wear it like that all day. But when you decide to go from tucked to untucked, people notice, and the look is not a good one.

Whatever you decide, just remember that you have Australia’s finest fashion critics right here in the Montagio showroom. Okay, so we might not be the finest, but if you need a quick opinion on your look, pop in and we’ll let you know what we think.

Image credit:ID 43328656 © Halayalex | Dreamstime.com

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Since 2010, we've paved the way for uncompromising men to get suited up in style with our full service tailored mens suits, shirts and coats. Our showrooms are packed full of suit samples and thousands of fabrics making it easy for you to get the look and fit you want. We offer a remarkably personal shopping experience and specialise in individually hand crafted garments for business, weddings, formal and casual events. We have personally tailored mens suits for thousands of happy customers, and you too can experience the same red carpet treatment. Book your personal appointment today to have your uniquely styled and perfectly tailored garment ready within a few short weeks.

Simon Frazer

Montagio did a great job on wedding suits for me and my two groomsmen. Bally provided us with fantastic service and the result was definitely superior to an off-the-rack option... more »

Kiran Dosanjh

I have bought a total of 11 pieces custom made so far - quality and attention to detail is spectacular, material choice is broad and the input customers have in creating the exact look they want is a great experience... more »

Roy Soliman

I went back for another suit, a few shirts and some ties. Outstanding! I had so many complements on my new suit yesterday! more »

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