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Men's Style Blog

How to Buy a Shirt – Why Fit Is the All-Important Factor

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Section: Essential Men's Business Shirts - Blog

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Whether you buy your shirts off the rack or order them custom made, if they don't fit, you've wasted your money. If the fit's too loose, you look slovenly; if the fit's too tight, you look and feel uncomfortable. Here's our expert advice on how to get the perfect fit.

When it comes to buying a shirt these days, one size does not fit all. Regular, slim-fit, skinny, it’s almost as confusing as choosing from the Starbucks menu. So how do you buy the perfect shirt and does it really matter if it’s super-skinny or a baggy shouldered mess? You’ll be wearing your suit jacket anyway, right? Well, we have a few thoughts on the subject.

It’s all in the fit

While many factors play a role in your choice of shirt such as colour, fabric, and pattern, none are as important as the fit. Once you get this aspect right, the rest should fall into place.

A well-fitted shirt will complement your body shape either accentuating the good parts or hiding those that you’d rather not display to the world. Did someone say love handles? Once you achieve this, you will naturally feel more comfortable and therefore more confident.

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But before you go off buying the loosest fitting shirt in the hopes that you can conceal your partiality for chocolate muffin breakfasts, bear this in mind. A loose shirt means large folds, and large folds make you look bigger; you can see where we’re going with this. Conversely, and some might say perversely, a too tight shirt will also make you look big, in fact, too big for your shirt.

So this is where a tailor’s expertise is worth its weight in solid gold buttons. A good tailor will find the middle ground that complements your physique perfectly no matter what size or shape you are.

But what if you’re in a hurry and an off the rack shirt is your only option?

You may find that choosing a fit is a confusing task as many off the rack brands opt for peculiar shirt categorizations. Who really knows what a super-duper-hosepipe-slim-fit shirt is anyway?

The fits

There are actually three main categories and although there are a variety of subcategories, every shirt known to man should fall into one of these three groups.

Classic/Regular fit

This is the shirt that your father wore to the office every day, the shirt that you wore to school, and most likely the first shirt that you ever purchased. The majority of shirts on hangers in menswear departments will fall into this category.

This is your failsafe.

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You can’t go wrong with a regular fit shirt. The slightly generous use of fabric gives it a bit of a boxy look, but it also ensures ease of movement making it popular with men that favour comfort over style.

Slim Fit

If the regular fit takes first place in the popularity stakes by sheer force of numbers, then the slim fit shirt runs a close second. This style is much more prevalent in recent years as we men start to appreciate the nuances of style that help us stand out from the crowd.

A slim fit shirt has a higher armhole that allows for a shaped look that is closer to the body making it a prime choice for those with an eye for the sartorial.

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However, its moniker does not mean that it is made exclusively for less than portly individuals. Even those of us packing an extra kilo or two can pull off this style once it’s not too tight or if the fabric used has a little elasticity to it.

Skinny Fit

The Skinny fit shirt does exactly what it says on the label. This is an ultra-tight-fitting shirt that hugs every inch of your torso. Every muscle, every bulge is there for all to see. Needless to say, this isn’t the most popular choice in the average male population.

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Unless you are incredibly self-confident and have a particular body shape that looks remarkably good in extremely tight-fitting clothes, then we would give this one a miss.

Which fit should I choose?

When off the rack is the only option we would choose either regular or slim fit shirts and shy away from the skinny fit.

Heavier set men should feel more comfortable in regular fit shirts while those with a lighter build or with more of a focus on style should opt for a slim fit.

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However, if you have the time we highly recommend having your shirts tailor made as no two men are the same. A wide neck doesn’t necessarily mean wide shoulders and popping into your friendly neighbourhood tailor – that’s us here at Montagio – will make sure that your shirt fits snugly in all the right places while leaving room for movement.

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We tailor make mens suits, jackets and shirts for all occasions. Each garment is custom designed, precisely made-to-measure and is guaranteed to fit you perfectly. Unlike others, we offer you end-to-end service and a personalised styling session where we take the time to understand your needs to ensure you get the colour, style and fit you want.

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With over 20,000 satisfied clients, Montagio's distinction as the top-rated tailor in Sydney and Brisbane is no coincidence. Our success lies in our commitment to personalisation, ensuring each suit is a true reflection of the individual wearing it. Unlike others, we focus on providing unparalleled service, meticulous attention to detail, and an array of bespoke options, making every Montagio suit a testament to quality and individuality. If it lacks that personal touch, it simply isn't Montagio.

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Meet your tailors

Behind every Montagio suit is a team of expert tailors dedicated to precision, craftsmanship, and personal service. Get to know the masters who bring your vision to life, ensuring every suit is as unique as the person wearing it.

Sydney Tailor James Goodchild

Sydney Showroom

James Goodchild

With over 15 years of experience in suiting and 8 years at Montagio, James Goodchild has custom-fitted over 3,000 suits, achieving $8 million in lifetime sales and earning a reputation as a trusted bespoke tailoring expert. Passionate about bold statement suits and meticulous craftsmanship, he believes true greatness lies in integrity and influence, much like a well-tailored suit that leaves a lasting impression.

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Sydney Tailor Aaron Bry

Sydney Showroom

Aaron Bry

Aaron began his career in 2002 and has deep expertise in tailoring and luxury menswear, achieving multi-million-dollar sales and earning induction into MJ Bale’s Million Dollar Club... twice. Now converted to custom, he is committed to excellence in both style and service and believes in always being impeccably presented. Outside of work, he enjoys bodybuilding and films, often described as a 'gentle giant' for his approachable nature.

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Brisbane Tailor Raul Rodriguez

Brisbane Showroom

Raul Rodriguez

Raul is an experienced tailor with a deep passion for bespoke suiting, combining precision, craftsmanship, and a keen eye for detail to create impeccably fitted garments. Known for his ability to blend classic tailoring with bold, modern touches, he works closely with clients to craft suits that reflect their personality and style. For Raul, a well-made suit is more than clothing - it’s a statement of confidence, sophistication, and individuality.

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Named in GQ Magazine's "Best Tailors" list, and the highest reviewed tailor on Google, Montagio has paved the way for discerning men to get suited up with style. A truly personalised experience, we deliver perfectly fitted bespoke suits, shirts and coats for business, weddings, formal and casual events. Our showrooms are packed with designs that inspire and thousands of fabrics, making it easy for you to get the look you want. Our difference? We won't let you walk out until we've tailored your perfect garment. It's personal. To experience Montagio's red-carpet service, book your personal appointment today.