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How to Wear a Pinstripe Suit - 4 Simple Tips

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Section: Dressing for the Occasion - Blog

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The pinstripe suit is making a big comeback, and you'd probably like to flaunt your fashion sense by wearing one. However, if you don't pay heed to these four important tips, you could look uncomfortable and ill-fitted in your clothes instead of self-confident and suave.

There was a time when you could tell a man’s profession from the suit he wore, and none was more indicative of its wearer’s occupation than the pinstripe suit.

Once the ensemble of the quintessential businessman or banker, the pinstripe business suit has become a popular choice for the man that wants to set himself apart from the masses. But how do you go about wearing one without looking like it’s your first foray into the world of formal wear? Well, let’s answer some simple questions first.


As you may have guessed from our previous posts, we are loath to tell you what you should and shouldn’t wear. The way we see it, if you’re comfortable, then that’s all that really matters.


But we would suggest taller men consider the strength of their pattern. You already look tall, and a bold pinstripe may have the effect of making you look imposing rather than impressive. Not quite what you might want in a client meeting or an interview.


The simple answer is yes. With its ever growing popularity, the pinstripe suit has become something of a mainstay of formal wear. Head out to a wedding and as sure as the bride will toss the bouquet; there will be a plethora of pinstriped men hoping their partners mistime their catch. 

The office, the wedding, in fact, any event that requires a modicum of formality is a perfect setting to don the stripes. Some will say you shouldn’t wear it casually, but who says you can’t wear the pants or even the waistcoat as part of a dressed down ensemble?


And now to the real meat of the post. These tips are exactly what they say they are; tips. They’re not rules, and you won’t lose any style cred in the office by not following them rigidly. But if it’s your first time purchasing or wearing a pinstripe suit, then they will certainly help you achieve a look that suggests you know a thing or two about formal wear.

Two out of three – The three main components of your look are the suit, the shirt, and the tie. And of these three we suggest only having two striped. So if your suit and tie have stripes, then we’d go with a block colour shirt. Having said that…

  • Go all in– Contrary to what we just wrote, if you feel like you’re at the next level of pattern matching then go all in and stripe up every part of your look. It’s a little more time consuming to make it work, but it’s not too difficult. The key is to ensure that the stripe pattern on each item is of a different width. It doesn’t matter if it’s only a slight difference but once it’s noticeable, then you’re good to go.
  • Match your shirt– Now this is one of those under the radar tips that only the sartorially clued in will appreciate or even know about. Match the colour of your shirt to the pinstripe for a cohesive look that will have everyone admiring your style but having no idea as to why.
  • Match the accessories– This is very similar to the shirt trick, and it just involves matching the colour of your accessory to the colour of the pinstripe. The pocket square is the obvious choice, but you can do it with cufflinks or even the wristband of your watch.

Follow these tips and you can’t really go wrong with your first pinstripe suit but as with all other suit advice we’ve given, we’ll once again remind you the fit of your suit is everything. If you’re buying off the rack, then make sure you’re talking to someone who really knows their stuff and perhaps bring along a friend as an advisor and confidant.

Ideally, though, you’ll be popping into Montagio where our team will walk you through the whole process with a minimum of fuss and more than a smattering of expert tailoring advice along the way.


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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