How to Buy the Perfect Shoes: Tips to Make the Best Decision

Discover how to buy the perfect shoes with our comprehensive shoe buying guide. From sizing to color selection, we’ve got you covered. Step into style with confidence.

Oliver Cabell White Sneakers

Knowing how to buy the perfect shoes that you can confidently and comfortably wear is a skill that can greatly impact your overall appearance. The right choice of footwear can elevate your outfit, improving your style and confidence. 

In this article, we’ll dive deeper into how you can choose the perfect pair of shoes, offering valuable insights to help you make an informed decision.


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Match Shoes with Pants

Match shoe color with pants to create a balanced, contrasting look. For dark shoes, pair them with lighter pants for visual appeal and balance in your outfit.

Monochrome outfits can work, especially with formal attire, but for more casual outfits, contrasting your shoes with your pants is never a bad idea.

How to Buy the Perfect Shoes

Pick White If You Need a Safe Option

White sneakers are a versatile wardrobe essential. They surpass trends, effortlessly complementing any outfit from casual to semi-formal. Their neutral color allows for endless styling options, making them a timeless and practical investment for anyone.

How to Buy the Perfect Shoes

Consider Buying Online

When shopping for shoes online, size and fit are critical. To avoid return hassles, consider ordering half a size up.

Check the brand’s sizing chart carefully and customer reviews for accurate guidance. Wearing shoes that are too small can lead to discomfort and foot deformities.

How to Buy the Perfect Shoes

Pick the Right Size

As stated in the previous point, always pick the right size for your feet. It might seem obvious, but many men wear the wrong size shoes. Get your feet measured regularly, as they can change over time.

How to Buy the Perfect Shoes
A Pair of Brown Leather Shoes Captured by Noah Smith

If you are not sure about your exact shoe size always go half a size up. If the shoe is slightly bigger than your feet there are a few hacks you can do, but if the pair of shoes is not your size, you can’t really do much about it other than give it away or take it back to the store.

Consider the Purpose and Occasion

Before buying a new pair of shoes know the primary purpose of the shoes. Are they for running, formal events, casual wear, or outdoor activities? Choose accordingly.

Man Wearing White Socks and Brooks Running Shoes
Brooks Running Shoes captured by Malik Skydsgaard

Always Choose Quality over Quantity

Investing in a high-quality pair of shoes can be more cost-effective in the long run. Quality shoes tend to last longer and provide better comfort and support.

Leather Shoes in a Drawer

The Material Matters

Leather is a durable and versatile material, but there are other options like canvas, suede, and mesh. Choose a material that suits the occasion and climate.

Man Ties Laces on His Black Leather Shoes

Comfort is Key

Never compromise on comfort. Your shoes should feel comfortable from the moment you put them on. Walk around in them to make sure they don’t pinch or rub.

For some shoes, you may need to wear them 2-3 times before they conform to the shape of your feet. Fortunately, nowadays, comfort and style can go hand in hand.

Gym Exercise Workout

Toe Box Space

Make sure there is enough space in the toe box. Your toes should be able to wiggle comfortably without feeling cramped. Also, consider the width of your feet. Some brands offer different widths, which can make a big difference in comfort.

Try Shoes On in the Afternoon

Our feet can tend to swell slightly as the day goes on, so it’s best to try shoes on in the afternoon or evening. This way you can be certain that the shoes fit your feet perfectly.

Navy V Neck Sweater Jeans Outfit

Test the Flexibility and Arch Support

A good shoe should be flexible at the ball of the foot. You should be able to bend it, but it should not be too flimsy. This is especially important if you are looking for a pair of gym or running shoes.

Also, understand whether you have flat feet, normal arches, or high arches. Different shoes serve different arch types. If you have specific arch needs, look for shoes that offer the right level of support. Some shoes come with removable insoles, so you can customize them.

Man Wearing White Socks and Brooks Running Shoes
Brooks Running Shoes captured by Malik Skydsgaard

Style and Fashion

Choose a style that complements your wardrobe. Versatile styles like loafers, oxfords, and sneakers can be paired with a variety of outfits.

Man Navy Blue Suit Outfit

Choose Proper Traction and Sole Material

If you’re buying for specific activities, consider the traction and sole material. For example, running and hiking shoes should have a good grip.

Hiking Boots Olive Cargo Pants Navy Henley Outfits

Consider Brand Reputation

Established shoe brands often have a reputation for quality and comfort. To get an idea of their reputation, research different brands and read reviews.

My personal tip for you is to consider purchasing from brands that specialize in footwear. Designer brands and fast fashion brands may have shoes that are more prone to breaking sooner.

Man and Woman Shoes

Consider Your Budget

While quality is important, it’s also worth keeping in mind to set a budget. There are good shoes available at a range of price points. Price does not always represent quality, there are a lot of designer brands who make their shoes in the same factor as fast fashion brands.


Consider how easy it is to clean and maintain the shoes. Some materials require more care than others. Suade will always be harder to maintain.

That’s why I recommend that, for example, for Fall and Winter, when the weather is more messy, you should pick a pair of shoes made of durable leather. Leather is usually easy to clean and care for.

How to Buy the Perfect Shoes
3 Pieces Horsehair Shoes Polish Brushes Kit

Check the Return Policy and Warranty

Check the return policy of the store or website. Also, be aware of any warranties provided by the manufacturer.

Shoe Buying FAQs

What Can You Do If Your Shoes Are Too Big for Your Feet?

If your shoes are too big, consider using insoles, heel grips, or tongue pads to improve the fit. Alternatively, try wearing thicker socks or using cushioning products. If the size difference is significant, consider exchanging or returning the shoes for a better fit.


Investing in the perfect pair of shoes shouldn’t be a hassle. Prioritize comfort, quality, and style. Consider the occasion, fit, and material. Armed with these tips, step confidently into a world of footwear that complements your individuality and lifestyle.

With the right pair of shoes in your wardrobe, you can conquer the world, one step at a time.

Khaki Chinos Paired with Burgundy Shirt

Keep on reading: A Gentleman’s Guide: How to Take Care of Your Clothes

How to Buy the Perfect Shoes: Tips to Make the Best Decision
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How to Buy the Perfect Shoes: Tips to Make the Best Decision
Discover how to buy the perfect shoes with our shoe buying guide. From sizing to color selection, we've got you covered. Step into style with confidence.
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Midway Gentleman
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