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The Ultimate Guide to Buying and Styling Work Boots

August 29, 2022

The Ultimate Guide to Buying and Styling Work Boots

Whether you’re on a construction site or simply looking for a comfortable shoe, work boots or work sneakers can do the job. These days, a sturdy, practical work boot can be worn at work or with a casual outfit. At Frankly Fashion, we highly recommend checking out Caterpillar boots - they’re always made with incredible craftsmanship while offering a range of modern, stylish designs.

So, how do you actually wear work boots? This article will provide some simple styling tips so you can look effortlessly cool in your work boots. Plus, we’ll share our top picks.

How to Style Work Boots


Work Boots Image 1

If you’ve never worn Caterpillar boots or work boots before, you might be a bit perplexed when it comes to getting dressed. The higher ankle height and thicker profile of the boot can be quite different from your average shoe. Here are some simple guidelines to help you put together that flawless outfit.

Choosing the Right Color


You can find work boots in a huge range of neutral colors - from white and black to every shade of tan and brown imaginable. If this is your first pair of work boots, we recommend opting for a medium to dark brown leather, like the Caterpillar Men’s Second Shift Work Boot. This is the perfect shade to go with just about anything, from jeans to chinos.

Lighter browns and tans can be quite eye-catching and difficult to mix and match with other wardrobe items. Meanwhile, black can appear formal, which is typically the last thing you want when wearing work boots. More unique colors, like burgundy or white, can be really hard to match with other items of clothing.

Keep in mind that as you grow your collection of work boots, you might want to venture out into more fun pairs. If you’re someone who wears work boots daily, you’ll likely appreciate the variety of stylish options that Caterpillar offers, like their white and navy work sneakers.

Pairing Pants

Once you’ve selected the boots themselves, you need to decide on the pants you’ll wear with them. Jeans are a no-brainer. In fact, most people tend to wear jeans with work boots as they’re widely accepted on most job sites.

If you want to opt for other pants, though, you definitely can. Khakis go great with almost any color of work boot. Chinos can add a somewhat dressier look to your work boots without being too formal. You can opt for just about any color - from lighter creams to tans to greys.

To Tuck or Not to Tuck?

This is likely the biggest question on your list - do the pants go inside or outside of the boots? Tucking your jeans into your boots was the trend years ago, but today the more modern look is to wear your pants outside of the boots. This creates a cleaner silhouette and allows you to look more put together.

Opt for Work Sneakers (Safety Sneakers)

If work boots feel too formal or too clunky, you can instead choose a work sneaker. You can opt for steal-toe sneakers or composite-toe sneakers if you’re out in the elements often. Either way, they offer similar safety features to work boots without the bulk. Caterpillar’s Invader Steel Toe Work Sneakers are a more modern take, while their Streamline 2.0 Work Sneakers are more subtle.

The Best Work Boots of 2022


Now that you know how to style your steel-toe boots, you need to actually pick out a pair that suits your style. There are a ton of options on the market. At Frankly Fashion, we recommend Caterpillar - a brand that has spent years proving that their design and quality are ahead of the rest. However, Bonanza is an up-and-coming brand that offers stylish, exciting new work boots. Here are our top picks.

1.   Caterpillar Resorption Waterproof Composite Toe Work Boot

CAT Resorption Work Boot

This pair of waterproof boots offers the comfort of an athletic shoe in a hiker style. They’re lightweight and made of waterproof leather. These composite toe boots also won’t conduct warmth or cold, so you’ll stay comfortable. Plus, they’re the perfect shade of brown to go with just about anything.

2.   Caterpillar Second Shift Steel Toe Work Boots

Caterpillar Work Boot Image 3

No matter what work (or play) you’re getting into, the Second Shift steel toe boots provide protection and comfort. Despite the steel toe, Caterpillar’s signature Climasphere will keep your foot comfortable. These are also electric hazard safety boots, so you’ll remain protected against up to 600 volts in dry conditions. Plus, they are slip-resistance boots, so you’re getting every protection possible.

3. Bonanza Frontier Boots

Bonanze Frontier Work Boots

Despite being a relatively new brand, Bonanza is becoming well-known for its durable yet stylish puncture resistance boots. The Frontier, in particular, stands out as one of the most comfortable work boots. From the padded leather lining to the TOUGH WEDGE dual-density outsole to the shock-absorbing padded insole, you’ll be comfortable on your feet all day long.

4.   Caterpillar Men's Wheelbase Steel Toe Work Boots

CAT Steel Toe Workbase Boot

The Caterpillar Wheelbase Steel Toe Work Boot delivers all the safety features you could want, but with the ease of a slip-on. As a Chelsea-style work boot, you’ll find that this shoe has both comfort and style. Meanwhile, it’s also slip resistant and includes electrical hazard protection. Despite the steel toe, these boots are lightweight and comfortable thanks to their EVA midsole and flexible outsole. Whether you’re working on a job site or headed to an event, just slip these work boots on and you’re out the door.

5.   Caterpillar Women’s Excavator Superlite Cool Carbon Composite Toe Work Boot

Caterpillar Women's Work Boots

These women’s work boots can keep you cool all day thanks to their advanced ventilation technology, plus heat-reducing liners and leathers. They’re also electric hazard safety boots, including both a composite toe and slip-resistance technology. They’re great for anyone in search of a tough pair of women’s boots.

When it comes to work boots, you have a huge variety of options. You might be in search of waterproof boots, puncture resistance boots, steel toe boots, or all of the above. Regardless of which pair you land on, you can be safe and comfortable while still looking modern.

Whether you opt for a classic set of steel-toe boots or a modern pair of work sneakers, you can look and feel cool with work boots from Frankly Fashion.



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