How to Pair up Your Timberland Boots With a Suit?

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Timberland started its journey of producing footwear in 1952. But it came into the limelight in 1973 when it started making waterproof boots.

Back then, it was a must-have for blue-collar workers who had to wear those boots for hours at their working site. By 1985, Timberland already sold more than a million pairs. Soon, they tripled their sales, thanks to the immense popularity of these boots.

Timberland Boot Reviews

The quality of these boots received positive reviews from eminent personalities. Rob Walker, a popular author and consumer journalist of Buying In wrote in one of his articles that Timberland boots gave New York hustlers footwear that they could use without any second thoughts during winter. Those who had the job of standing on the street throughout the night found the best footwear that would keep them warm and dry.

Wu Tang Clan group photo - Wu Tang Clan wearing timberland boots - timbs in hop op - timbs

Wu-Tang Clan, a hip-hop group, also pointed out that thanks to Mother Nature, the boots were the perfect companion for cold winters. They had the best quality that winter boots could provide at that time. Although they were tough and rugged, they did look cool because of the stylish design.

Timberland Boots and Hip-Hop Culture

While Timberland boots were essentially for blue-collar workers, they soon became an integral part of the hip-hop culture on the East Coast. Hip-hop artists would wear Timberland boots with tough workwear, paired with camouflage items and stacked denims. It reflected their no-holds-barred street narrative accurately.

Previously, fashion in the hip-hop industry only meant tight clothes and bright colors. Everything seemed too flashy at that time. But Timberland boots and striped clothes on the West Coast changed the way hip-hop artists dressed. It marked the beginning of a new era in the hip-hop industry and Timberland boots played a crucial role in it.

In fact, these boots became so popular that artists began writing about them in their songs. Songs like Suicidal Thoughts, Survival of the Fittest, and The World is Yours, all had mentions of Timberland boots.

Timberland Boots in Modern-Day Fashion

Timberland boots have come a long way from being a necessity for blue-collar workers to setting a trend among celebrities. What started as a footwear to keep you warm during winters is now a hip-hop style dawned by artists like Kanye West, Wu-Tang Clan, and Mobb Deep. They recently laced up and made crossovers in the men’s fashion world. It fast became a trend among hip-hop lovers. You would often see people wearing side-zip hoodies, and a pair of Timberland boots with a Yankees cap and baggy camo cargos.


Men’s Timberland® Classic 6-Inch Waterproof Boot

$149.99

The OG

Pros:

  • Brolic
  • Classic
  • Waterproof

Cons:

  • Can’t Wear to a Gala (Yet)
  • Not Hot Weather Friendly
  • Reduced Agility (For Some)
 

Since this is Dandy In The Bronx, I am suggesting that you wear Timberland’s rugged, winter boots with a suit this fall. But how are you going to wear it? Here are a few tips that you need to keep in mind:

Heavy Suit Suits Heavy Boots

Timberland makes heavy-duty boots. These classic waterproof boots feature PrimaLoft® ECO insulation and waterproof leather sourced from a sustainable tannery. This means you shouldn’t wear one of your skinny, lightweight suits with it. You should always pair up your heavy boots with a heavy suit. Your favorite Italian wool pinstripe suit may not look good with these boots. Instead, try something heavier, such as a heavyweight wool windowpane suit, herringbone, or tweed. These are ideal to match the workwear vibes that you get when you wear these rugged boots from Timberland.

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No Worries If You Don’t Have Proper Shirt Or Tie

You won’t attend an office meeting wearing a suit and Timberland boots. Therefore, don’t worry if you don’t have an appropriate shirt or tie. Fashion designers recommend to lose the shirt and tie while wearing a suit and Timbs. You should opt for a turtleneck, sweater, or even a hoodie under the suit. Silk ties and crisp shirts are for formal occasions. Wearing Timberland boots with a suit means you want to tone down your dress; you don’t want to look flashy. That’s the essence of pairing such footwear with a heavy suit.

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Keep the Color Contrast in Mind

This is where you need to choose wisely. Timberland boots come in a variety of colors: purple iteration, all-red version, and the traditional colors that include gray, brown, black, and wheat. When it comes to pairing a pair of Timbs with your suit, it’s best to go for traditional colors. Check the color of your suit first. Do you think it complements your boots? For example, if you have a brown tweed suit, it would look fantastic with wheat or brown Timbs. On the other hand, if you want to wear a dark gray suit, you should pair it with either gray or black boots.

Watch out for the Infinity Timbs - do not let a new york dude get all the Infinity Timbs

Keep Them Boots Clean

Dressing down doesn’t mean you need to wear dirty boots. Dirty boots with a suit is a strict no-no. It doesn’t make you look cool. Instead, it tells others how callous you are. Therefore, treat your Timbs respectfully and clean them up before you wear them with your suit. Hip-hop followers treated Timbs as fine Italian lace-ups. And you should do that too. A scuffed up pair of Timbs will seem as if you forgot the right shoes at home. On the other hand, wearing them clean will make your fashion statement clearer.


While it may seem surprising to wear Timberland boots with a suit, once you pair these two, you won’t want to go back. They look cool for a reason. Follow the tips above if you want to make Timbs and suit your new fashion statement.

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Thanks for reading and y’all stay dandy.

-Diego

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