How To Wear High Top Sneakers - Aquila (2024)

Ready to make the jump to high-top sneakers? Us too. In fact, we just released the DECO HI TOP (in white and black). It’s a good time to look at some basic high-top rules, starting with Lesson One: Don’t tuck your jeans into your shoes.

Men’s high-top sneakers surged to popularity in the 1980s, but you can trace their history all the way back to 1891, when Spalding released the first men’s basketball shoe: a canvas high-top. Converse All Stars (also known as Chuck Taylors) came along in 1917. By the end of the 20th century, high-tops were the essence of indie-rock style. And they’re still one of the coolest things you can put on your feet.

High-tops are technically any sneaker that covers your ankles, and they usually fall into two categories: ‘thin high-tops’ (your classic canvas sneaker), and ‘mid high-tops’ (a chunkier, athleisure-style sneaker). Our DECO high-tops sit somewhere in-between: they have the sharp lines of a ‘thin high-top’, but they’re made from 100% leather, not canvas.

Here’s how to wear men’s high-top sneakers.

The Deco White Hi Top Sneakers

Pick your style

The reason high-tops work is because they make your feet pop. Instead of hiding underneath your cuffs, like regular sneakers, they draw attention to your ankle and frame your entire outfit. The first thing you need to decide is style. Thin high-tops will make your feet and ankles look smaller, especially if you tie them all the way up. (It’s usually better to stop halfway and tuck the excess laces under the collar.) Thick, basketball-style high-tops will make your ankles look wider. Neither look is good or bad—it all comes down to styling. Find the fit that makes you feel comfortable. Uncomfortable sneakers are an oxymoron.

Show your ankles

High-tops have a kind of special relationship with your pants. They need to work together, more-so than regular sneakers. Stick to slim-fit jeans or chinos, and cuff them high, above the tongue of your shoes. Don’t be afraid to show a little sock, either. Skinny jeans can work on the right frame, but slim-fit is usually the way to go. Either roll the cuffs high, or let the fabric bunch naturally around the collar. The big mistakes people make are either tucking their jeans into their shoes, or wearing baggy, loose-fitting pants that obscure the high-tops. You don’t want a traditional ‘break’ here. Think clean, simple, natural lines. High-tops are made to be seen.

The Deco Black Hi Top Sneakers

Color matching high-tops

As a general rule, your high-tops shouldn’t be the exact same colour as your pants. That kind of defeats the purpose of high-tops: you want your feet to stand out, not blend in. The only exception are black high-tops with black jeans, which is a classic indie rocker look. If you’re wearing colourful chinos, pick a neutral high-top sneaker, like white or black. If you’re wearing neutral pants, or blue jeans, there are basically no rules: WHITE or BLACK, you can't go wrong.

Styling high-tops

High-tops have stayed popular because they’re so versatile. You can wear them with jeans, chinos or even shorts (if you’re going the short route, stick to baggy fits and loose tees). High-tops with jeans are your classic weekender vibe, and it’s really hard to style them wrong. Just throw on some blue-wash denim and a crew neck tee, or a two-tone denim shirt. Remember: your feet are kind of bottom-loaded, so keep the rest of the outfit simple and clean. You don’t need 17 layers and a coat. For high-tops with chinos, try and channel a smart, urban style. Think khaki chinos with a sharp polo shirt, or even an untucked, open Oxford. Again, you want slim, natural fits for the pants: nothing too skinny or too baggy.

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High-tops with suits

Canvas high-tops with a suit is definitely not on, but you can totally get away with a sleek full leather high-top, like the DECO. Still, this is a delicate balancing act. It requires an easygoing boss (and a good tailor). For starters, your high-tops can’t be more than two colours: one for the upper, and preferably white on the sole. Make sure to lace your shoes up all the way. You don’t want your suit pants catching on the tongue. Lastly, the pants need to be slim, tailored and perfectly hemmed, with a slightly higher cuff than usual. But don’t go too high: if you can see your pink business socks, you’re doing it wrong. Also, you want zero break here: these aren’t your dad’s brogues.

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How To Wear High Top Sneakers - Aquila (2024)

FAQs

How to wear jeans with high top sneakers? ›

They need to work together, more-so than regular sneakers. Stick to slim-fit jeans or chinos, and cuff them high, above the tongue of your shoes. Don't be afraid to show a little sock, either. Skinny jeans can work on the right frame, but slim-fit is usually the way to go.

How to walk in high-top shoes? ›

Walk with feet positioned straight, toes pointed forward. Heels should be vertical to the ground, not horizontal. Walk placing one foot in front of the other with a smooth, even stepping motion beginning at the heel and rolling to the toe. Primarily walk on the balls of your feet, using the heel for balance.

Why do people wear high top sneakers? ›

High top sneakers are thought to give a lot more ankle support because they are laced up above the “ankle” bones.

What looks good with high tops? ›

Try your high top sneakers with straight leg jeans

High top sneakers that are super fitted at the ankle are great with straight leg or wide leg jeans. High top sneakers with bulkier ankles are not quite as good with the wider leg pants.

Are high-top sneakers in style in 2024? ›

"The chunky sneaker trend continues to stomp its mark on 2024, but with a more refined, sculptural twist," says Marie. "High tops are getting more attention with innovative materials and patterns, giving a nod to vintage basketball aesthetics."

How do you wear sneakers and look classy? ›

Wearing Sneakers with a Dress or Skirt

Wearing Adidas Sambas with a midi skirt or dress can give it a different look than other footwear choices, such as boots or sandals. Wearing a pair of sneakers with a dress or skirt is nothing new, but the right pair can update the look.

What type of jeans to wear with sneakers? ›

Universally flattering, straight-leg jeans pair well with low-top sneakers of any kind. We're partial to black and white pieces with medium-wash blue jeans for a timeless look.

What is the point of high-top shoes? ›

The argument around wearing high-top basketball sneakers is the ankles are better protected against a sprain. Low-top shoes were supposed to be dangerous for the ankles.

Can I wear high tops with leggings? ›

Elevate your style with trendy high tops and leggings. Discover the perfect combination of comfort and fashion with our top outfit ideas for a chic and casual look.

Do high-top shoes make you look shorter or taller? ›

High tops cut at your ankles and can make you look shorter than you are. Pairing them with jeans is a classic styling conundrum. The first and biggest rule is to avoid baggy jeans.

Are high tops better for your ankles? ›

A randomized study with 622 subjects was designed by Barret et al. to observe if there are any difference between high-top shoes and low-top shoes in regard to risk of ankle sprain. The results demonstrated no significant difference in ankle sprains while wearing a high-top shoe compared to a low-top shoe.

What are high-top sneakers used for? ›

The high-top is a shoe that extends slightly over the wearer's ankle. It is commonly used for sports, particularly basketball. It is sometimes confused with the slightly shorter mid-top, which typically extends no higher than the wearer's ankle.

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