Complete Guide On How to Wear High Tops Sneakers

Complete Guide On How to Wear High Tops Sneakers

Do you love high top sneakers but aren't sure how to wear them? You're not alone! Many people have told us that they find these shoes a bit tricky to style. 

But worry not. We’ve got you covered. 

Wearing high top sneakers is easy and stylish. You can pair them with skinny jeans for a sleek look. Some also try them with joggers and shorts for a sporty vibe. 

But that’s not all. You can wear high tops in a lot of different ways, which we will be explaining in this guide. 

By the end, you’ll feel confident and excited to rock your high tops with any outfit. 

Let’s get started!

Key Takeaways

  • High top sneakers are versatile and can be worn for casual, sporty, and street fashion styles.
  • Brands like Converse and Nike offer great options for high tops.
  • Black and white high tops go with almost everything in your wardrobe.
  • You can pair high tops with skinny jeans, joggers, or shorts.
  • Things like caps, hoodies, and sunglasses can make your look stand out.

How to Wear High Tops? (Ultimate Guide)

Wearing high tops can be super fun. They work with a lot of different outfits, which means you can look casual, a bit more dressed up, and sporty.

But whenever we explain to someone how they can wear high top sneakers, we always break the details down into two parts. Part one is about deciding on the high tops and the second part is about wearing them.

Both are crucial and you should pay attention to both.

Part 1: Deciding on High Tops

It’s super important to pick the right high tops sneakers. You can’t just choose one and start your day. You should make a lot of considerations if you want to avoid embarrassment. 

Let’s break it down.

Think Carefully About What Style to Get

There are two main types of high tops: 

  • Thin 
  • Thick.

So, the first thing you will be doing is choosing between thin high tops (e.g., Converse) or thick high tops (e.g., Nike Air Force 1). 

In our opinion, the Thin high top sneakers look simple and sleek. They make your feet look smaller. We’ve noted that they are great for a relaxed vibe. 

In comparison, Thick high tops, like Nike Air Force 1s, are bulkier and give you a sporty, bold look.

Still confused? 

We’ve got some suggestions:

  • If you want something that goes with most of your casual outfits, thin high tops are the best. They’re light and easy to match. 
  • But if you like an athletic or street style, thick high tops are great.

In addition:

  • If you’re on foot for hours, then we recommend thick high tops.
  • If you just want breathable sneakers, then thin high tops are for you.

Similarly: 

  • If you have smaller feet, thick high tops are suitable for you. 
  • If you have bigger feet, then go for thin high tops.

Think About What Brand You Like

We also suggest people consider brands. You should buy shoes from those that you have worn before. Sticking with what you know can ensure your high tops are comfy.

Want our recommendation?

When we checked out different brands, Converse and Nike stood out. In our opinion, Converse high tops are classic. In comparison, Nike brings a sporty edge with advanced cushioning.

But if you want some upscale options, we suggest Raf Simons and Michael Kors. 

Think Carefully About What Color You Want

You should opt for versatile colors like black or white for simplicity. Black and white high tops are classic and match almost anything. They’re easy to pair with different outfits. That’s why we think they are a great choice if you want to wear them often.

You should also use small injections of color to reflect your personality. Adding a bit of color can make your high tops pop. We like to use these: 

  • Red
  • Blue
  • Pastel shades.

Avoid novelty colors that may not suit your wardrobe long-term. While bright, flashy colors can be tempting, they might not match much of your wardrobe.

Part 2: Wearing High Tops

After you’ve decided which High Tops sneakers you want, then the next step is to wear them right. Note that wearing high tops is all about pairing them with the right clothes. That’s the only way to create stylish and comfortable looks. 

Let’s talk about some great ways to wear your high tops in detail:

Wear Skinny Jeans with High Tops

Skinny jeans and high tops go great together. Skinny jeans fit close to your legs, which is why your high tops will stand out more. This look is modern and cool. 

If you have colorful high tops, wear them with neutral-colored jeans like black or blue. We’ve found that these jeans can make your shoes pop. 

But what if your high tops are a neutral color? In this case, try wearing colorful jeans to make your outfit more exciting. 

Wear Pants with Wider Legs if Pairing with Thin High Tops

Thin high tops look great with pants that have a bit more room. If you’re a woman, choose wide-legged pants to create a relaxed look. This look is great for casual outings or even a day at work. 

For men, it’s best to avoid pants that are too baggy when wearing thin high tops. Instead, go for straight-leg or skinny jeans. 

Roll the Bottoms of Jeans to Create a Bit of Volume to Offset the Sneakers

Rolling up your jeans can make your outfit look really cool. When you roll up the bottoms of your jeans, it creates a little gap between your pants and your shoes. This makes your high-top sneakers stand out more. It’s an easy trick that makes a big difference in how you look. 

We’ve noticed that rolling jeans also add a bit of puffiness around the ankles, which looks nice with high tops. Just be careful about your socks showing. It usually looks better if your socks are hidden. That’s why we believe no-show socks are perfect with rolled jeans and high tops.

Dress Up Your Sneakers

High tops aren’t just for casual outfits. Women can wear these sneakers with dresses or skirts for a fun look. Most of them have told us that a flowy dress with high tops creates a cool mix of feminine and sporty vibes. This look is perfect for a day out or even a casual date. 

Men can dress up their high tops by pairing them with a well-fitted trench coat. This looks sophisticated.

Pair Shorts with High Tops for a Summer Look

Men can wear shorts with high tops for a comfortable summer style. This combo is ideal for casual outings, beach trips, or barbecues. 

Here, we want to tell you that tying your laces the right way can make a big difference in how your high tops look. Keeping your laces neat and tidy gives your high tops a polished look. 

There are many ways to lace up your high tops, but we recommend the classic crisscross.

How to Wear High Top Sneakers for a Casual Look?

If you want a casual look with high-top sneakers, then we’ve got some great tips for you. You should pair the shoes with slim-fit jeans, T-shirts, and hoodies.

Let’s read the details.

Pairing with Slim-Fit Jeans

Slim-fit jeans and high top sneakers are a perfect match. These jeans fit close to your legs, which will give you a modern look. You can choose jeans in different colors to match your sneakers. 

If your high tops are colorful, try wearing neutral-colored jeans like black or blue to make your shoes pop. If your sneakers are a neutral color, you can try wearing jeans in brighter colors to make your outfit more exciting.

Styling with T-Shirts and Casual Tops

T-shirts and casual tops go great with high-top sneakers. A simple t-shirt can create a relaxed and comfortable look (that’s perfect for everyday wear). 

You can choose a plain T-shirt or one with a cool graphic or logo. Either way, pairing it with your high tops can make you look effortlessly stylish.

People also ask us about sweatshirts and casual button-down shirts. Well, they can also work well.

Adding Hoodies and Jackets for Layering

According to fashion experts, layering is a great way to add “depth” to your outfits. Hoodies and jackets are perfect for this. A hoodie worn with your high tops can create a cozy and casual look. So if it’s winter, we suggest you go for this look.

Jackets can also be a great addition. A denim jacket, for example, can add a cool vibe. You can also try bomber jackets, leather jackets, or even a simple zip-up jacket. Layering with them can make your outfit more interesting.

And If you’re experimenting with styles, you might want to try pairing Hey Dudes with shorts for a casual look.

How Can You Achieve a Sporty Look with High Top Sneakers?

High top sneakers can also give you a sporty and energetic look. Whether you’re going to the gym, playing sports, or just want to look athletic, high tops are the best. 

Let’s explore some ways to achieve that sporty style with high top sneakers.

Combining with Athletic Wear Like Joggers and Track Pants

One of the best ways to create a sporty look is by pairing high top sneakers with athletic wear like track pants. These pants are designed for comfort and movement, which makes them ideal for a sporty outfit. 

We recommend choosing pants in neutral colors like black, gray, or navy. Why? For a versatile look. If you want, go for bolder colors to make a statement. The key is to keep the fit comfortable but not too loose.

Choosing the Right Sports Tops

The top you choose is also super important. Sports tops like tank tops are all great options. We suggest looking for tops made from breathable, moisture-wicking materials. The reason? Well, they keep you cool and dry. In our opinion, these fabrics are perfect for active-wear and help you stay comfortable (no matter what you do).

Accessorizing for a Complete Sporty Appearance

Accessories can take your sporty look to the next level. Simple things like a baseball cap, a sports watch, or a gym bag can enhance your outfit. In fact, such things can make you look more athletic. 

Plus, these accessories have other benefits, too. For example, a baseball cap can also keep the sun out of your eyes if you’re outside. Similarly, a sports watch can help you keep track of your workouts. Furthermore, sunglasses can also add a sporty touch, especially if you’re outside.

In our experience, a well-chosen accessory can make your outfit look more complete. If you’re carrying a gym bag, pick one that matches your outfit. 

What Is the Best Way to Style High Top Sneakers for Street Fashion?

Are you into street fashion? If you’re, then you should definitely try high top sneakers. Let’s look at how you can rock high tops in street fashion.

Using Tapered Joggers and Oversized Tees

Tapered joggers and oversized tees are perfect for a streetwear look. Tapered joggers fit snugly around your ankles, which makes your high tops really stand out. They’re also super comfortable and easy to move in. 

In our experience, sticking to neutral colors like black, gray, or white for your joggers and tees can create a clean, stylish look. But don’t be afraid to play with colors and prints. The key is to keep it balanced and not too flashy.

Try Accessories

Accessories can really change how your street fashion looks. Here’s what we suggest:

  • Hats: Wearing a cap makes you look sporty and is great for sunny days. You can choose a simple baseball cap or a trendy snapback that fits your style.
  • Sunglasses: Sunglasses protect your eyes from the sun and make you look stylish. Classic styles like aviators or wayfarers are perfect for street fashion.
  • Watches: A watch can add a nice touch to your outfit and help you keep track of time. Choose a sporty one for a casual look.
  • Backpacks: A cool backpack not only carries your stuff but also adds to your style. Pick one with fun designs or colors.
  • Bracelets: Wearing a bracelet can also make you look cool. You can go for leather bands or colorful beads.

That’s everything to know about how to wear high top sneakers.

Do you love high top sneakers but aren't sure how to wear them? You're not alone! Many people have told us that they find these shoes a bit tricky to style. 

But worry not. We’ve got you covered. 

Wearing high top sneakers is easy and stylish. You can pair them with skinny jeans for a sleek look. Some also try them with joggers and shorts for a sporty vibe. 

But that’s not all. You can wear high tops in a lot of different ways, which we will be explaining in this guide. 

By the end, you’ll feel confident and excited to rock your high tops with any outfit. 

Let’s get started!

Key Takeaways

  • High top sneakers are versatile and can be worn for casual, sporty, and street fashion styles.
  • Brands like Converse and Nike offer great options for high tops.
  • Black and white high tops go with almost everything in your wardrobe.
  • You can pair high tops with skinny jeans, joggers, or shorts.
  • Things like caps, hoodies, and sunglasses can make your look stand out.

How to Wear High Tops? (Ultimate Guide)

Wearing high tops can be super fun. They work with a lot of different outfits, which means you can look casual, a bit more dressed up, and sporty.

But whenever we explain to someone how they can wear high top sneakers, we always break the details down into two parts. Part one is about deciding on the high tops and the second part is about wearing them.

Both are crucial and you should pay attention to both.

Part 1: Deciding on High Tops

It’s super important to pick the right high tops sneakers. You can’t just choose one and start your day. You should make a lot of considerations if you want to avoid embarrassment. 

Let’s break it down.

Think Carefully About What Style to Get

There are two main types of high tops: 

  • Thin 
  • Thick.

So, the first thing you will be doing is choosing between thin high tops (e.g., Converse) or thick high tops (e.g., Nike Air Force 1). 

In our opinion, the Thin high top sneakers look simple and sleek. They make your feet look smaller. We’ve noted that they are great for a relaxed vibe. 

In comparison, Thick high tops, like Nike Air Force 1s, are bulkier and give you a sporty, bold look.

Still confused? 

We’ve got some suggestions:

  • If you want something that goes with most of your casual outfits, thin high tops are the best. They’re light and easy to match. 
  • But if you like an athletic or street style, thick high tops are great.

In addition:

  • If you’re on foot for hours, then we recommend thick high tops.
  • If you just want breathable sneakers, then thin high tops are for you.

Similarly: 

  • If you have smaller feet, thick high tops are suitable for you. 
  • If you have bigger feet, then go for thin high tops.

Think About What Brand You Like

We also suggest people consider brands. You should buy shoes from those that you have worn before. Sticking with what you know can ensure your high tops are comfy.

Want our recommendation?

When we checked out different brands, Converse and Nike stood out. In our opinion, Converse high tops are classic. In comparison, Nike brings a sporty edge with advanced cushioning.

But if you want some upscale options, we suggest Raf Simons and Michael Kors. 

Think Carefully About What Color You Want

You should opt for versatile colors like black or white for simplicity. Black and white high tops are classic and match almost anything. They’re easy to pair with different outfits. That’s why we think they are a great choice if you want to wear them often.

You should also use small injections of color to reflect your personality. Adding a bit of color can make your high tops pop. We like to use these: 

  • Red
  • Blue
  • Pastel shades.

Avoid novelty colors that may not suit your wardrobe long-term. While bright, flashy colors can be tempting, they might not match much of your wardrobe.

Part 2: Wearing High Tops

After you’ve decided which High Tops sneakers you want, then the next step is to wear them right. Note that wearing high tops is all about pairing them with the right clothes. That’s the only way to create stylish and comfortable looks. 

Let’s talk about some great ways to wear your high tops in detail:

Wear Skinny Jeans with High Tops

Skinny jeans and high tops go great together. Skinny jeans fit close to your legs, which is why your high tops will stand out more. This look is modern and cool. 

If you have colorful high tops, wear them with neutral-colored jeans like black or blue. We’ve found that these jeans can make your shoes pop. 

But what if your high tops are a neutral color? In this case, try wearing colorful jeans to make your outfit more exciting. 

Wear Pants with Wider Legs if Pairing with Thin High Tops

Thin high tops look great with pants that have a bit more room. If you’re a woman, choose wide-legged pants to create a relaxed look. This look is great for casual outings or even a day at work. 

For men, it’s best to avoid pants that are too baggy when wearing thin high tops. Instead, go for straight-leg or skinny jeans. 

Roll the Bottoms of Jeans to Create a Bit of Volume to Offset the Sneakers

Rolling up your jeans can make your outfit look really cool. When you roll up the bottoms of your jeans, it creates a little gap between your pants and your shoes. This makes your high-top sneakers stand out more. It’s an easy trick that makes a big difference in how you look. 

We’ve noticed that rolling jeans also add a bit of puffiness around the ankles, which looks nice with high tops. Just be careful about your socks showing. It usually looks better if your socks are hidden. That’s why we believe no-show socks are perfect with rolled jeans and high tops.

Dress Up Your Sneakers

High tops aren’t just for casual outfits. Women can wear these sneakers with dresses or skirts for a fun look. Most of them have told us that a flowy dress with high tops creates a cool mix of feminine and sporty vibes. This look is perfect for a day out or even a casual date. 

Men can dress up their high tops by pairing them with a well-fitted trench coat. This looks sophisticated.

Pair Shorts with High Tops for a Summer Look

Men can wear shorts with high tops for a comfortable summer style. This combo is ideal for casual outings, beach trips, or barbecues. 

Here, we want to tell you that tying your laces the right way can make a big difference in how your high tops look. Keeping your laces neat and tidy gives your high tops a polished look. 

There are many ways to lace up your high tops, but we recommend the classic crisscross.

How to Wear High Top Sneakers for a Casual Look?

If you want a casual look with high-top sneakers, then we’ve got some great tips for you. You should pair the shoes with slim-fit jeans, T-shirts, and hoodies.

Let’s read the details.

Pairing with Slim-Fit Jeans

Slim-fit jeans and high top sneakers are a perfect match. These jeans fit close to your legs, which will give you a modern look. You can choose jeans in different colors to match your sneakers. 

If your high tops are colorful, try wearing neutral-colored jeans like black or blue to make your shoes pop. If your sneakers are a neutral color, you can try wearing jeans in brighter colors to make your outfit more exciting.

Styling with T-Shirts and Casual Tops

T-shirts and casual tops go great with high-top sneakers. A simple t-shirt can create a relaxed and comfortable look (that’s perfect for everyday wear). 

You can choose a plain T-shirt or one with a cool graphic or logo. Either way, pairing it with your high tops can make you look effortlessly stylish.

People also ask us about sweatshirts and casual button-down shirts. Well, they can also work well.

Adding Hoodies and Jackets for Layering

According to fashion experts, layering is a great way to add “depth” to your outfits. Hoodies and jackets are perfect for this. A hoodie worn with your high tops can create a cozy and casual look. So if it’s winter, we suggest you go for this look.

Jackets can also be a great addition. A denim jacket, for example, can add a cool vibe. You can also try bomber jackets, leather jackets, or even a simple zip-up jacket. Layering with them can make your outfit more interesting.

And If you’re experimenting with styles, you might want to try pairing Hey Dudes with shorts for a casual look.

How Can You Achieve a Sporty Look with High Top Sneakers?

High top sneakers can also give you a sporty and energetic look. Whether you’re going to the gym, playing sports, or just want to look athletic, high tops are the best. 

Let’s explore some ways to achieve that sporty style with high top sneakers.

Combining with Athletic Wear Like Joggers and Track Pants

One of the best ways to create a sporty look is by pairing high top sneakers with athletic wear like track pants. These pants are designed for comfort and movement, which makes them ideal for a sporty outfit. 

We recommend choosing pants in neutral colors like black, gray, or navy. Why? For a versatile look. If you want, go for bolder colors to make a statement. The key is to keep the fit comfortable but not too loose.

Choosing the Right Sports Tops

The top you choose is also super important. Sports tops like tank tops are all great options. We suggest looking for tops made from breathable, moisture-wicking materials. The reason? Well, they keep you cool and dry. In our opinion, these fabrics are perfect for active-wear and help you stay comfortable (no matter what you do).

Accessorizing for a Complete Sporty Appearance

Accessories can take your sporty look to the next level. Simple things like a baseball cap, a sports watch, or a gym bag can enhance your outfit. In fact, such things can make you look more athletic. 

Plus, these accessories have other benefits, too. For example, a baseball cap can also keep the sun out of your eyes if you’re outside. Similarly, a sports watch can help you keep track of your workouts. Furthermore, sunglasses can also add a sporty touch, especially if you’re outside.

In our experience, a well-chosen accessory can make your outfit look more complete. If you’re carrying a gym bag, pick one that matches your outfit. 

What Is the Best Way to Style High Top Sneakers for Street Fashion?

Are you into street fashion? If you’re, then you should definitely try high top sneakers. Let’s look at how you can rock high tops in street fashion.

Using Tapered Joggers and Oversized Tees

Tapered joggers and oversized tees are perfect for a streetwear look. Tapered joggers fit snugly around your ankles, which makes your high tops really stand out. They’re also super comfortable and easy to move in. 

In our experience, sticking to neutral colors like black, gray, or white for your joggers and tees can create a clean, stylish look. But don’t be afraid to play with colors and prints. The key is to keep it balanced and not too flashy.

Try Accessories

Accessories can really change how your street fashion looks. Here’s what we suggest:

  • Hats: Wearing a cap makes you look sporty and is great for sunny days. You can choose a simple baseball cap or a trendy snapback that fits your style.
  • Sunglasses: Sunglasses protect your eyes from the sun and make you look stylish. Classic styles like aviators or wayfarers are perfect for street fashion.
  • Watches: A watch can add a nice touch to your outfit and help you keep track of time. Choose a sporty one for a casual look.
  • Backpacks: A cool backpack not only carries your stuff but also adds to your style. Pick one with fun designs or colors.
  • Bracelets: Wearing a bracelet can also make you look cool. You can go for leather bands or colorful beads.

That’s everything to know about how to wear high top sneakers.

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Pete Oliveri

CEO / AUTHOR of Freaky Shoes®

Meet Pete Oliveri, the creative force and driving visionary behind Freaky Shoes. A New Jersey native, Pete is an accomplished American artist dedicated over 20 years to the consumer products industry, leaving an indelible mark in various domains such as graphic and packaging design, illustration, and product development. His extraordinary talent has earned him accolades, including the prestigious Bio Comics Award for his exceptional comic book content development work. However, Pete's ultimate achievement lies in his role as the Founder, CEO and creative genius of Freaky Shoes.

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