Streetwear Style Guide: Tips to Master Streetwear Fashion

When it comes to streetwear style, it’s all about blending comfort, style, and individuality. In fact, streetwear has become an integral part of the fashion industry, with its unique and expressive style.

But what is streetwear? Simply put, streetwear is a style of clothing inspired by youth and urban culture. It often features bold colors, oversized fits, and graphic designs, making a statement wherever it’s worn. It is a type of fashion that originated from the skateboarding and hip-hop culture in the 1980s and 1990s, with brands like Stüssy, Supreme, and A Bathing Ape pioneering the movement.

Today, streetwear fashion has expanded to encompass a wide range of styles, from punk-inspired looks to high-end designer collaborations. It has even made its way onto the runway, with luxury brands like Off-White and Vetements featuring streetwear-inspired designs in their collections.

So why has streetwear become such an important part of the fashion industry? For one, it allows people to express themselves in unique and creative ways. It’s also a reflection of youth and urban culture, which has a significant influence on trends and style.

In this guide, we’ll dive into the world of streetwear fashion, explore the history of streetwear, different streetwear styles, and how to put together your own streetwear outfits. Whether you’re a seasoned streetwear enthusiast or just getting started, this guide has something for everyone. So, let’s get started and explore the exciting world of streetwear fashion!

Streetwear fashion is a versatile and diverse style that can be broken down into several subcategories. Each style has its unique history, characteristics, and popular brands that have contributed to its growth and popularity. In this section, we will explore some of the most significant streetwear styles and what sets them apart.

Popular Streetwear Styles - this include skatewear, hip-hop inspired streetwear, Japanese, high-end, and DIY streetwear.


Skatewear is one of the earliest and most influential styles of streetwear fashion. Skatewear has its roots in skateboarding culture, which emerged in the 1970s in California. Skatewear fashion is characterized by its functional and durable clothing, which is designed to withstand the rough and tumble of skateboarding.

Some key features of skatewear include loose-fitting and comfortable clothing, such as baggy pants, graphic tees, hoodies, and sneakers. Skatewear is also known for its bold and graphic designs, with popular brands like Vans, Supreme, and Thrasher leading the charge.

Hip Hop-Inspired Streetwear

Hip-hop fashion is another influential style of streetwear that emerged in the 1970s in New York City. Hip Hop fashion is rooted in the cultural and social movements of the African American and Latino communities and was a way to express their creativity and style.

Some key features of Hip-hop fashion include oversized clothing, baggy jeans, sweatshirts, and sneakers. The use of bold colors, graphic designs, and flashy accessories like gold chains and large hoop earrings are also common in Hip Hop fashion. Popular brands and designers in Hip Hop fashion include FUBU, Sean John, and Rocawear.

Japanese Streetwear

Japanese streetwear is a unique and highly sought-after style of streetwear fashion that has gained popularity around the world. Japanese streetwear has its roots in the Harajuku district of Tokyo, where young people experiment with fashion and express their creativity.

Some key features of Japanese streetwear include oversized and layered clothing, bold and colorful designs, and accessories like hats, scarves, and bags. Popular brands and designers in Japanese streetwear include A Bathing Ape (BAPE), Comme des Garcons, and Neighborhood.

High-End Streetwear

High-end streetwear is a recent and emerging style of streetwear fashion that blends luxury and streetwear. High-end streetwear has gained popularity in recent years, with designers and luxury brands such as Gucci, Louis Vuitton, and Off-White entering the market.

Some key features of high-end streetwear include high-quality materials, limited edition pieces, and high price points. High-end streetwear is often seen as a status symbol and is worn by celebrities and influencers around the world.

DIY and Customized Streetwear

DIY and customized streetwear is a unique and personal style of streetwear fashion that involves creating and customizing clothing to fit one’s individual style. DIY and customized streetwear has gained popularity in recent years, with many young people opting to create their own unique pieces rather than buying from popular brands.

Some key features of DIY and customized streetwear include unique and personalized designs, upcycling of existing clothing, and the use of DIY techniques such as screen printing and embroidery. Popular DIY and customized streetwear brands include Cactus Plant Flea Market, Online Ceramics, and Brain Dead.

In the next section, we will explore how to put together streetwear outfits and style tips for both men and women.

Finding Your Personal Streetwear Style

Finding your personal streetwear style involves experimenting and being open to trying new things. Here are some tips to help you get started:

  1. Do some research: Look for inspiration from streetwear influencers, blogs, social media, and magazines. Pay attention to what styles and trends catch your eye and take note of the brands and items they are wearing.
  2. Identify your style preferences: Do you prefer a more minimalist look, or do you like bold and colorful pieces? Are you drawn to certain fabrics or materials? Knowing your style preferences can help you narrow down your options and make it easier to create outfits that you love.
  3. Experiment with different styles: Try mixing and matching different streetwear styles and pieces to see what works for you. Don’t be afraid to step out of your comfort zone and try something new.
  4. Start with the basics: Start building your streetwear wardrobe with basic pieces such as t-shirts, hoodies, and sneakers. These items can be mixed and matched with other pieces to create different looks.
  5. Add accessories: Accessories can help elevate your streetwear outfit and give it a unique twist. Try adding hats, sunglasses, backpacks, or jewelry to your outfit.
  6. Be confident: The key to pulling off any style is confidence. Wear what makes you feel good and don’t worry about what others think.

Remember, streetwear fashion is all about self-expression and individuality, so there is no right or wrong way to do it. Keep experimenting and have fun with it!

an image showing how layering works in streetwear style

Streetwear Style 101: How to Put Together Streetwear Outfits

Streetwear fashion is all about making a statement through your outfit, while still staying comfortable and practical. Whether you’re looking to create a stylish streetwear outfit for a casual day out or a special occasion, here are some tips to help you achieve the perfect look.

When putting together a streetwear outfit, it’s important to keep in mind the key elements that define the style. These include:

  • Comfort: Streetwear is all about comfort, so prioritize clothing items that are comfortable to wear.
  • Casualness: Streetwear is not about dressing up, so keep things casual with clothing that looks effortless.
  • Boldness: Streetwear is known for bold colors, graphics, and logos, so don’t be afraid to experiment with statement pieces.
  • Mix and match: Streetwear is a mix of different styles and subcultures, so feel free to mix and match different elements to create your own unique look.

Here are some additional tips to help you put together the perfect streetwear outfit, whether you’re a man or a woman:

  • Know your personal style and what you’re comfortable in
  • Pick high-quality, well-fitting clothing items
  • Stick to a color scheme or theme to tie your outfit together
  • Mix and match different textures and patterns

The Importance of Layering in Streetwear

Layering is a key aspect of streetwear and allows you to create interesting and unique outfits. It adds depth and interest to your outfit. Hence, it is a good idea to experiment with different lengths, fabrics, and colors to create a unique look. Don’t be afraid to layer unexpected items, such as a hoodie under a blazer or a dress over pants

Here are some tips for layering streetwear like a pro:

  • Add a hoodie or sweatshirt: A hoodie or sweatshirt is a staple in streetwear and adds an extra layer of warmth and style to your outfit.
  • Start with a base layer: A basic t-shirt or tank top is a great starting point for layering.
  • Layer with a jacket: A denim or bomber jacket is a great way to add an extra layer to your outfit while keeping it stylish.

Tips for Combining Different Streetwear Styles

One of the great things about streetwear is that it allows you to mix and match different styles to create a unique look. For instance, you can mix and match styles, such as combining skatewear and hip-hop fashion. You can even experiment with different color combinations and use accessories to add interest and tie your outfit together.

Here are some tips for combining different streetwear styles:

  • Start with one style: Begin with one style and build your outfit around it.
  • Add contrast: Mix different styles and subcultures to create contrast and interest.
  • Keep it simple: Don’t overcomplicate your outfit by mixing too many styles. Stick to two or three styles for a balanced look.

Mixing and matching streetwear clothing items can be tricky, but here are some tips to help you get it right:

  • Mix patterns and textures: Experiment with mixing different patterns and textures for a bold and interesting look.
  • Pair baggy with fitted: Pair a baggy t-shirt with fitted jeans or vice versa for a balanced look.
  • Play with proportions: Mix oversized pieces with fitted pieces for a balanced and stylish outfit.

Streetwear Style Tip: Start with a statement piece, such as a graphic t-shirt or bold jacket. Build your outfit around the statement piece, adding complementary items. Experiment with different fits and styles, such as oversized or cropped items. Add accessories to complement your overall style.


Accessories Can Boost Your Street Style Quotient

Accessories are a great way to complement your streetwear outfit and add a finishing touch. Here are some accessories to consider:

  • Sneakers: Sneakers are a staple in streetwear and can make or break your outfit.
  • Hats: Hats are a great accessory to add to your outfit, whether it’s a snapback or beanie.
  • Jewelry: Statement jewelry, such as chains, watches, or bracelets, can add a bold element to your outfit.
  • Bags: Backpacks, shoulder bags, and fanny packs are all popular choices in streetwear and can complete your outfit.

Whether you’re going for a casual or dressed-up look, streetwear offers endless possibilities for creativity and style. Remember to keep it comfortable, casual, and bold, and don’t be afraid to experiment with different styles and accessories to make your outfit your own.

Bonus: Streetwear Style Tips for Men

When it comes to men’s streetwear style, oversized clothing items are all the rage. Hoodies and t-shirts are two of the most popular choices. They are comfortable, casual, and perfect for layering.

Additionally, cargo pants and distressed denim are great go-to bottoms for a laid-back, casual streetwear look. Sneakers are also a must-have accessory for any men’s streetwear outfit. Classic and comfortable, they add a sporty element to any outfit.

Beanies and caps are also popular accessories to complete a streetwear look. To achieve an authentic streetwear style, it’s important to incorporate popular streetwear brands such as Supreme, Palace, or Off-White.

Bonus: Streetwear Style Tips for Women

When it comes to women’s streetwear style, there are many different options to choose from. Cropped tops and oversized jackets are a trendy and fashionable combination for any streetwear outfit. 

High-waisted pants or shorts paired with a crop top is another classic streetwear look that is perfect for women. Sneakers are a versatile and practical accessory that can be worn with any streetwear outfit. Bucket hats and statement jewelry can also add a unique touch to any outfit. 

To achieve a feminine streetwear look, it’s important to incorporate popular streetwear brands such as Kith, Anti-Social Social Club, or Stussy. These brands offer a wide variety of options to choose from and can be easily integrated into any streetwear outfit.

an image showing how proper use of accessories can help boost streetwear dress style

Where to Buy Streetwear Clothing and Accessories?

When it comes to buying streetwear clothing and accessories, there are several options to choose from. From online stores to physical brick-and-mortar shops, the streetwear fashion world is constantly evolving and expanding. 

Here are some places to look for the latest streetwear trends:

Online Streetwear Stores

Online shopping has become increasingly popular in recent years and it’s no different when it comes to streetwear. Here are some popular online stores and marketplaces where you can find the latest streetwear trends:

  • ASOS ASOS is an online store that offers a wide range of clothing items and accessories, including streetwear fashion.
  • END.END. is a retailer that offers streetwear clothing and accessories from various brands, both established and emerging.
  • Grailed Grailed is an online marketplace for buying and selling men’s clothing, including streetwear fashion.
  • Hypebeast Hypebeast is an online store that offers a wide range of streetwear fashion items, from clothing to accessories and shoes.
  • StockX StockX is an online marketplace for buying and selling sneakers and other streetwear fashion items.

When shopping for streetwear online, it’s important to keep a few things in mind to ensure a successful purchase:

  • Check the size charts carefully, as streetwear brands often have unique sizing.
  • Read reviews and check the seller’s ratings to ensure a good experience.
  • Look for coupon codes or promotions to save some money on your purchase.

Brick-and-Mortar Streetwear Stores

While online shopping offers convenience, there’s nothing quite like visiting a physical store and trying on clothes before purchasing. Here are some popular brick-and-mortar streetwear stores in different cities:

  • Kith – New York, Miami, Los Angeles
  • Supreme – New York, Los Angeles, London, Tokyo
  • Bape – Tokyo, Hong Kong, New York, Los Angeles
  • Dover Street Market – London, Tokyo, New York, Los Angeles
  • Stussy – Los Angeles, Tokyo, New York, London

When shopping for streetwear in a physical store, here are some tips to keep in mind:

  • Plan ahead and research the stores you want to visit beforehand.
  • Be prepared to wait in line, especially for highly-coveted drops.
  • Don’t be afraid to ask store employees for help or recommendations.

Secondhand and Vintage Streetwear Shops

Buying secondhand streetwear items not only saves money, but it’s also a more sustainable option. Here are some benefits of buying secondhand streetwear:

  • It’s cheaper than buying brand new items.
  • You can find unique and rare pieces that are no longer in production.
  • It’s an eco-friendly option that reduces waste.

Here are some popular secondhand and vintage streetwear shops to check out:

  • Round Two – multiple locations in the US
  • Depop – an online marketplace for buying and selling secondhand clothing and accessories
  • Ragstock – multiple locations in the US
  • Beyond Retro – London and Sweden-based vintage store
  • Grailed – an online marketplace for buying and selling men’s clothing, including secondhand streetwear.


In conclusion, we hope this ultimate guide to streetwear fashion has been helpful and informative for you. We’ve covered the history of streetwear fashion, different streetwear styles, how to put together streetwear outfits, and where to buy streetwear clothing and accessories.

Streetwear fashion has come a long way and has become an important part of the fashion industry, offering a unique and diverse style that has something for everyone. Whether you’re into skatewear, hip hop fashion, or high-end streetwear, there’s a streetwear style out there for you to explore and make your own.

So, why not give streetwear fashion a try for yourself? Whether you’re looking to upgrade your wardrobe or simply want to experiment with a new style, streetwear offers a plethora of options to choose from.

We hope you’ve enjoyed reading this guide and have found it useful. Remember, streetwear is all about expressing yourself and having fun with fashion, so don’t be afraid to get creative and make it your own!


If you’re new to the world of streetwear fashion, you may have some questions about this unique style. Here are some frequently asked questions and their answers:

1. What is streetwear fashion?

Streetwear fashion is a style of clothing that originated from skateboarding and hip-hop culture in the 1980s and 1990s. It’s characterized by casual, comfortable clothing items such as oversized t-shirts, hoodies, and sneakers, as well as bold graphics and logos.

2. How did streetwear fashion start?

Streetwear fashion started in the 1980s and 1990s as a response to traditional fashion trends. It emerged from the skateboarding and hip-hop cultures in California and New York City, and it was initially characterized by graphic t-shirts and oversized clothing. Since then, streetwear has evolved to include a wide range of clothing items and accessories.

3. What are some popular streetwear brands?

Some popular streetwear brands include Supreme, Off-White, Palace, Kith, Anti Social Social Club, and Stussy. However, there are many other streetwear brands out there, so don’t be afraid to explore and find ones that you love.

4. How do you style streetwear for different body types?

Streetwear can be styled for any body type, as long as you choose items that fit well and complement your body shape. For example, if you have a curvier figure, you might choose high-waisted pants or skirts to flatter your waistline. It’s also important to experiment and find what works best for you.

5. Can women wear streetwear?

Absolutely! Streetwear is a style that can be worn by anyone, regardless of gender. In fact, many streetwear brands offer clothing items and accessories specifically designed for women.

6. How do you wear streetwear to work?

While streetwear is generally a more casual style, there are ways to incorporate it into a work outfit. For example, you might pair a blazer or dress shirt with a pair of sneakers or wear a tailored jacket over an oversized t-shirt.

7. How do you mix streetwear with high fashion?

Mixing streetwear with high fashion is all about balancing the two styles. You might pair a casual streetwear item, such as a hoodie or graphic t-shirt, with a more formal item like a tailored blazer or a pair of statement heels.

8. What are some common streetwear mistakes to avoid?

Some common streetwear mistakes include wearing clothing items that are too baggy or too tight, wearing too many branded items at once, and not paying attention to color coordination. It’s important to find a balance and choose items that fit well and complement each other.

9. How can I make my own streetwear?

You can make your own streetwear by customizing clothing items with patches, embroidery, or paint. You can also experiment with different fabrics and cuts to create unique and personalized pieces.

10. How can I accessorize my streetwear outfit?

Some popular streetwear accessories include hats, sunglasses, chains, and backpacks. You can also experiment with layering and mixing different textures and patterns.

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