Skater Boy Outfits – How to Dress Like a Skater

Recently, the skater aesthetic has become popular and is a trendy look. The skater style is taking over on social media apps like TikTok and Instagram.

Wondering how to dress like a skater boy? Don’t worry I’ve got you covered.

How to Dress Like a Skater

Vans, Levis 501 jeans and an oversized hoodie are the basics to any skater boy outfit. If it’s a sunny day, short shorts, and an oversized graphic t-shirt will look cool. Accessorize the look by wearing wired earphones. If you’re really trying to look like a skater, don’t forget your skateboard.

In this post, I share 5 skater boy outfits and go over the elements of the skater style. You’ll also find skate shoe recommendations and advice on how to dress like a skater, even if you don’t skateboard.

Skater Guy

5 Skater Boy Outfits

The Basic Skater

  • Vans Classic Slip On
  • High Tube Socks
  • Levis 501 Jeans
  • Oversized Thrasher Hoodie
  • Stüssy Dad Cap

This look will capture the skater boy aesthetic. This outfit can be worn to school, out with your friends or at the skatepark. It’s a very basic skater look but there’s nothing wrong with being classic.

The Levis 501 jeans will fit loose and are baggier than the typical slim fit jeans. Levis 501 jeans are super popular right now and are a staple in the skater boy look.

Thrasher is a brand that some people are sick of now, because of how mainstream it became back in 2016. If you prefer wearing a different brand try:

  • Supreme
  • Stüssy
  • Obey
  • Nike

The True Skater

  • Vans Kyle Walker
  • High Tube Socks
  • Long Cargo Shorts
  • Oversized Graphic T-shirt

If you’re going for the true skater look, you are going to want to follow these recommendations.

The Vans Kyle Walker are known to be great skate shoes worn by other skaters. Long cargo shorts are a classic in the skate community.

An oversized shirt is a must when you’re dressing like a true skater. Companies like Vans, Santa Cruze and Powell Peralta all make great graphic t-shirts for skaters.

The Hypebeast Skater

  • Nike Dunks
  • Low Socks
  • Short Shorts
  • Supreme Box Logo T-Shirt or Hoodie
  • Supreme Washed Chino Twill Camp Hat

If you are a hypebeast and like to skate, this is the outfit for you.

The Nike Dunks are currently some of the most popular sneakers out right now. These are super popular shoes worn by people who are trying to have the skater aesthetic.

The Supreme box logo shirt or hoodie will be quite expensive, as it is one of the most sought after items in streetwear. The Supreme box logo t-shirt is iconic for hypebeasts and in fashion.

The Supreme washed chino twill camp hat has been worn by skaters for ages. If you’re going for that hypebeast skater look, this cap is the perfect hat to top off your outfit.

If you’re not a fan of cap’s, you can never go wrong with a Supreme beanie.

The Urban Skater

  • Beat Up Skater Sneakers
  • Blue Dickies Jeans
  • Retro Sweater
  • Beanie

This look will be as close to a real skater as it’s going to get.

The beat up sneakers will make it look as if you skate. If you actually skate, then you probably have some laying around, if not check the thrift shop.

Blue Dickies jeans are a classic for skaters and have been worn by them for decades. If you want to look as authentic as possible, pick up some blue Dickies jeans.

The retro sweater can be picked up at the thrift shop. You can wear some brands that were popular in the 90’s like Champion and Gap.

Wondering if Champion is in style? Check out this article: Is Champion in Style?

The Aesthetic Skater

Nike Man
  • Nike Blazers
  • Loose Fitting Denim Pants
  • Baggy White Shirt
  • Oversized Grey Nike Hoodie
  • Nike Beanie
  • Wired Earphones
  • Rings

This outfit is strictly for those who are going for the skater boy aesthetic.

The oversized and baggy fit of the clothing will give that skater look, while wearing Nike will keep the fit modern and trendy.

Accessorizing the outfit by wearing wired earphones will give a retro look to the outfit. Rings are a popular accessory that will give a skater boy look.

This outfit is very popular and trendy on TikTok.

What is Skater Style

Skater on Skateboard

In present time, skater style takes inspiration from 90’s fashion. The skater look is now considered to be retro, as skating was super popular in the 90’s and early 2000’s.

Retro clothing always comes back into style and the skater aesthetic is no different. In the last few years, streetwear has become super popular and a lot of streetwear brands are either apart or take inspiration from the skating scene.

Originally, skater style was considered to be unconventional and rebellious. Loose fitting pants and baggy t-shirts were a style popularized by skaters in the 90’s.

Skaters would wear loose fitting clothes as it allowed for more mobility when they were doing tricks. Baggy clothing was both practical and would protect the skater when they would fall.

Skate shoes are worn casually by consumers today without even realizing the community that they originated from. Brands like DC, Supra and and Etnies were once very popular skate shoes.

Nowadays, brands like Vans, Adidas, Nike make skate shoes with a minimalist style. DC shoes were very bulky but shoes like vans have a thinner and more practical look.

Oversized graphic t-shirts are a staple in the skater community. Skater style would be to wear a a crewneck shirt instead of a v-neck.

Generally, graphic t-shirts worn by skaters can be found for affordable prices at your local skate shop, Zumiez or Pacsun.

Brands Worn by Skaters

  • Vans
  • Santa Cruz
  • Thrasher
  • Powell Peralta
  • Baker Skateboards

Best Skate Shoes

Skater Man Sitting

When it comes to skate shoes there are various different options. If you are going for a retro skate look, DC shoes will do the job, but you will look outdated.

Modern and trendy shoes worn by skaters or those who embrace skate style and culture are:

  • Nike Dunks
  • Jordan 1’s
  • Adidas Busenitz 
  • Adidas Superstars 
  • Vans Kyle Walker
  • Vans Old Skool
  • Converse

Can You Dress Like a Skater if You Don’t Skate?

If you don’t skate, you can still dress like a skater. Many people that have never skated enjoy the look and fit of skate style.

In the last 15 years, skating has had a tight but stagnant community. By consumers purchasing skating apparel, it has helped grow and keep skating brands and businesses open.

A few years ago, Thrasher became very popular and shined a light on skate culture. Since then, streetwear brands like Supreme and Palace have been worn by both skaters and casual consumers.

Celebrities like Justin Bieber, Drake and Pharell have all embraced skate style and culture. None of these celebrities are pro skaters – they just like the look.

If you like to wear skate brands, streetwear brands and enjoy the skater aesthetic, there is nothing wrong with making it your style.

On TikTok and Instagram it has become very popular to dress like a skater. Now, teenagers and young adults are dressing up and supporting skater brands.

Traditional skaters, may find that consumers that dress like skaters but don’t skate are posers.

In reality, influencers shining a light on skate style is very good for skate companies and skate culture. The rise in popularity is growing and supporting the skate community.

Final Thoughts on Skater Boy Outfits – How to Dress Like a Skater

If you’re looking to change your style, the skater look is very trendy right now. In this post, we went over 5 skater outfits, what is skater style and if you can dress like a skater even if you don’t skate.

Do you like the skater aesthetic? Please let me know in the comments below.

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