25 Cool Skateboard Shirts To Roll The Streets

Cool skateboard shirts may not automatically make you a pro skateboard player. Nowadays, skateboard related apparel has actually become more of a statement. Hence, there is the term “poser” referring to people who aren’t actually skaters who wear skater apparel just because it looks cool. 

However, there is no shame in wearing cool skateboard shirts. There are lots of cool skateboard shirts with great designs that will make you look like a cool skater. Either you are a true pro skateboard player or you only have a high interest in skateboarding, below is a list of cool skateboard shirts you can wear to roll on the streets. 

What Shirts Do Skateboarders Wear?

In general, skateboarders will wear clothing that is comfortable and allow them to do movements and tricks freely. This is why oversized and comfy fitting is the type of shirts most skaters wear. T-shirts with loud graphics or simple logos are very popular among skaters. 

Skateboard Shirts are Just A Trend, Right?

Hold up! Skateboard shirts are a timeless piece. They capture the spirit of freedom, rebellion, and urban cool. Born from skate culture, their appeal stretches far and wide. They’re always in, just like your favorite pair of jeans!

Are Skateboard Shirts Expensive?

Prices vary. While some high-end brands might be pricier, there are plenty of affordable options available. No matter your budget, there’s likely a cool skateboard shirt out there for you.

BEST and Cool Skateboard Shirts

Skateboarding isn’t just a sport; it’s a declaration of style, an ethos. From the grinding wheels to the attire sported, everything screams individuality. Enter skateboard shirts, the canvas of urban rebellion and nostalgia.

As you’re about to discover, these aren’t just shirts; they’re stories woven in fabric, waiting for the next thrilling ride.

1. Astronaut Skateboard Shirt

Combining cool things with other cool things is a common concept in street style apparel. If you haven’t noticed yet, space related things are pretty much in trend lately. So if you often see apparels with space-themed designs, then perhaps it is time for you to try them out, too.

Since space-themed designs are in trend right now, you might want to check out this cool Astronaut skateboard shirt and make one your own. It comes in several color options and in our opinion, it is best to pair it with a pair or jeans and your denim jacket as well.

2. Floral Skater Girl Shirt

Tell the whole world that you are that cool skater girl by wearing this cool skater girl t-shirt. It has the obvious design of a pink skateboard with floral design. It has a contrasting color of pink and green that make it pop and will make you the center of attention. 

We can guarantee that you will look super cool in this t-shirt, especially if you pair it with your pair of Converse. Made of high-quality cotton, this shirt will definitely be one of the t-shirts that make you shine at the skate park.

3. Minimal Skateboard Shirt

This cool skateboard t-shirt is perfect if you’re more of the modest and humble type but still want to show the cool skater side of you. It has a simple and cool skateboard design on the front side that will make you be able to show that cool skater side without being obnoxious. 

Comes in white with a super simple design, this t-shirt is made for those who believe that simplicity is the ultimate sophistication. So, if you are one of those people, then grab this one quick!

4. Skateboarding Frog Shirt

This is a funny skateboard t-shirt that can be worn by anyone even if they’re not skaters themselves but also can suit a true skater as well. It has simple linework design making the design simple without overshadowing the funny side of the frog drawing. 

Comes in black and pink, you can choose the one that suits your style the most. Pair it with your pair of jeans and sneakers, and you’re all set for a fun skating session with your buddies at the park.

5. Skate of Mind

This is a cool skateboard t-shirt for kids who show interest in skateboarding from a very young age. It also has a considerably simple design with the quote “skate of mind” as a pun from the popular term “state of mind”. 

If you are starting to see your kid’s interest in skateboarding, we think that buying this shirt as a gift would be a nice form of support. It comes in black and white, and you can pick the best color that your kid will love the most.

6. Eat, Sleep, Skateboard

This t-shirt is perfect for any skateboard enthusiast who considers skateboarding as the new way of breathing. It has the popular “Eat, sleep, skateboard, repeat” to represent how important skateboarding is to them. 

For a person who is a true skateboarder, there is nothing more exciting than skateboarding. Therefore, if you are planning on giving a special gift for a true skateboarder in your life, we have no doubt this shirt will be the best gift ever!

7. Skate or Die Shirt

This t-shirt is no different. It has the “Skate or die” quote that puts skateboarding above everything else in life. It can be the perfect option if you want to buy a matching cool skateboard shirt with your significant others, Dominic Toretto and Letty Ortiz style. 

With this shirt, you and your significant other will look like a cool couple who love skateboarding like no other. So, what are you waiting for? Grab two of these and be ready to skate away.

8. Dinosaur Skateboard Shirt

Is skateboarding becoming extinct? It doesn’t seem like it will go out of style any time soon. This t-shirt can be funny because it shows that even dinosaurs do skate. So yeah, skateboarding is still cool and it seems like it will stay cool for a long time. 

With such a funny graphic, we think this shirt is perfect for kids who love skateboarding from an early age. It looks colorful, cool, and it will definitely match any pair of jeans or pants.

9. Cali Skateboard Shirt

This t-shirt is the appropriate option to wear for those skaters who live on the west coast. It has the typical California aesthetic including palm trees and bright color to bring out that California spirit. 

If you are happen to be a Californian skater, then we recommend you to make this shirt one of your skateboarding shirt collections.With such a bright and fun graphic, you will always look forward to the next skateboarding competition.

10. Rick and Morty Skateboard Shirt

Who doesn’t love Rick and Morty?

The characters and scenes from this series appear in almost everything you can think of due to its popularity. This t-shirt is perfect for you who love Rick and Morty. How many times did you rewatch this series, really? 

It is undoubtedly the best shirt for a fan of the series who is also loves skateboarding. So, show your true identity with this shirt now, and be prepared to take compliments from our friends and family.

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11. Retro Skateboard Shirt

Retro design is back in trend now. This cool skateboard shirt is one of the cool t-shirts incorporating retro design that is practically versatile and can go with everything. You can pair it both with retro and modern fashion items. 

In our opinion, you will look vintage and cool at the same time with this shirt. Being one of those cool skateboard shirts to pick, we think this shirt needs to be inside your drawer right away.

12. Girl Can Skateboard Shirt

Girls often get their capabilities doubted. The skater scene is no exception. You can find that sexism exists in this scene too and making a lot of girls get their capabilities questioned.

This t-shirt can be pretty powerful to show that in fact, yes, girls can skateboard. Oftentimes, they can even do it better. We think this t-shirt is perfect if you’re an aspiring skater girl who wants to channel that girl power movement. 

13. Dabbing Skate Skeleton

Is dabbing still a thing? Doesn’t matter though, because this dabbing skeleton is still cool. It has the same message to skate till you die as a representation of your love of skating. It also somehow says that being a skater is cool even after you die. 

After all, you will always need to spare a spot for a dabbing skeleton inside your drawer, right? It is definitely the one shirt to wear when you feel unsure on what to wear for the day.

14. Santa Cruz Skateboard Shirt

Now, we talk about skateboard apparels. There are a lot of popular skateboard apparels out there and yes, a cool skateboard shirt doesn’t always have to include the obvious skateboard design on it. This t-shirt is a perfect example of it. 

Even without any image of an actual skateboard, everyone around you will immediately know that you are a skater the moment they see the design on the shirt. So, grab this one quick before it runs out!

15. Thrasher Skateboard Shirt

Thrasher is another cool skateboard apparel that has become very trendy lately. Just like any other popular brand, this brand simply shows the iconic logo on it as a proof that you don’t have to say much to be cool.

Being one of the most popular skateboarding apparel brands in the world, this shirt is something that you need to consider having. Aside from being the shirt to wear while skateboarding, you can always wear it for any occasion as well.

16. Levi’s Skateboard Shirt

Other popular brands also don’t want to miss out the opportunity and jump in the skater trend when they can. The popular Levi’s who started out as a jean company also released their skater line.

With its simple design, it’s quickly gaining popularity in the skater scene. 

Although Levi’s is not particularly a brand that is associated with skateboarding, but wearing a Levi’s shirt to skate will always be the right decision to make. You will look cool and stylish at the same time.

17. Skateboard Ghost Shirt

What can be cooler other than a floating ghost who can still skate? This t-shirt is so funny with the cute ghost who floats above a skateboard. The ghost is wearing a safety helmet as a reminder that safety is still the most important thing. 

In our opinion, if you are having a fun skateboarding session with your friends on a Sunday afternoon, this shirt will make a great shirt to wear. It’s cute, it’s bright, and it will make the center of attention.

18. Bulldog Skateboard Shirt

This cool skateboard shirt has a cool bulldog riding a skateboard making it the perfect skateboard t-shirt for skaters who love dogs. The dog design is in pop art style so it will look cool on any occasion and with every clothing piece. 

Even better, you can also wear this shirt while taking your little bulldog to the skate park. You both will look cute together, and others will also know how much you love skateboarding as well as your bulldog.

19. Flaming Skateboard Shirt

This t-shirt can represent the spirit and passion you put on skateboarding. It has a flaming skateboard design that shows how skateboarding can be something very hot. It’s so hot it’s cool if you know what we mean. 

However, we recommend this shirt for girls as it comes in a sweet and fun color, perfect for girls who love skateboarding more than anything.

In addition, it will also make a great choice of gift for a sister or friend who just started skateboarding.

20. Powell Skateboard Skeleton Shirt

Skeleton and skateboard seem to go along really well. This cool skateboard shirt by Powell also contains a skeleton doing a trick. The graphic is still relatively simple but still interesting.

How cool is that to hit the skate park with this t-shirt?

It’s super cool for sure. Based on that reason, we highly recommend you to grab this shirt as a new addition to your skateboarding shirts collection.

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21. Spongebob Skateboard Shirt

It is safe to say that we’re all grown up with SpongeBob. It has become an important part of our lives. Hence, getting this SpongeBob t-shirt can be a cool thing whether you’re a skateboarder or not.

Of course, the design showing SpongeBob doing a trick and the text says #Awesome also something that can add that coolness to your look.

Being an iconic character, we believe that having at least one Spongebob t-shirt inside your drawer is a wise decision to make. Therefore, we recommend this shirt to you, whether you are a true skater or not.

22. History of Skateboards Shirt

A true skater must be curious to know about the history of skateboards. Since the sport has been around since a long time ago, then it will be exciting to learn about it and share it to other skaters, too.

However, you can share it through a graphic on your t-shirt, just like this shirt that we are recommending to you and other true skaters out there. It comes in black and white with cool graphic that shows the history of skateboards in the most attractive way possible.

Moreover, if you are not into black, you can always choose other colors like Navy Grey, Purple, or Red.

23. Skateboard Typography Shirt

Typography type of t-shirt design is still a cool t-shirt design. This skateboard shirt has a cool typography with skateboard graphic on the front side making it so cool and perfect to accentuate that skater street style.

The monochrome color of black t-shirt with white prints making it easy for you to pair it with everything. 

In our opinion, this shirt is one of those cool skateboard shirts that features an obvious image to show your true character as a skateboarder. Pair it with your cargo pants or jeans, and you will look like the coolest skater in the hood.

24. Skater Dudes Shirt

Skaters are known for their brotherhood and spend a lot of time skating with their friends group. Skating is way more fun when we do it together, right? This t-shirt can be a great t-shirt to get if you think that your skater group is as important as the skating itself.

You can even get matching t-shirt with your skater friends.

Having matching shirts, in our opinion, will create a stronger bond between you and your skateboarding buddies. Moreover, we think this shirt will also make a perfect pick for a casual stroll at the beach.

25. Skater Girl Retro Shirt

Another skater girl t-shirt to get for cool skater girls out there. This t-shirt has a cool skater design with fun colors of pink and blue and simple fonts.

Getting this t-shirt in the size that fits you perfectly is a great fashion decision if you want to look cool on the skate park. 

Being one of those cool skateboard shirts for girls, we think this shirt will also make a great choice of a gift for a special girl in your life who loves skateboarding with her life.

Final Thoughts

Skateboarding is one of the extreme sports that come with exciting apparels and accessories. The skateboard is just one small part of it, even though it’s a crucial one. But there are other things that will boost any skater’ look and appearance, and a t-shirt is definitely one of them.

Make sure you check out our list because the list is full of the best recommendations of t-shirts to pick. Whether you are a true skater or just a fan, we believe you will find one or two shirts that you will find perfect to add to your style.

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FAQ (Frequently Asked Questions)

How do you dress like a skater?

If you want to rock that cool skater look, you can choose a popular skater apparel such as Thrasher and pair it with jeans and sneakers and you’re good to go. Add matching socks if possible. You can also wear a beanie and hoodie if you feel like to. 

Are they suitable for all ages?

Definitely. The beauty of skateboard shirts is their universal appeal. While they might be especially popular among teenagers and young adults, the range of designs available means there’s something for every age group.

How do you care for your skateboard shirt to ensure longevity?

To keep the vibrant designs intact, it’s best to wash the shirt inside out with cold water. Avoid bleach and harsh detergents. Always read the care label, and if in doubt, hand washing is a safe bet.

What do you give a skater girl?

You can give them the cool skater girl t-shirt or that t-shirt that says “Girls can skateboard” to encourage them that they can do it well. But skating is not about gender so other cool skateboard t-shirts will serve the same purpose just well.

Can they be worn in all seasons?

Absolutely. Skateboard shirts are typically of a medium weight, making them versatile. Layer them up in colder months or wear them solo during summer; their adaptability is one of their strong suits.