What Should You Wear?
There is more to skateboarding than doing tricks and breaking bones. Seriously, skateboarding has created a whole new culture, a new breed of people, and a different fashion statement. So if you want to look like a genuine skateboarder, then you have to be in style.
Pants. Skateboarders are known to wear baggy pants. Denim jeans are a mainstay. Consider corduroy pants as well. If you want to be authentic, wear the same denim jeans over and over again. Wash them only when you want to. Shorts? Are you kidding me?
There's a reason why you should wear baggy pants and not shorts. Obviously, baggy pants can provide you with the freedom of movement. Shorts, while comfortable, expose your flesh and make your legs vulnerable to deeper cuts and bruises.
T-Shirt. Any t-shirt will do but the most popular are graphic shirts and just plain white and worn out t-shirts. Basketball jerseys are okay too.
Beanies or caps. Any baseball cap or beanie will do but it would be better to wear old ones.
Underwear. Go for bright colored underwear. Now, since you chose to wear baggy pants, you may want to expose your underwear to complete the hip-hop look.
Socks. Optional! But if you want to wear a pair, get ankle-length pair of black socks.
Belts and buckles. A nice quality belt should keep your baggy pants securely fastened to your waist. Wear leather or a web belt with belt buckle design of your choice.
Sweatshirt and Hoodie. If its cold and you need another layer of clothing, then a sweatshirt or hoodie that is street-themed is better than jackets.
Shoes. It is okay to skate on regular shoes but if you are planning to do some serious skateboarding, buy a good pair of skateboarding shoes.
Skateboard fashion resembles urban, hip-hop, or punk style. You can base your attire from any of these.
Skateboarding is all about personal expression. You can wear anything you like. The last thing you want to hear is someone who tells you what to do and what to wear. But what's the use of looking good if you skate badly? If fashion is your main concern, forget about skateboarding and be a model. But if you are serious about skateboarding, then what to wear is secondary. What matters is that you are comfortable with what you wear.