5 Tips On How To Rock Streetwear Like A Boss | Clozette

It's safe to say that putting together a good, awe-inspiring streetwear ensemble is an art.  When it comes to this style genre, there's only a fine line that separates looking effortlessly chic and appearing sloppy. Since we’re dealing with super casual pieces, one wrong choice will most likely make you look like a frumpy fashion victim drowned in oversized clothes. But that's shouldn't stop you from giving this trend a try! Like anything, it takes some practice before you can perfect it.

Streetwear Outfit Inspiration

Ahead, style tips from #TeamClozette on how to sport streetwear like a boss.

Start by picking one statement piece

Streetwear Outfit Inspiration

Start by choosing a streetwear statement piece that calls out to you. Then, you can build an outfit based on its colour palette. Sure, it's a safe bet, but it's a useful tip to keep in mind if you're a beginner. Trust us, you can never go wrong on this one. In this outfit, Stephanie chose a silver metallic belt bag from FILA as her main piece, then incorporated other grey pieces and complemented it with some denim and white sneakers (which are FILA Uproot Chunky Shoes). "This silver metallic bag caught my eye because it's versatile and can pair well with any piece," Stephanie says.

Choose pieces that will go well with your sneakers

Streetwear Outfit Inspiration

This tip echoes the first one, but it is worth highlighting. When you're unsure about what outfit to wear, go for clothes that will complement the colour of your sneakers. If your sneakers feature a loud colourway, you may opt to pick one of the shades then match that with your outfit. As for Sabrina, she went for a comfy one-piece FILA dress that pairs well with her white sneakers. And to add a preppy touch, she wore some matching FILA ankle socks. "I specifically chose this dress because it's something I could throw on in a minute and it would instantly help me create a good streetwear outfit that will match my sneakers," Sabrina shares.

Go one size bigger

Streetwear Outfit Inspiration

It's an unwritten rule in streetwear: the bigger the size, the better. Forget about tight, form-fitting clothes; streetwear is all about comfortable pieces that can still flatter your silhouette. Sufi says, "Going for oversized pieces will give you more swag, which is something you'd want when wearing a streetwear look." But remember not to overdo it! To balance his ensemble, Sufi added a cute FILA bucket hat that complements his oversized FILA Logo-Printed Top.

When in doubt, choose black

Streetwear Outfit Inspiration 

Going for black when in doubt may be the most classic style tip, but this timeless fashion advice also works well for contemporary streetwear. It can be easy to get lost in all the big logos and flashy prints, but when you do become overwhelmed, the best thing to do is go back to basics. Jamie says, "I'm a minimalist at heart, so even in my streetwear picks, I stick to timeless pieces like this comfortable and fashionable FILA turtleneck sweater — definitely something that will stay in my closet for years."

Inspire and be inspired

Streetwear Outfit Inspiration

Before putting together this look, Dhivya sought inspiration first from other streetwear fanatics. "First, I went to FILA's Instagram page and viewed the tagged posts and hashtags. From there, ideas kept coming in and I finally put together this cute yet edgy ensemble featuring this statement-making FILA pullover." She also takes cues from celebrities who adore streetwear like Kim Kardashian West and Kylie Jenner. In this age, style inspiration is everywhere and if you're a streetwear novice, looking to more experienced fashionistas will go a long way in helping you develop your own style. 

Check out these FILA pieces and more here.



With the change in seasons coming up, looking for clothes that can take you from hot to cold is a top priority. With wide-legged pants reigning supreme in Tokyo street-style fashion, you should definitely look into trying this trend soon. Take inspiration from the streets of Tokyo on how to style oversized pants this Fall and enjoy comfort without comprising fashion.

Go All White

White is a classic colour, so you’ll never go wrong with it! It still looks fresh and pleasing to the eyes, especially in a crisp fabric. The oversized sweater is also a nice touch.

Unique Details and Bright Colours

Keep things interesting with a pop of colour and interesting details. These neon orange pants with black patches are toned down by a plain white shirt and an army green jacket, creating one cool look.

Oversized Overalls

This outfit screams nostalgia. From the baggy overalls to the quirky buttons, we love all the details. Top it off with the newspaper boy hat and it ties the whole look together.

Go Neutral

Nothing wrong with going monochrome! It’s sleek and stylish, even when wearing trendier pieces like baggy pants. Just add a thin, form-fitting top with a jacket to slip on and off depending on the temperature, and you’ll be good to go.

Crisp and Cinched

An oversized pair of trousers cinched at the waist may seem counter-intuitive, but it does make you look taller. It also shows off your figure beautifully. Matched with a crisp white top, you’ll look like you’re ready to talk business.

Plaid Play

A plaid print adds a nice visual detail to your look. Even with oversized pants, it doesn’t look distracting or too busy, especially in this classic slate grey colour.

Classic Denim Jeans

More than mum or boyfriend jeans, oversized denim pants are just so comfortable to wear. For colder days, you can layer on leggings underneath to keep warm without it looking too bulky.

(Cover photo from: @___akira_i)

Travel a lot? Here are the outerwear you should have in your closet.



Tulle has noticeably evolved and proven its versatility in recent years. This transparent fabric, which used to be exclusively used for formal wear, has been incorporated beautifully into every possible design and shape and we are totally digging it! And it looks like the Clozette Community loves it, too. 

(Cover photo from: shinepascual)

Twirl with elegance in these pieces!