Start typing and press Enter to search

streatwear outfits cover

If fashion and comfort had a baby, it would be Streetwear. You can be both stylish and cozy wearing basic outfits spiced up with some logos or accessories. Streetwear clothes may look too simple compared to tailored suits. Yet, for true fashionistas and hypebeasts, with a hoodie and a pair of sneakers possibilities are endless. 

In this article, we collected twelve outfit ideas for men and women that will serve you as an inspiration to create your own style. But first, let’s remind ourselves what streetwear is about. 

Why You Should Try Out Streetwear 

First of all, because of its history. The origins of the streetwear can be found on the Californian coast, in the style of surfers and skaters. In the late 70s, southern fashion entrepreneurs got inspiration from the “do it yourself” aesthetic and produced cool T-shirts with fun designs. One of them was Shawn Stussy, a pioneer of streetwear. His pieces featured the same signature that his custom surfboards. But he made his tops as limited as his boards and the scarcity heated the desire. This was probably the first time when a lifestyle designer applied a luxury fashion approach. No wonder that with time Stussy became an iconic brand. 

The 80s saw the dawn of urban sneaker culture with Nike dominating the market. Streetwear became such hype that even luxury brands started to dip their toes into it. 

In the noughties, hip-hop dominated the charts and Tony Hawk provoked the skate boom. The popularity of street style skyrocketed, the whole generation put baggy hoodies on. Since then it never went down. 

Today street or urban fashion is a form of expression for those tired of mass-market boredom and despising catwalk cuts. It is free and casual, crazy and comfortable at the same time. It makes you stand out while being yourself. If you are interested to try but do not know where to start, here is some inspiration.

6 Chic Streetwear Outfits for Women

High waist pants and crop top

High waist pants and crop top

Source: Pinterest

Streetwear is constantly changing and it might be hard to decide which pieces belong to it and which don’t. However, in general, it always has some casual basic pieces in the core. A hoodie, a T-shirt, jeans, or sneakers. Actually, all of them make a perfect ensemble together.

In this picture, model Hailey Bieber is rocking a white Supreme & Champion hoodie with wide black pants and sneakers. The color scheme is infallible black and white. A belt adds to the style and emphasizes the tiny west. This outfit is well balanced, comfy, and catchy at the same time. It will get you noticed for sure. 

Oversized costume

Oversized costume

Source: Insider.com

Billie Eilish is a queen of costumes. She wears matching tops and bottoms all the time. This neutral oversized look is by Prada. Eilish chose it for the 2019 Billboard event. The outfit looks pretty simple: a huge puffer jacket, shorts, sneakers, socks, and glasses. Yet, these are all ideas to implement into your style. 

Billie is also known for wearing a lot of baggy items. Though they do not suit everybody, yet she has her reasons beyond fashion. The 18-year-old singer says she prefers huge clothes so that people could not have any opinion about her body.

Color block and bucket hat 

Color block and bucket hat

Source: HowToWearFashion.com

We love this look because it has a bold color combination and a trendy accessory. Pastel pink sporty pants match perfectly with a canary yellow puffer jacket and a blue logo crop top. The silhouette has some retro vibes, but a snake clutch is pretty modern. And the bucket hat is the star of this ensemble. It is seen a lot on runways and red carpets today. So if you want to feel at the forefront of fashion, try creating an outfit with your favorite hat. We ensure you it suits every face shape. The important thing is to find the correct size and color.

Sweatpants and heels

Sweatpants and heels

Source: purewow.com

Sweatpants are everyone’s favorite athleisure clothing for home. But should you put them down when heading out? Not at all! With a few tips, you can rock them in the streets and look like a fashion icon. 

First of all, choose the pants that are cinched at the ankle or slightly cropped. They will make your ankle look fragile and irresistible and they do not interfere with shoes. Second, go for a contrast. It could work in two directions: either choose the chunkiest sneakers (or even combat boots) or the pointiest shoes you have. We like the second option (look above) as it is more dressy and classy. Shiny neon pink mules look like a health juxtaposition and make this look suitable for a dinner reservation.

Hoodie and a leopard skirt

Hoodie and a leopard skirt

Source: HowToWearFashion.com

If you are tired of masculine pieces of urban fashion, here is an idea of how to add a sexy vibe to your streetwear outfits. The bright emerald color of this hoodie and a playful leopard print on a knee-length skirt play so well together. White sneakers add to the contrast and funky vibe. This look is very casual and romantic at the same time. Even if you choose a zebra print, you can never go wrong with a Champion sweatshirt in a solid color.

Tie-Dye T-shirt as a dress

Tie-Dye T-shirt as a dress

Source: Wearzeitgeist.com

Kim Kardashian knows how to make the best out of any style. She chose a 90s inspired oversized lavender T-shirt with a very noticeable bag and comfy sneakers. If you are too shy to go out without pants, wear matching bike shorts underneath. This outfit looks easy to recreate, however, you can become a ruling fashion queen when you master the skill of mixing casual athleisure with statement luxury items. 

6 Cool Streetwear Outfits for Men

More layers

More layers outfit

Source: Pinterest

Layering is one of the street style fundamentals. Start with a long basic T-shirt, throw on a hoodie and a denim jacket on top. Pair this with basic sleek jeans in black and chunky sneakers and voila, you are a street style guy. Pay close attention to colors and sizes. Everything should look balanced. This means no more than three colors at once.

Another option of this outfit is a full denim look either in matching denim or contrasting colors. This is a classic that can’t go wrong. An accessory like a dad hat or chain will spice up your appearance. 

Shiny vest 

Shiny vest

Source: Instagram

Bloody Osiris is a young New York-based celebrity stylist and he surely knows how to put together a marvelous outfit. For this Louis Vuitton outfit, he puts a puffer logo vest over a white costume. Not only it warms your chest but also is ahead of the fashion curve. No need to save money for LV, any quality contrast vest will do the trick with a monochrome or neutral look. Think of layers again, put a vest on top of a long-sleeve, a hoodie, or even a jacket or a suit. And do not forget about glasses. The possibilities to style such a vest are endless, especially for those who are not afraid of experiments. 

Big long shorts

Big long shorts

Source: Lookbook.nu by Mannix Lo

An oversized look with some 80s vibes. The man is rocking stripes tee, vintage denim shorts, and distressed sneakers. Not only is it stylish, but also eco-friendly. The two trends you should take into service are over the knee shorts and patchwork. The shorts will give you the great feeling of being mostly covered, yet breathy and cool during the summer. You can have them in crazy patterns, bold colors, or even calm neutral, they still will be a statement piece. An oversized T-shirt would be the best companion for such an outfit. 

As for patchwork prints, this trend is back and loud. One must be careful, however, since pairing them is an art of its own. Patchwork pants look best in combination with a plain white or black top and vice versa, a colorful T-shirt will pop with a calm bottom.

Oversized blazer

Oversized blazer

Source: Instagram

For those willing to go a little bit more formal and high-fashion than a casual hoodie. Oversized blazers are a trend back from the 80s. Take a suit that is a few sizes bigger and balance it with skinny trousers or even shorts. Add statement sneakers to the ensemble and bold accessories like a chain or a hat. As for the colors, we suggest neutrals or dark, because this piece is very noticeable on its own. This outfit will surely make you stand out.

Graphic T-shirt and a cardigan

Graphic T-shirt and a cardigan

Source: Instagram

Streetwear clothing is not all about baggy hoodies, yet it is all about graphic tees. NBA player Jordan Clarkson knows how to get comfortable. He layers a retro vibing T-shirt with a contrasting red cardigan and tan jeans. Jordan effortlessly mixes a thrifty top with premium accessories. The real stars of this outfit are a pair of Off-White x Air Jordan Retro 5 and Mcdonald’s hat (in collaboration with Cactus Jack). Anyway, take this simple idea of how to style your favorite T-shirt even if you do not have rare sneakers. Coziness is your number one priority. 

Fisherman Beanie and Flannel Jacket 

Fisherman Beanie and Flannel Jacket

Source: Vogue.com

For those who want to keep the head warm and do it in style. Fisherman beanie is considered to be the hottest hat of the autumn-winter season. For a sleek look, you can roll the bottoms upwards or leave it be for a more relaxed fit. Experts suggest you wear it slightly back of your face. 

As for the flannel jackets, they are an absolute must for any streetwear wardrobe, especially in winter. With a few layering tricks, they will keep you warm and noticeable. 

Are There any Rules to Streetwear? 

Streetwear has many faces: your favorite hoodie and sweatpants, luxury sneakers, unusual accessories, limited edition glasses, and thrift shop T-shirts. If put together correctly, all of this can be considered street style. Here are some rules that are to inspire you rather than to restrict you.

Add even more layers.Just one hoodie is not enough for a complete look. Your outfit should have three layers at least. And all of them should be seen. 

Go big. But only in one part. Oversized items are a part of streetwear culture and a huge one. A lot of cult items are loose and even shapeless. However, you should try to balance them with some closer to the body pieces, otherwise, you’ll look like a sphere.  

Buy quality clothes. Streetwear shouldn’t be expensive, yet it should not look cheap either. It’s better to have one premium statement piece instead of three boring utilitarian items.

Highlight a single logo. It’s okay to be a little bit ostentatious. It’s ok to wear a huge logo across your chest. It’s ok to have a lot of logos plastered on your pants. Yet we suggest you do not rock two different logos in one outfit unless it is not a collaboration.

Mix and match. Do not be afraid to experiment mashing up various pieces that feel incompatible. Just try them on, take a photo and see what happens. Combine new and shiny with old and tired. 

You can break any of those rules except one. Be yourself!