Getting into street wear can be a little intimidating. This guide provides staring points for Casual menswear in general.
It'll focus more on entry level and well known brands. As you become more comfortable you can start to explore the plethora of street wear bands available. Good brands to start with include Stussy, Supreme, 10deep, Only and I love Ugly. Here is and album to start you off with some inspiration.
Now we can break down the outfit. Let's work from the bottom up.
Sneakers are usually the focal point of a street wear fit. This is wear you should feel free to play with a lot of different styles.
Sneakers can get expensive so start with a few versatile pairs and then you can move into collecting and expanding your rotation.
- High Tops: High tops are a stylish sneaker synonymous with the street wear aesthetic. They look good with jeans and chinos. Avoid wearing high tops with shorts. Some people don't like them with joggers but you can make it work. White high tops are a good starting point but more colorful colorways are also popular, especially white black and red color pallets. Start with Vans Sk8 Hi, (General Release) Jordan 1, Nike Dunk SB, Nike Air Force One and Nike Blazers.
- Trainers: Trainers are a very versatile sneaker. They are generally a chunkier low top sneaker. They look great with joggers especially. They are easier to wear with shots in the warmer months. Feel free to explore the plethora of color ways available in these styles. Check out Various New Balance Models (574, 501, 420), Saucony Jazz, Asisc Gel Lyte iii, Nike Air Max 90, Nike Roshe Run.
- Luxury Sneakers: These are generally all white, minimalist, high quality sneakers. The big two here are Common Project Achilles Low and MM GATS
- Other: Other popular low top style sneakers you should check out include Vans (Authentic, Old Skool) Adidas Stan Smiths, and Converse All Stars
- Boots: In colder months wear some Black Docs or Wheat Timbs
Pant's tend to be more of a backdrop for the rest of your outfit.
Keep it simple here.
Fit wise you should look for something with a little more room in the seat and thighs with an aggressive taper. This will keep your pants from covering up your sneakers, which are generally the focal point of the outfit. longer inseam will allow for stacking if desired.
- Denim: You need at least one pair of black and blue jeans each. Light wash denim is very popular in street wear but dark wash can work also. If you're in the US, Levi's is your best bet. Be sure to try them on in store because their quality control is trash. Once you're comfortable look into Raw Denim, Unbranded, Naked and Famous, APC, 3Sixteen. The fades can look sick over time.
- Chino's: The most popular color of chino's is classic khaki. Chino shorts are your best bet for shorts, just make sure they rest above the knee. Start off with Levis, Dockers, and Uniqlo before moving into more established street wear brands, like I Love Ugly.
- Jogger's: Joggers can be great for showing off your sneakers. denim and chino jogger's have been popular lately but they look the best in a sweat pant or techwear material. Start with either a black or grey Colorway. Joggers can be found at a lot of places. I'd recommend checking out Uniqlo, Stussy and Cotton On for starters.
This section covers base layer t shirts and mid layer tops.
The Fit you'll want to go with is fitted in the shoulders with a looser longer dit towards the bottom. example. Start with solid monochrome colors. You can work your way into more colorful tops or graphic tops. You have to be careful with graphic tops because design and brand play a big role in street wear. Start with Uniqlo, Asos and Reining Champ for unbranded things. Stussy and Supreme are great for graphics. Be careful with mall brands like Obey and Diamond Supply. They make ok clothing but the brands are looked down on by a lot of people for being basic mall-core streetwear.
Try not to care too much what people think of you but be aware that they carry a certain stigma.
- T shirts: Short sleeve crew necks are the default. Look into scoop neck t's, long sleeve t's, and baseball t's. A popular style right now is the elongated t it looks best when layered.
- Sweatshirts: Basic crew necks are great for layering and keeping warm. Start with grey and black colors. Hoodies in both zip-up and pullover styles look great.
- Button Downs: Patterned buttons downs are also very popular. Short and long sleeve can work, but they have to be fitted. Plaid is the most accessible pattern. camo and floral are a little played out at this point but if you like it wear it.
Outerwear is a staple of winter streetwear. Definitely play around with length.
Cropped jackets and over-sized coats can look great.
- Hard shells: Hard shells and windbreakers can look great during a rainy spring season. Get one in black and then look into more colorful jackets. Again Uniqlo is your best friend. Look at the Patagonia torrent shell. Bape is King. Keep an eye out for Supreme windbreakers also
- Bombers/Varsity's: Cropped Jackets are great for layering and playing with silhouette. Get a bomber in black for a minimalist look and olive for a grungier look. Varsity jackets are trendier but they still look great. Blue/white or red/white are classic colors. Black/black and black/white are better for minimalism. Look at Asos, Stussy, Supreme, and TOJ (buy used on Grailed or Ebay)
- Leather jackets. Buy black or brown in a moto, bomber or double rider. Don't skimp here! Nothing looks worse than cheap leather. Start with Schott or a used TOJ. Save up and one day you could cop a Saint Laurent Paris Jacket.
- Parkas: Parka are essential in colder months. Fishtail and snorkel styles are both popular. Don't be afraid to go over-sized. Again black and olive are great starting colors. Uniqlo (no surprise) has some every season. Alpha industries makes great entry level coats. Normal street wear brands(Stussy, Supreme, Bape) usually carry parka's.
This is a great place to have fun. Buy from traditional street wear brands here. Stussy, Supreme, 10deep, The Hundreds, Only... ect. you get the idea here.
Start with solid colors and then get into patterns.
- Baseball hats: Strap Backs are king right now. Fitted hats can work well. Snap-backs aren't in style but wear what you want.
- Five Panels: Five panels are very stylish right now. Supreme is the most popular brands
- Bucket Hats: These have been very popular over the past year but they are fading quickly. Be careful with bucket hats. If you can confidently pull it off go for it.
- Beanies: Beanies are great in the winter. Start with Neutrals but feel free to experiment. Carhartt is a pretty affordable option.