Men’s street style is more than just a trend — it’s a lifestyle that combines comfort, confidence, and creativity. Inspired by urban environments and influenced by music, art, and culture, street style is all about expressing individuality while staying effortlessly cool. From oversized fits to statement sneakers, nailing the street style vibe requires knowing how to balance bold and casual elements. Whether you’re aiming for a laid-back aesthetic or a polished yet edgy look, we’ve got you covered.
5 key street style looks and how to style them to achieve that perfect urban cool vibe.
1. Oversized Tees with Cargo Pants
Oversized t-shirts are a staple of streetwear. Pairing them with cargo pants adds a utilitarian touch that blends functionality with fashion. Stick to neutral colours like black, khaki, or olive to create a balanced look. Add a crossbody bag and high-top sneakers to elevate the vibe.
Pro Tip: Layer a long-sleeve shirt under your oversized tee for an added dimension during cooler months.
2. Denim on Denim with a Modern Twist
The double denim trend, also known as the Canadian tuxedo, has made a strong comeback. Opt for distressed jeans paired with a light-wash denim jacket. To break up the monochrome, throw in a plain white or graphic tee underneath.
Pro Tip: Finish the look with neutral sneakers and sunglasses for an effortlessly cool aesthetic.
3. Hoodies with Tailored Trousers
Mixing high and low fashion is a street style staple. A cozy hoodie or sweatshirt paired with tailored trousers creates a perfect balance between casual and sophisticated. Choose neutral or monochrome colours for a sleek appearance.
Pro Tip: Add statement sneakers or chunky boots to tie the outfit together.
4. Statement Sneakers with Minimalist Fits
Let your footwear do the talking by pairing bold, colourful sneakers with a minimalist outfit. Stick to plain tees, neutral hoodies, and relaxed-fit jeans or joggers to allow the sneakers to stand out.
Pro Tip: Add accessories like a beanie or a sleek watch to enhance the minimal look without overpowering it.
5. Bomber Jacket with Jeans
A bomber jacket adds an edgy vibe to any outfit. Pair it with jeans for a laid-back yet stylish look. Opt for neutral or earth tones to maintain balance, and complete the look with sleek sneakers or boots.
Pro Tip: Layer a fitted tee or hoodie underneath the bomber for an added layer of style.
