20+ Casual Street Style Outfits

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Casual street style is all about blending comfort with trendy elements, creating an effortlessly cool look. Whether you’re headed to the city or just running errands, these outfits help you stay comfortable while expressing your personal style. Here are 20 casual street style outfits to inspire your everyday wardrobe.

1. Graphic Tee and Ripped Jeans

A bold graphic tee paired with ripped jeans creates a classic street style vibe. Add sneakers and a crossbody bag to complete the look.

2. Oversized Hoodie and Bike Shorts

For a trendy, laid-back outfit, pair an oversized hoodie with bike shorts. Finish the look with chunky sneakers for a sporty, street style vibe.

3. Denim Jacket and Cargo Pants

A denim jacket layered over a basic tee with cargo pants gives off an urban, edgy look. This combination is perfect for city strolls.

4. Cropped Top and Joggers

A cropped top paired with joggers is a go-to outfit for street style enthusiasts. Add a bomber jacket for an extra cool factor.

5. Plaid Shirt and Skinny Jeans

A plaid shirt tied around the waist or worn open over a tank top with skinny jeans is a timeless street style combination.

6. Bomber Jacket and Leather Leggings

A bomber jacket layered over a graphic tee with leather leggings creates a sleek, stylish outfit perfect for a day in the city.

7. Basic Tank and High-Waisted Jeans

For a minimalistic street style look, pair a basic tank with high-waisted jeans. Top it off with a baseball cap and white sneakers.

8. Sweatshirt and Distressed Denim Shorts

A cozy sweatshirt with distressed denim shorts is ideal for warm-weather street style. Add high-top sneakers for a trendy finish.

9. Flannel Shirt and Black Jeans

A flannel shirt with black jeans offers a grunge-inspired street look. Complete the outfit with combat boots for added edge.

10. Tracksuit and Chunky Sneakers

Matching tracksuits are making a huge comeback in street style. Pair with chunky sneakers for a bold, athleisure look.

11. Leather Jacket and Boyfriend Jeans

For a street-ready outfit, pair a leather jacket with boyfriend jeans. Add ankle boots to keep it casual but edgy.

12. Off-Shoulder Top and Jogger Pants

An off-shoulder top with jogger pants combines feminine and sporty elements, perfect for a street style statement.

13. Crop Top and Cargo Pants

A crop top paired with cargo pants creates a cool, utilitarian-inspired street look. Finish with sneakers or chunky boots.

14. Denim on Denim

Layering a denim jacket over jeans offers a bold street style look. Keep the rest of your outfit simple with a white tee and sneakers.

15. Graphic Sweatshirt and Pleated Skirt

A graphic sweatshirt paired with a pleated skirt brings a fun twist to street style. Add sneakers to maintain the casual vibe.

16. Turtleneck and High-Waisted Trousers

A fitted turtleneck tucked into high-waisted trousers is an effortlessly chic look that transitions well into casual street style.

17. Long Coat and Ripped Jeans

A long, oversized coat layered over a simple top and ripped jeans adds a touch of sophistication to casual streetwear.

18. Tie-Dye Tee and Cargo Shorts

Tie-dye tees paired with cargo shorts offer a playful, laid-back street style look. Pair with slides or sneakers.

19. Puffer Jacket and Leggings

For colder days, pair a cropped puffer jacket with leggings. Add high-top sneakers to keep it sporty and street-ready.

20. Varsity Jacket and Wide-Leg Pants

A varsity jacket paired with wide-leg pants combines vintage and modern elements for a classic street style look.


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