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Windbreakers are more of a casual piece of clothing. If you want to know how to wear a windbreaker with a bit of flair and style then we got you covered.

Wearing a simple t-shirt under your windbreaker is the standard look. Pair the windbreaker with a cropped or cuffed pair of skinny jeans or chinos and a pair of white sneakers for a finished look. Bang. Easy.

I wouldn’t wear a windbreaker with professional or business casual clothing, it just doesn’t seem to work that well. So I would avoid that for sure. Take a look at our options here below.

1. Red Windbreaker With Black Jeans White Shoes & White Tee


A red windbreaker can be a fun and stylish addition to your wardrobe, and it’s perfect for the autumn and spring months. To style it, pair it with black cuffed jeans, a white tee, and white sneakers. This look is easy to put together and it’s perfect for a casual day out. Red is often considered to be one of the most attractive colors to wear, but you need to be careful how you implement it into your wardrobe. I love a red windbreaker for versatility.

2. Purple Windbreaker With White Button Down


This is one of the exceptions I could find for a more business casual look. You can rock some blue dress pants and a white dress shirt paired with some blue and white shoes for a pretty casual look. This is a touch more dressy, but I wouldn’t be wearing this to a work event.

3. Baby Blue Windbreaker With Black Shoes, Black Pants & Green Tee


The baby blue windbreaker with a green tee underneath looks pretty sharp. In this look, the black skinny jeans look great with a pair of black sneakers as well. This is a pretty unconventional color combo with the blue jacket black pants, but we have a post on that too you can check out.

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4. All Black Windbreaker Style


All black almost never fails as long as you have your fit right. There’s not much to say about this one, but it’s a casual look that works in the fall or spring months.

5. Forest Green Windbreaker With All Black Combo


This forest green color windbreaker is a great addition to any wardrobe honestly. Rock some skinny black jeans and a black tee underneath to complete the look. If your windbreaker has white accessories added on like white cords dangling, etc. you can match that with white shoes which would look extra sharp for a tri-tone style. But you can also do black or brown shoes here as well.

6. Green Breaker With Blue Jeans & Grey Tee


When it comes to fashion, some people like to stick to the classics. A grey t-shirt and dark green windbreaker are perfect examples of classic clothing items that can be paired with skinny blue jeans to create a stylish outfit. This combination is perfect for fall or winter weather, as the windbreaker will keep you warm while the jeans and t-shirt provide some insulation.

7. Tan Windbreaker with Black Jeans


When it comes to fashion, there are certain combinations that just seem to work. Skinny black jeans with a white t-shirt and a tan windbreaker are one of those combinations. The black jeans and white t-shirt create a classic look and the tan windbreaker adds a bit of color and personality. This outfit is perfect for a day spent running errands.

8. Long Green Windbreaker


Another popular look is pairing skinny black jeans with a long green windbreaker. This combination is perfect for fall or winter, and it’s a great way to add some color to your outfit. The layering looks cool when it’s done this way, and you can also consider wearing jeans that are a little bit baggier or straighter without issue as well. You can also throw a fanny pack over your shoulder and underneath your windbreaker for some interest as well.

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9. Black & White Duotone


The all-black look paired with a white t-shirt and white sneakers can be plain but chill in the autumn and spring months.

10. Navy, White, & Tan Pants


A simple and straightforward color combination of white, navy blue and tan never fails. The navy blue windbreaker is a great way to add some color to your outfit while still keeping things simple. Tan joggers or chino pants are a great option for fall or winter, and they’re perfect for pairing with a navy blue windbreaker. You can also consider wearing a white t-shirt underneath your windbreaker for a classic look. This combination is perfect for everyday wear, and it’s a great way to stay comfortable and stylish at the same time.

Frequently Asked Questions (FAQ)

When should we wear a windbreaker?

A windbreaker can be a stylish addition to your wardrobe for men. You can wear it when you want to stay warm and dry, but don’t want to wear a heavy coat. A windbreaker is also a good choice for a raincoat on days when it’s not too cold out. Perfect for spring and autumn.

Can I wear a windbreaker with jeans?

Yes, absolutely. Jeans look great with a windbreaker and they are my first choice when considering how to style the windbreaker.

Hey, my name is Matt Edward. My life changed when I started dressing better and taking care of my appearance. I wanted to share that enthusiasm and passion with you through these carefully curated and designed blog posts about men's fashion and lifestyle improvements. Cheers.

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