The Best Tips & Tricks for Wearing a Men’s Hat with Style

Hats are a timeless fashion accessory for men, and the perfect finishing touch to any look. From classic fedoras to modern baseball caps, there is something for everyone. 

Here are 12 helpful tips on how to wear a men’s hat stylishly.

1. Know Your Head Shape: 

One of the most important things when buying a hat knows your head shape, as this will help you determine which style of hat looks best on you. Round-face shapes should opt for hats with wider brims like fedoras or Panama hats, while longer faces should stick with shorter brims like baseball caps.

2. Match Colors & Patterns: 

Once you know your head shape, it’s time to pick a color and pattern that complements your outfit. Opt for colors and patterns that match or contrast with the rest of your clothing. For example, if you’re wearing a bright-colored shirt, then go for a plain black fedora to create balance.

3. Wear it With Confidence: 

This might seem like an obvious tip, but confidence is a key when it comes to wearing a hat stylishly. No matter which style of hat you choose, own it!

4. Think About Proportion: 

When choosing a hat size, make sure it fits properly and isn’t too small or too large for your head shape. A good rule of thumb is to buy hats that are at least one size larger than your head circumference, as this will ensure a comfortable fit.

5. Wear It Tilt Back: 

One of the best ways to wear a hat stylishly is to tilt it slightly back on your head, as this creates a more relaxed look that complements any outfit. Try different angles and find what works for you.

6. Accessorize Strategically:

When wearing a hat, don’t go overboard with accessories such as sunglasses or jewelry. Instead, choose one accessory that will elevate your look without taking away from the hat itself—a pocket square or lapel pin is both good choices.

7. Balance with Your Shoes: 

Your footwear is just as important when it comes to pulling off a stylish hat look, so make sure your shoes complement your outfit. For example, a classic fedora looks great with Oxford-style dress shoes, while a modern baseball cap pairs perfectly with sneakers.

8. Be Mindful of Occasion: 

Remember to be mindful of the occasion when wearing a hat—a wide brimmed fedora might look stylish at a casual gathering but it could seem out of place at a formal event. Also consider the weather when picking out your hat; lighter materials like cotton and linen are perfect for spring and summer days while thick wools and felts are best for cold winter months.

9. Avoid Wearing Indoors: 

It’s generally considered rude to wear a hat indoors, so be sure to take it off when entering a building or going through security. However, women are allowed to keep their hats on indoors in some countries like England and Ireland.

10. Care for Your Hat: 

Properly caring for your hats is important if you want to keep them looking their best for as long as possible. Make sure to read the care instructions on the tag and follow them accordingly. It’s also a good idea to invest in a hat box or stand to store your hats when not in use, as this will help protect them from dust and dirt.

11. Have Fun With It: 

Sure, there are a few rules to follow when wearing a hat, but ultimately it’s all about having fun with your look. Don’t be afraid to experiment and try out new mens hat styles and colors!

12. Take Inspiration From Others: 

If you’re feeling stuck on which hat to buy or how to style it, don’t be afraid to take inspiration from others. Look at what celebrities and fashion bloggers are wearing and use that as a starting point.


Wearing a hat stylishly doesn’t have to be complicated—just remember these 12 tips and you’ll be sure to turn heads wherever you go! From choosing the right style for your face shape to accessorizing strategically, there are a few guidelines that will help you look your best. So go ahead and get creative—find the hat that suits your style and rock it with confidence!

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