How To Wear Hats Stylishly With Curly Hair For Guys

Finding the right hat to complement your curly hair can be a tricky endeavor. Unlike straight hair that can be easily tucked under a cap, curly hair often resists being covered and can end up looking unkempt under hats.

However, with the right strategies and hat styles, guys with curly hair can pull off stylish hats with ease.

If you’re short on time, here’s a quick answer: Go for hats with a deeper crown like fedoras, wide-brimmed hats, and beanies to accommodate curls. Style your curls before putting on the hat and use bobby pins to tame flyaways. Avoid tighter fits that smash curls down.

In this comprehensive guide, we’ll cover everything you need to know to find flattering hats that work with your curly hair. You’ll learn hat styles that complement curls, prep tips before wearing hats, how to keep your curls tidy under the hat, and mistakes to avoid.

Factors to Consider When Choosing Hats for Curly Hair

When it comes to wearing hats stylishly with curly hair, there are a few important factors to consider. These factors can make a significant difference in how the hat looks and fits, enhancing your overall style. Here are three key factors to keep in mind:

Hat Style and Shape

The style and shape of the hat play a crucial role in how it complements your curly hair. Different hat styles can accentuate or hide the texture and volume of your curls. For example, a fedora or a wide-brimmed hat can create a nice balance with curly hair, while a beanie or a flat cap can enhance the natural shape of your curls.

Experiment with different styles to find the one that suits your hair type and personal style the best.

Fabric and Stretch

The fabric of the hat is another important factor to consider. Opt for hats made from breathable materials like cotton or linen, as they allow air circulation and prevent your hair from becoming too hot or sweaty.

Additionally, look for hats with some stretch or adjustable bands, as they can accommodate the volume of your curls and provide a comfortable fit. Hats with elasticated bands or adjustable straps are ideal for curly hair, as they can be customized to fit your unique head shape.

Size and Fit

Getting the right size and fit is crucial for wearing hats stylishly with curly hair. Avoid hats that are too tight, as they can flatten your curls and create unwanted frizz. On the other hand, hats that are too loose may not stay in place or properly frame your face.

Take measurements of your head circumference and refer to the sizing chart provided by the hat manufacturer. If possible, try the hat on before purchasing to ensure a proper fit.

Remember, finding the perfect hat for your curly hair may require some trial and error. Don’t be afraid to experiment with different styles, shapes, fabrics, and sizes until you find the one that makes you feel confident and stylish. Happy hat hunting!

The Best Hat Styles for Curly Hair


Fedoras can be a great option for guys with curly hair. The wide brim of the fedora helps to balance out the volume of curly hair, creating a stylish and proportionate look. Whether you choose a classic black fedora or opt for a more unique pattern or color, this hat style can add a touch of sophistication to any outfit.

Plus, it’s a versatile option that can be dressed up or down depending on the occasion.

Wide-Brimmed Hats

Wide-brimmed hats, such as Panama hats or floppy hats, are another excellent choice for guys with curly hair. The wide brim provides ample coverage and protection from the sun, while the loose and relaxed structure complements the natural texture of curly hair.

These hats can give off a cool and laid-back vibe, perfect for a day at the beach or a summer music festival.

Bucket Hats

Bucket hats have made a comeback in recent years and are a trendy option for guys with curly hair. The soft and rounded shape of a bucket hat complements the natural volume of curly hair, creating a harmonious and stylish look.

This hat style is versatile and can be worn with casual outfits for a cool and relaxed vibe.


Beanies are a classic hat style that works well with curly hair. The snug fit of a beanie helps to control and define the shape of the curls, while also keeping your head warm during colder months. Whether you choose a plain beanie or one with a fun pattern or design, this hat style adds a touch of coziness and style to any outfit.

Baseball Caps

Baseball caps are a popular hat choice for guys with curly hair. The structured and curved brim of a baseball cap helps to frame the face and keep the curls in check. This hat style is versatile and can be worn with a variety of casual outfits, making it a go-to option for everyday wear.

Newsboy and Gatsby Caps

Newsboy and Gatsby caps are a stylish and dapper choice for guys with curly hair. The structured shape and short brim of these caps add a touch of sophistication to any outfit. Whether you’re going for a vintage-inspired look or a modern twist, these caps can elevate your style and give your curly hair a polished finish.

How to Prepare Curly Hair Before Wearing a Hat

Curly hair can be a challenge to manage, especially when you want to wear a hat and still look stylish. However, with the right preparation, you can rock a hat with your curly locks effortlessly. Here are some tips on how to prepare your curly hair before wearing a hat:

Moisturize Curls

One of the most important things to do before wearing a hat with curly hair is to moisturize your curls. Curly hair tends to be more prone to dryness, so it’s essential to keep your hair hydrated. Use a moisturizing conditioner or hair mask to nourish your curls before styling.

This will help prevent frizz and make your curls more manageable under a hat.

Diffuse for Volume

If you have curly hair, you know that it can sometimes lack volume when compressed by a hat. To combat this, use a diffuser attachment on your hairdryer to add volume to your curls. Flip your head upside down and gently diffuse your hair, lifting the roots as you go.

This will give your curls a boost and ensure they don’t get flattened under the hat.

Use Styling Products

Styling products can be your best friend when it comes to preparing your curly hair for a hat. Apply a curl-enhancing mousse or gel to your damp hair and scrunch it gently to encourage your natural curl pattern.

This will help your curls hold their shape and prevent them from getting frizzy or unruly while wearing a hat.

Consider Braids or Twists

If you’re looking for an alternative to wearing your curly hair loose under a hat, consider braiding or twisting your hair. This not only adds a stylish touch but also helps to keep your hair more contained and protected underneath the hat.

You can try different braiding or twisting techniques, such as French braids or two-strand twists, to add some variety to your look.

By following these tips, you can ensure that your curly hair looks amazing when wearing a hat. Remember to embrace your natural curls and have fun experimenting with different styles. Now, go out there and rock that hat with confidence!

Tips to Keep Curly Hair Neat Under a Hat

Curly hair can be a challenge to manage, especially when wearing a hat. However, with the right techniques and products, you can keep your curly hair looking neat and stylish even when wearing a hat. Here are some tips to help you achieve that:

Use Bobby Pins and Clips

One effective way to keep your curly hair in place under a hat is by using bobby pins and clips. These handy accessories can help secure your hair and prevent it from getting frizzy or flattened. Simply twist small sections of hair and secure them with bobby pins or clips around your head.

This will not only keep your hair in place but also add some volume and texture to your hairstyle.

Tie a Durag or Headscarf

If you want to protect your curly hair from the friction of the hat fabric, tying a durag or headscarf can be a great solution. This will create a barrier between your hair and the hat, preventing it from getting tangled or flattened. Plus, it can add a stylish touch to your overall look.

Choose a durag or headscarf that complements your outfit and tie it securely to keep your hair in place.

Try Hairspray

Hairspray can be a lifesaver when it comes to keeping your curly hair intact under a hat. Choose a hairspray that provides a strong hold without leaving your hair feeling stiff or crunchy. Before putting on your hat, spray some hairspray onto your hair and gently scrunch it to define your curls.

This will help your hair maintain its shape and prevent frizz throughout the day.

Carry a Wide-Tooth Comb

A wide-tooth comb is an essential tool for managing curly hair, especially when wearing a hat. Carry a compact wide-tooth comb with you and use it to gently comb through your hair after taking off your hat. This will help to reshape your curls and eliminate any flat spots caused by the hat.

Additionally, you can use the comb to separate any tangled strands and add volume to your hairstyle.

Remember, it’s important to choose a hat that fits properly and doesn’t squeeze or flatten your curls. Opt for hats with a looser fit or adjustable straps to accommodate your curly hair. By following these tips and incorporating them into your hat-wearing routine, you can confidently rock your curly hair while staying stylish.

Common Hat-Wearing Mistakes for Curly Hair

Choosing a Tight Fit

One common mistake that guys with curly hair make when wearing hats is choosing a tight fit. While it may be tempting to go for a snug hat to keep those curls in place, it can actually cause more harm than good. Tight hats can flatten the curls and create unwanted frizz.

Instead, opt for a hat that allows your curls to breathe and move freely. A slightly looser fit will not only be more comfortable but also help maintain your curly hairstyle.

Not Styling Curls First

Another mistake to avoid is not styling your curls before putting on a hat. Curly hair has a tendency to lose its shape and volume when compressed under a hat. To avoid this, take the time to style your curls before wearing your hat.

Use a curl-enhancing product or mousse to define your curls and add volume. This will help your curls maintain their shape and bounce even when covered by a hat.

Wearing Hats Too Often

Wearing hats too often can also be a mistake when it comes to styling curly hair. Constantly wearing hats can lead to excessive moisture and heat being trapped against your scalp, which can cause scalp irritation and dandruff.

Additionally, wearing hats for extended periods of time can flatten your curls and make them lose their natural shape. It’s important to give your hair some time to breathe and recover from being covered by a hat.

Try to alternate between hat days and hat-free days to keep your curls looking their best.

Forgetting Drying Time

A common oversight when wearing hats with curly hair is forgetting to allow enough drying time before putting on a hat. If your hair is still damp when you put on a hat, it can cause your curls to become flat and take on an uneven shape.

Make sure your hair is completely dry before wearing a hat to ensure your curls stay intact. If you’re in a rush, you can use a diffuser attachment on your hairdryer to speed up the drying process without compromising your curls.


Hats can be tricky with curly hair, but by choosing the right styles, prepping your curls, and using a few tricks, you can make hats work for your hair type. The key is going for looser fits and deeper crowns to accommodate volume.

Fedoras, wide-brimmed hats, beanies, and baseball caps tend to complement curls best. Always start with hydrated, defined curls before wearing a hat. Bobby pins, silk headscarves, and hairspray can help keep flyaways under control. Avoid tightly fitted caps that smash curls down.

With the right strategies, guys with curly hair can rock stylish hats with confidence.

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