10+ Ways to Wear Long Hair With a Hat - For Men

Hat Styles for Guys With Long Hair

In Educate by El Moreno55 Comments

A Longhair’s Most Versatile Tool

If you're not rocking a hat with your mane, we urge you to start. Hats are a multi-functional tool for guys with flow, offering fast and reliable solutions to common longhair problems...but do you know how to wear a hat with long hair?

For starters, wearing a hat is the go-to move when you’re not sure what to do with your hair, or for days when you don’t feel like messing with it.

Hats keep annoying loose hair out of your face, and provide critical wind blockage when you’re driving with the windows down.

Key Takeaways

  • Versatile Style Options: Learn 16 different ways to wear a hat with long hair, offering both style and practicality.
  • Hat Selection Tips: Understand the importance of choosing the right hat, focusing on high profile, structured crown, and six-panel construction for optimal fit and comfort.
  • Personal Expression: Hats are more than functional; they allow men with long hair to express their style and personality.
  • Practical Solutions: Discover how hats can solve common long hair issues, like managing loose strands or covering up on bad hair days.
  • Community Connection: Engage with a community that celebrates and supports men with long hair, offering tips, products, and camaraderie by rocking the bound shears.

Perhaps most thankfully, hats are perfect for dealing with awkward stage hair.

Wearing a Hat With Long Hair

Any way you wear it, hats with long hair just look badass.

Perhaps man’s most versatile apparel choice, here we’ve dramatically illustrated 16 ways to wear a hat with long hair—with a video on how to execute them.

We also tackle common hat/hair questions, and finally we consider what makes the best hats for men with long hair. If it’s not abundantly clear, this is the ultimate post on how to wear a hat with long hair.

How to Wear a Hat With Long Hair

Here we demonstrate the most requested styles from how to wear a hat with long hair.

Dope Hat Styles for Long Hair

It can be easy to get into a routine of wearing your hair under a hat the same way every time. Just throw on the ‘ol lid and you’re on your way.

Think of these styles as an opportunity to break that routine. You have the hair, why not try some different styles? Hopefully these will inspire you to get creative and have some fun with your long hair and a hat.

Here are 16 of our best hat styles for guys with long hair.

These styles feature hats of the baseball cap variety; for tips on wearing a beanie with long hair and winter styles, visit How to Wear a Beanie With Long Hair.

The Righty

A slouchy style for right-handed hackers out there.
Front view of The Righty, illustrating how to wear a hat with long hair.Side 1 view of The Righty hat style.Back view of The Righty hat style.Side 2 view of The Righty hat style.

The Fold Through

A clever take on The Foldover, where you pull your hair through the hole in the cap. Used effectively by women for decades.
Front view of The Fold Through, illustrating how to wear a hat with long hair.Side 1 view of The Fold Through hat style.Back view of The Fold Through hat style.Side 2 view of The Fold Through hat style.

The Braided Hombre

A classic twist on the old-school Willie Nelson braids. Great for summer.
Front view of The Braided Hombre, illustrating how to wear a hat with long hair.Side 1 view of The Braided Hombre hat style.Back view of The Braided Hombre hat style.Side 2 view of The Braided Hombre hat style.

The Sloppy Bob

For a casual, unrefined appearance. Close cousins with The Sloppy Joe.
Front view of The Sloppy Bob, illustrating how to wear a hat with long hair.Side 1 view of The Sloppy Bob hat style.Back view of The Sloppy Bob hat style.Side 2 view of The Sloppy Bob hat style.

The Tuck

A reliable go-to for many guys, where the hair is tucked behind the ears.
*Can be misconstrued for a mullet.
Front view of The Tuck, illustrating how to wear a hat with long hair.Side 1 view of The Tuck hat style.Back view of The Tuck hat style.Side 2 view of The Tuck hat style.

The Prairie Dog

A step beyond the Fold Through, while utilizing the High Ball.
Front view of The Prairie Dog, illustrating how to wear a hat with long hair.Side 1 view of The Prairie Dog hat style.Back view of The Prairie Dog hat style.Side 2 view of The Prairie Dog hat style

The Undercover

A tricky style for infiltrating shorthair meetings, where you stuff hair into the back of your hat. Easier to pull off with medium hair.
Front view of The Undercover, an example of how to wear a hat with long hair.Side 1 view of The Undercover hat style.Back view of The Undercover hat style.Side 2 view of The Undercover hat style.

The Shaded Snake

A shady take on the snake, perfect for a fisherman on sizzling summer days.
Front view of The Shaded Snake, illustrating how to wear a hat with long hair.Side 1 view of The Shaded Snake hat style.Back view of The Shaded Snake hat style.Side 2 view of The Shaded Snake hat style.

The Drape

Another go-to style where the hair drapes over the ears, rather than tucked behind. Great option for winter.
Front view of The Drape, an example of how to wear a hat with long hair.Side 1 view of The Drape hat style.Back view of The Drape hat style.Side 2 view of The Drape hat style.

The Over Under

Using a headwrap beneath your hat, reversed and cocked with a dash of skater swag.
Front view of The Over Under, an example of how to wear a hat with long hair.Side 1 view of The Over Under hat style.Back view of The Over Under hat style.Side 2 view of The Over Under hat style.

The Lefty

A slouchy style for the lefties, with thoughtful usage of the Side Part Low Ball.

Front view of The Lefty, an example of how to wear a hat with long hair.Side 1 view of The Lefty hat style.Back view of The Lefty hat style.Side 2 view of The Lefty hat style.

The Horsetail

Another variation of pulling it through the hole in your hat. Keeps the hair off your neck and swats flys. Great for curly hair.

Front view of The Horsetail, an example of how to wear a hat with long hair.Side 1 view of The Horsetail hat style.Back view of The Horsetail hat style.Side 2 view of The Horsetail hat style.

The Willy

A casual, hipster version of The Braided Hombre when you can’t be bothered to braid your hair.

Front view of The Willy, an example of how to wear a hat with long hair. Side 1 view of The Willy hat style.Back view of The Willy hat style.Side 2 view of The Willy hat style.

The Standard

Innovative implementation of The Menstail. Great for shorter and medium hair.

Front view of The Menstail, an example of how to wear a hat with long hair. Side 1 view of The Menstail hat style.Back view of The Menstail hat style.Side 2 view of The Menstail hat style.

The Rally Cap

When your team’s down and you need a score big time. Most effective paired with aggressive bellowing.

Front view of The Rally Cap, a bold example of how to wear a hat with long hair.Side 1 view of The Rally Cap hat style.Back view of The Rally Cap hat style.Side 2 view of The Rally Cap hat style.

The Silent Bob

Classic. Casual. Timeless. Sshhh...
Front view of The Silent Bob, a classic example of how to wear a hat with long hair.Side 1 view of The Silent Bob hat style.Back view of The Silent Bob hat style.Side 2 view of The Silent Bob hat style.

FAQ on How To Wear a Hat with Long Hair

Can wearing a hat damage long hair?
If worn properly, hats should not damage long hair. Choose hats that fit well and are made of hair-friendly materials. Be mindful to not wear your hat all day, every day.

How do I choose the right hat for my long hair?
Opt for hats with a structured crown and adjustable size to accommodate your hair comfortably without causing damage.

What are some stylish ways to wear a hat with long hair?
You can wear your hair down, in a low ponytail, braid, or bun, depending on the hat style and your preference. It's up to your preference on how to wear a hat with long hair.

Can I wear a hat with any hair type?
Yes, hats can be worn with any hair type, but the style may vary depending on hair texture and length.

How can I prevent hat hair?
To minimize hat hair, choose looser-fitting hats, use a headwrap under the hat and avoid wearing hats on wet hair.

Hats for guys with long hair | Hats for men with long hair

The Best Hats For
Guys With Long Hair

What makes a great hat for guys with long hair?

Being hat guys, we’ve worn a lot of hats. As our hair grew long long for the first time we had a chance to see how our hats fit and performed in the process.

After six decades of combined research, we’ve concluded the following characteristics make the best hats for guys with long hair.

Hats for guys with long hair | Hats for men with long hair

High Profile

Important because a high profile creates vertical space for your hair, while lower profile hats deliver a “mashed” appearance, which is definitely not how to wear a hat with long hair.

Hats for guys with long hair | Hats for men with long hair

Structured Crown

The crown provides structure for a higher profile, where an unstructured crown tends to give you a pancake head. A high profile with an unstructured crown would be tall but saggy.
Hats for guys with long hair | Hats for men with long hair

Six Panel

Six panel construction offers a wider shape at the top, where the high profile and structured crown meet, creating open space within the cap. Fewer panels join closer together at the top, making you look like a conehead. These can also prevent the hat from resting upon the ears, allowing flyaways to escape below the hat rim. Not acceptable.
Hats for guys with long hair | Hats for men with long hair

Snapback

As our hair grew longer, we found our fitted hats would no longer fit, where snapbacks can be re-adjusted to the changing dimensions of our locks with accurate, repeatable sizing.
Hats for guys with long hair | Hats for men with long hair

Flat(ter) Brim

Stylistically, a flatter brim tends to harmonize with the previous desirable hat characteristics, which is not to say completely flat, but suitable for subtle curvature.

Rep It Hard

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