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

16 Hat Styles for Guys With Long Hair

In Educateby El Moreno38 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.

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.

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 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 hat style. 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 hat style. 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 hat style. 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.

Rep It Hard With a Longhairs Hard Lid

High profile gives your locks room to breathe, adjustable snapback closure to accommodate your ever-lengthening flow, and a flat brim suitable for subtle shaping...these hats are made for men with hair.
SEE ALL YOUR OPTIONS
The Longhairs Hats

The Sloppy Bob

For a casual, unrefined appearance. Close cousins with The Sloppy Joe.
Front view of The Sloppy Bob hat style. 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 hat style. 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 hat style. 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 hat style. 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 hat style. 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 Longhairs Hats

Sheath Your Mane

Hats constructed with quality materials, designed and embroidered in the USA, these lids look great and make a statement, fending off naysayers, shears and cutting implements. Think of them as a sheath for your locks.
Explore The Lineup

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 hat style. 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 hat style. 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 hat style. 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 hat style. Side 1 view of The Horsetail hat style. Back view of The Horsetail hat style. Side 2 view of The Horsetail hat style.
The Longhairs Hats

Rock it Proudly

Fly the longhair flag and rep the bound shears with a thick dose of hard swag. Whether you’re a guy in the awkward stage, a longhair veteran, an advocate or supporter, now you can rock it. Proudly.
Pick Your Favorite Hat

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 hat style.  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 hat style.  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 hat style. 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 hat style. 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.

Common Questions With Hats and Long Hair

Is it bad for your hair to wear a hat?
No, but also not good to wear a hat all day, every day.

How do you wear a hat without messing up your hair?
The styles listed here won’t mess up your hair.

Is it rude to wear a hat indoors?
It’s generally considered bad manners to wear a hat indoors, especially at the dinner table.

Does wearing a hat slow down hair growth?
No, but wearing a hat constantly won’t help it grow faster.

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.

High Profile

Important because a high profile creates vertical space for your hair, while lower profile hats deliver a “mashed” appearance.

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.

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.

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.

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.

Wait, Who Are You Guys?

And why do you know all this?

We’re The Longhairs, and we’re not hat salesmen. We do actually sell hats but that’s not the point of this.

The Longhairs, Global Fraternity for Men With Long Hair

This is a Place For Guys With Long Hair

If you’re one of them, you’re one of us.

We’re guys with long hair. We advocate, educate and celebrate men’s long manes with hair whips and high fives.

We invite you to join the community. You’ll get our best content, connect with other longhairs—we’ll even show you the secret handshake. Just for joining we’ll juice you up with a coupon for 20% off your entire first purchase—including hats and beanies.

That’s a great deal, but far more important is the fact you’ve found The Longhairs.

If you just want to see the lids:

The Longhairs Hard Lids

Rep it loud and proud with a dope Longhairs Hard Lids. When they see those bound shears, they’re gonna know you’re a down-ass longhair.

Comments

  1. These styles are so sick! I wish I would have seen this years ago. Your guys hats are looking awesome. Getting one for sure!

  2. Thank you!!! When do you wear the rally cap? And what’s your take on what older people say? Like the stereotypes that all long hairs are dirty. I can’t stand them.

    1. The rally cap you pull one half of your hair back into a low ball, the rest you comb over to the other side. Fold the back of your cap in, then place upon the head.

      The horsetail is a little tricky. You have to pull all the hair in the back through the hole made by your snapback. It might be easier to snap your lid after putting it on, underneath the hair.

  3. Absolutely love the loo of the undercover style! What’s the best way of getting your hair to look like that?

  4. MODERATORS…
    I’ve just come back from lunch and found that comment on the site by “me”.
    I did not type it and the person who did has had a slap.

    Please remove it, thank you.

    1. Author

      LOL you got it man. It’s gone, was going to say…this post had nothing to do with fashion or hipsters. Didn’t even make sense.

  5. Is there a way to buy some of those “PROTetc” hats? I can’t find them on the net but they are DOPE!

  6. Wow, now I need to buy a hat, never considered it as a short haired dude. Thought it looked silly. But now I can’t wait for my flow to reach longhair status so I can pull off an epic Silent Bob! Truly inspiring post, keep them coming 🙂

  7. I am enjoying the hair thru the hole in the back of the hat look. Keeps the hair out of my face without putting it in a ponytail. So it is kind of like wearing it down without it blowing all over the place.

  8. The prairie dog is my favorite for sure. I seriously love your posts, although I am not a man with long hair. ha ha There’s something sexy and mysterious about a man with luscious locks so keep inspiring more men to make the transition.

  9. Also, could I suggest a post about headbands? Particularly best kinds or how to wear one for various different activities?

  10. Looking forward to trying these in due time! Great post, keep ’em coming!

  11. I’ve got a big head so some hats make it even worse. So I usually rock a visor with a lowball, but will try a lefty or prairie dog.

    Thanks for this and all of the other posts/videos/tips!

    1. Author

      I to have quite the fat head. I don’t wear visors often but they are super killer. And you bet Dave! We’ll keep’em coming.

  12. I’ve been rocking the half mane half silent bob but with the backwards hat tilted 45* to the left. Very comfortable and the ladies love it!

    Love the undercover! How do you do it??

    Keep doing what you do, guys!

    1. Author

      Yo Nathan! The undercover is a little tricky, but basically what you are doing it jamming all you hair up into the hat. What you do is grab all your hair from the back, fold it up over the crown of your head, put the hat on (which will hold it in place) and then just use your fingers to push the rest of it up into the hat. You can create some pretty cool looks by letting some hair kinda flow out and dangle on the side. Its pretty unique and you’ll get some attention from it for sure. Give it a shot and have some fun!

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