Wearing a baseball cap when you’ve got long hair sounds easy… until you actually try it. The hair gets flattened, bunched up, or just won’t sit right. And if the back hole’s too small? Forget it.
Most people with long hair wear their caps by pulling their hair into a ponytail, braid, or bun and slipping it through the back opening. Some just let it hang loose. Either way, the cap has to work with their hair—not against it. That’s where smart design comes in.
If you’re making or selling hats, knowing how people with long hair actually wear them can help you build better caps—and happier customers.

So, How Do People Wear Baseball Caps with Long Hair?
It depends on the person and the day. But here are some of the go-to moves:
- Low ponytail pulled through the back hole
- Side braid hanging over the shoulder
- Messy bun tucked just under the strap
- Hair down, tucked behind the ears or not at all
You’ll find tons of these styles popping up on Instagram and TikTok. They’re also featured in this guide from Popsugar with cool ways to wear your hair under a hat.
Bottom line? Your cap should flex with your customer’s hair—not squash it.
What About Straight Hair?
Straight hair’s usually easier to manage under a cap—but not always.
Some folks:
- Let it fall straight down
- Tuck it behind the ears
- Tie it in a low ponytail
But here’s the catch: stiff linings or rough seams can leave dents, static, or flat spots. That’s where soft sweatbands or smoother inside materials help a lot. Glamour has a great piece on how to avoid hat hair in winter—worth checking out.

Let’s Talk Ponytails
Ponytails and baseball caps are a classic combo—but only if the cap’s built for it.
Most people pull their ponytail through the back opening. But there’s more you can do as a brand:
- High ponytail holes (super popular in sporty styles)
- Stretchy or bigger openings for thicker hair
- Double-slot options so people can pick their height
Some caps already nail this—like Ivy Park’s backless hat, made just for high ponytails and curly hair. Your version doesn’t need to be that flashy, but it should be just as smart.
What Hairstyles Work Best With a Baseball Cap?
Here’s what long-haired folks are actually doing—and what your cap needs to support:
- Side braid – looks great, stays in place
- Loose waves – comfy under soft caps
- Low bun – simple and stylish
- High ponytail – if the cap allows for it
Want proof? This Popsugar article breaks down the beachy, ponytail-friendly vibe people are loving right now.

What Kinds of Caps Work Best for Long Hair?
Not every hat is hair-friendly—and people notice. Here are the styles that tend to get it right:
- Dad hats – soft, flexible, easygoing
- Truckerkepsar – mesh back = breathable
- Sport/performance caps – sweat-wicking, with higher ponytail slots
- Adjustable strapbacks – more wiggle room, less hair-pulling
Want to see how we’ve helped brands create these styles? Check out our streetwear hat collection—we’re all about comfort meets cool.
What Makes a Cap Feel “Right” for Long Hair?
Small details go a long way. Here’s what makes a difference:
- Roomy crown – space for buns or thick hair
- Good back opening – ponytails need space
- Soft inner lining – no static, no dents
- Adjustable fit – so it doesn’t squeeze
Miss one of these, and you risk bad reviews—or worse, customers who never come back.
What Can Brands Do Better?
Want to win over long-haired shoppers? Here’s where to start:
- Actually watch how real people wear your caps—scroll TikTok, browse Reddit
- Offer multiple fits—some heads need more space
- Show long-haired models in your pics—representation matters
If people can see themselves in your caps, they’re more likely to buy them.
We share a lot of these insights (and more) on our JoinTop blog. Worth a look if you’re planning your next product drop.

Why Work With JoinTop?
We’ve been helping brands create better hats for years—and we’ve learned a thing or two.
Vid JoinTop, we build custom caps for brands that want their products to feel good och look good—even for people with long hair. Whether you’re designing for athletes, streetwear fans, or everyday wearers, we’ve got you covered.
- Custom ponytail-friendly designs
- Soft, breathable materials
- Consistent quality (from sampling to shipping)
We run our own factories in China, Vietnam, and Bangladesh, and work with brands around the world. So if you’re ready to level up your cap game, reach out to our team here.
FAQ Section (for Schema Markup)
Q: What kind of caps are best for long hair?
A: Caps with soft fabric, roomy crowns, and bigger back openings work best. Styles like dad hats and strapbacks are especially popular.
Q: Can men with long hair wear baseball caps?
A: Yep. A lot of guys tie a low ponytail or just let it hang loose. A deeper cap with a soft lining makes it way more comfortable.
Q: How do you make a cap ponytail-friendly?
A: Add a larger or higher back opening, and make sure the strap doesn’t pull hair. Soft fabric on the inside helps too.
Long hair shouldn’t be a problem—it should be part of the plan. The right cap design makes customers feel good, look great, and come back for more.
You don’t have to reinvent the hat. Just make one that works.




