How To Wear a Fitted Hat

When it comes to how fans, fashion, and celebrities are connected to professional sports, the baseball cap is probably the most common way to show support for a team. People do wear team shirts or replica jerseys, that’s for sure. But baseball caps are usually worn by fans and have been around for a long time.

What’s the matter? The problem is that people today don’t seem to know how to put a lid on their heads anymore.

How To Wear a Fitted Hat?

  1. To wear a baseball cap, the general rule is to find one that fits well. This means it should fit snugly on your head so it doesn’t fall off, but not so tight that it gives you a headache or leaves red marks and indentations on your forehead.
  2. Don’t wear a baseball cap backwards unless the visor is getting in the way of your view or stopping you from doing something safely. It’s just not a good look. The same is true if you wear it sideways.
  3. That works only for little kids. And you are not a child if you can read this.
  4. Don’t forget that less is better. You can get a lot more use out of a plain black cap or a clean white baseball cap than you can out of a trendy cap covered in graffiti, which will only get you so far and lose its coolness after one season.
  5. Know your subject. If you sweat a lot or are going to be out in the sun, choose a baseball cap made of a material that lets air in, like cotton. On the other hand, if you want to wear a cap when it’s cold, choose wool or suede because they are warmer. Oh, and if you want to wear a leather jacket with a baseball cap, don’t also wear a leather cap. That’s just overkill.
  6. Don’t make a mess. This is obvious, but it’s still important to say. Dirty hats are never adorable. Here are some tips for cleaning a baseball cap.


Rules To Follow

I’m here to put people back on the right track when it comes to baseball caps. Don’t follow what celebrities and other people who set trends do.


Take that sticker off your bill.

Unless you want to pay tribute to Minnie Pearl, you should take the sticker off your cap before putting it on. I already know what some people will say. “Branding, Style, and Culture. You wouldn’t get it.”

Sorry—I do.

You can put the sticker on your bulletin board, your three-ring binder with your class notes, or the front of your shirt. But you shouldn’t put it on your hat.

If Major League Baseball wanted that information there, they would embroider it.


Wear clothes that fit well. It’s not hard at all.

I know it’s popular to wear hats that are several sizes too big these days, but that’s not a good way to live. The thing is, companies have given us the chance to get hats that are made for our own heads. Think about that.

Either tighten up that snapback or buy a hat that fits your head better. So what if 7 1/8 seems strange? That’s how big your head is.

I’m not going to even try to fit into your too-big pants.


A baseball cap is nice because it can keep the sun out of our eyes. But this is at its best when the bill is facing forward. What does your angle say?

That you are not in the middle? That you like geometry?

I really don’t care if well-known people are doing this. Face your hat in the direction you want to go. Now, if the sun is up at one o’clock and you want to get the most out of your bill while going for a long walk, you can do that. Otherwise, noon.

Flat Bill

You are now a part of a subset of people in society. You are a “flat-biller.” How did you get to be a part of this group? I could land a remote-controlled helicopter on your flat bill if I had one.

Do not be afraid. Live a little. Bend that bill just a little bit.

Look at the people who really play the game. In order to play baseball, you have to shape your glove. The same goes for the hat.

Also, bending the bill might help get that sticker loose.

Like the Group

I saw a guy the other day who was

a Baltimore Orioles hat. I told him, “Hey, I cheered for your Orioles the other night when they played the Yankees.” Nothing. No response. Expression of nothing.

I said, “Are you an Orioles fan? “Where’s your hat?” This turned on the light, but only a little bit. “Oh, no, I just like the hat,” he said.

This is not good enough.

Wear a hat to show that you support them. You owe that much to fans who have stuck up for their teams for decades and felt heartbreak and sadness when their teams lost. It’s one thing to follow the crowd, but it’s quite another to choose a hat just because it looks good.

Join a club about birds if you like them. If not, you should start to watch some baseball.


Most people don’t care much about how they wear their fitted hat. They care more about supporting their team or city and loving the design of their fitted, so they wear them the way they were meant to be worn, with the bill of the hat and main logo facing forward and the hat firmly on top of their head. This is how almost everybody wears their baseball caps.

Fitted Front Tilt

The front tilted fitted is when the bill of your fitted hat is facing forward but the left or right side is tilted up. This style is perfected by the rapper T.I. This style goes well with the Sidways Tilted Fitted, which is shown below. Even though it’s facing forward and tilted, it’s still considered to be on sideways.


  1. For the love of God, take the sticker off the brim. You’re not 50 Cent.
  2. Make sure it fits your head snugly. There’s nothing worse than having to run down the street after your cap as it blows away from you.
  3. In the same way, make sure it isn’t stopping your blood flow. Even a big red line across your forehead probably won’t improve your look.
  4. Rarely and carefully wear it backwards. Don’t wear it on the side.
  5. Whenever you can, choose simplicity over showiness. A simple cap looks more stylish and will go with more of your clothes.
  6. If you’re going to wear a hat all day, make sure it won’t leave you with hat hair.
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