Why? The usual comments I hear about why someone doesn't wear a hat are: I don't look good in hats. I don't want hat hair. I can't find a hat that fits. I don't have the attitude to wear a hat. Do these sound more like excuses?
If you didn't feel comfortable wearing a swimsuit, would you really deny yourself a trip to the beach? Would you really deny yourself the chance to go to Hawaii because you couldn't find a swimsuit that really fits you well?
We all know the answer. You will make the effort to find options, and you will certainly try on as many swimsuits as possible till you find the perfect one. The moment you dive into the water, what happens to your hair? I would imagine the results are worse than hat hair. By the way, what kind of attitude is required for one to go to the beach? Is an attitude required at all?
So why put these limitations on yourself when you have the chance to make yourself up one way one day, and display another you another day? That's what wearing hats can do for you. It's makes you a personality that's memorable as you hold your head high with pride of wearing an artistic creation made just for you. Another day you're going to a baseball game, and you don a casual cap to show your team spirit.
You see now how this works? I guarantee you will receive compliments. I know you will stand out in a crowd, and you will never be out of options. There are as many types of hats as there are personalities. And just as many occasions to ... Wear a hat.