
Hats were an historically important part of a man's image, until the early 1960's. Many credit the death of the hat in popular culture to JFK, but no one knows for sure.
The most important part of wearing a hat is the comfort level of doing so. Obviously, most men don't wear hats now as in generations past. The sole
contemporary exception is the Western states where some boys grow up wearing cowboy hats. Go to a regional rodeo and you'll see boys and men of all ages who know how to wear a hat. A hat should be part of the individual and he must be comfortable with it sitting atop his head. Example: Harrison Ford knows how to wear a hat, Justin
Timberlake doesn't. Ironically, Ford wears it as part of a character and still looks more natural.
Choosing a hat wisely is to be aware of the shape of your face. There are plenty of good hats to be found from hat stores online, but the best scenario is to have a hat custom made. The width of the brim, the height of the crown and the style of hat for the individual are very important.
I have many hats, but a grey
fedora with a high crown that was custom-made as a wedding gift from my wife is my favorite, still. Thinning hair means that I either wear a hat for warmth or sun protection, but they are very important to me. When worn well, hats can also display an incredible amount of style and individuality. Just for the record, you may wear it in the bar, but remove it at the table.
Two of my favorite hat makers are
Barron's in Burbank, California and
Greeley Hat Works in Colorado, both making top notch hats. If you venture in to either of these stores, the sales clerks know all about hats and are able to help a novice pick out just the right one.
Once you acquire a level of comfort with wearing a hat, it will feel like a favorite old jacket, but look even better.