When I was a truck driver, I wore a baseball cap everyday. Now that I'm getting fat sitting in an office, I no longer wear one. I do wear a boonie when I go shooting and sometimes a baseball cap when I'm working around the yard.
For work I wear a khaki Aussie hat with khaki vest, safari shirt and bdu pants, hiking boots. I look a lot like some safari dude. I’m out in the Everglades and the bush most of the time, and the sun will burn you very quickly. So, I wear the hat for sun protection, and to keep the sun out of the eyes. It can rain here anytime also, and the wide brim is enough to let me run to the car or communications shelter to get my rain gear without getting soaked. A hat is an essential survival item. You may think it is hotter to wear one than not, but the direct sun will cook your head without it. Make sure there is a little space left in between hat and top of head. Back when I was sailing, all lifeboat drills required a wool hat to be worn even in the summer, so as to prevent hypothermia after abandoning ship.
I wear a various head coverings. Mostly a billiebandana (a bandana with a visor). I usually wear that when I'm carving, working around the house or going to the big city. It matches my tie dye T-shirt, bib overalls and plaid over shirt.
Hot weather fishing or tracking/hiking I wear my camo bandana. Water proof Rivers West boonie (Mossy Oak) when the rain starts, till it ends......late Sept-May.
Can also be used as a distraction device, collecting water, bandages, or any other strange needs. It is one of my most basic survival tools for cold weather or heat. It also keeps the sweat out of my eyes.
Besides it makes my receeding hair line look like a full head of hair with the pony tail sticking out the back!!!!! I promised myself long hair and a beard after I retired out of the service.:rain
Dont wear headgear all that often. But when I do it varies depending on the activity.
For casual wear its either a skull cap or a USMC style field cap. I have both in various colors and patterns.
For cold weather I usually wear a wool watch cap.
For dress occassioons I am a little old school, I usually wear a black fedora style hat with a white band.
I wear a cap all the time but take breaks. I'll wear a cap every other day during the colder months, during the warmer seasons I buzz my head. I heard that wearing a baseball cap constantly can affect hair loss and me being 22 years old, I don't feel like losing it for a little while.