Baseball cap! Been getting more into them lately after never really wearing hats. I started because a friend said they’re useful for hiking, but after getting compliments I started just wearing them in general as well.
This old thing - a Barmah Squashy hate, made from Kangaroo leather. I clearly don't regularly treat it with leather conditioner like they tell you to.
This hat is my constant companion whenever I go camping. We're literally tomorrow leaving for a three week trip through the Outback, so it's about to get a lot of use.
I wear a Tilley Airflo pretty much any time I am outside.
I need a wide broom to protect my eyes from the sun (early cataracts). I need a hat that is useful for outdoor fun but also looks good around town. I do not want to worry about rain or have a lot of upkeep.
I wash my Tilley in the machine. I get compliments everywhere I go. It works great on the trail, and looks great paired with a sport coat for a country-boy-on-the-town sort of look. I can't recommend that hat enough.
Today, I wore my Findlay Hats "Cozy," which is a gray natural fiber unstructured strapback. It was a limited release (48 pieces) that dropped in February of '22. To this day one of my favorite hats I've ever bought. Before that, it was my Chunky Chameleon, which was Hat of the Month from May of this year.
Usually a ball cap of some variety, I have a couple.
It was probably my favorite, a custom one a friend got me that has "Mrs Lovett's meat pies" on it. Custom because my giant dome made the ones that were available from the show itself look ridiculous lol.
There's also a pride hat, a pirate hat with "surrender the booty" stitched in small print above the back band, a random ebay find with Bacchus on it, and one that's just plain black.
I've got a boonie hat that I use when it's raining, and a couple of dressier ones that look nice when I have to/should wear a suit.
After my hairline started receding and I got my first sunburn, me and hats became friends lol.