My hats are based on the activity. When ice fishing, I wear a trapper’s hat. When skiing, a toboggan or a Peruvian hat. When hiking, a leather widebrim Minnetonka Fold up that my wife hates, but it’s too practical not to wear. I also have a similar style hat with mesh that I wear when the weather is scorching. I have a Pittsburgh Pirates pillbox cap that I wear casually, as well as a minor league team hat from my town that probably gets the most use these days. I have a couple of wool fedoras that I wear for dress on the rare occasion that I have to dress up.
When I’m not wearing a bike helmet, I’m usually wearing a khaki wide-brimmed cloth cap of the type sometimes called a “bucket hat” (something sort of like this).
I used to have a bunch of buttons and pins on it, but when the previous hat wore out a couple of years ago, I never got around to transferring them over to the new hat.
The only thing I got blessed with in the looks department is the ultimate “hat face.” When I put on a hat, both me and the hat look really good.
I always wear a hat, and have over a hundred of them. Today it’s a white spring hat, to match my new white sweater. During Purim I wore a black top hat with multi-colored swirls that lit up. Several people told me “That looks so good on you.”
Mostly a couple actual Amish hats; one black and one straw seen here.
https://www.nouilles.info/illustrations/sdmb_portraits/68402.jpg
Usually I wear a helmet on the bike but not for special occasions
The darn things wear like steel and are very very comfortable. That straw is well over 20 years and has been hard-used but its still solid as can be.
At work these days I wear baseball caps from various things; Trout Unlimited, St. Olaf College, some businesses. I get a few months out of one and it starts falling apart but it keeps the sweat out of my eyes and works in the close quarters I have to work in sometimes.
I buy baseball style Flexfit hats from the Big Hat Store. They fit perfectly and don’t have the adjustment strap at the back.
I don’t wear hats much anymore, but when I moved to the East Coast I bought myself aBrooklyn Dodgers baseball cap as a way to stay connected to the Dodgers and to acknowledge my new east coast self. It’s still my go to on days when I need a ball cap.
I have a lot of hats but most rarely get worn anymore.
Winter walking / hiking / cycling – merino wool beanie, with a merino balaclava if it’s cold.
Lawn mowing – a horrible ratty old cadet cap that serves to cover my ear protection.
Most warm weather days will see me wearing a Tilley LTM6 for full sun protection.
I never wear baseball caps or cycling helmets.
After a career in the military, I almost never wear hats. Hated them even then, although I look pretty good in them. I have a large head, so even hats tagged as ‘large’ usually won’t fit. Even adjustable ball caps usually end up on the last notch. Plus, I really dislike them. I do have an oilskin hat for the PNW rains, as I have an equal dislike for jacket hoods. I used to have a straw hat for the sun, but wore it out. Prolly should get another.
I also shave my head, so I wear hats pretty often. Usually a Cardinals cap in the summer. In cold weather, I’ll wear a black corduroy flat cap if I’m not dressed up. If I am, and I’m wearing my long black topcoat, I’ll wear my gray wool trilby.
I wear a ball cap from from my local running shoe shop.
In the winter when my ears need to be warm i wear a tossle cap (a beanie with the poof ball on top) from that same running shop.
I almost always wear a hat to protect my bald pate either from the cold or the sun. For the cold I use a woolen tuque and for the sun, any of a variety of soft cotton brimmed hats.
I have a bunch of ball caps and used to wear them all the time. Even though I have a bunch, I would usually wear one until it practically fell apart, then I would find a new favorite and do it all over again. About 10 years ago, I was gifted a “bucket” or “boonie” hat. That hat became my favorite as well as my favorite style and now rarely wear a ball cap. I really like that the brim all the way around shades my ears on a sunny day and I don’t get sunburn on my ears anymore.
I wear a Tilley when it’s warm and a knit hat when it’s cold. Almost never go outside any length of time bare headed.
Non-descript earthtone ballcaps, no logos.
I have a lot of hats.
In the winter, a knit cap - usually the red one my son gave me. Otherwise either my black trilby, my gray fedora, if it’s sunny a leather Australian slouch hat a friend gave me, or my straw trilby or the beige one if I am wearing a light suit. I have been firmly instructed that I can’t wear my white fedora (I refer to it as my “Smooth Criminal” hat) until after Memorial Day.
Regards,
Shodan
I have a bunch of hats.
A couple of Kangol hats
An Ascot cap
A couple of flat-top knit hats
A fedora (wide brimmed)
A pith helmet
An outback hat
Dozens of baseball caps
I pick a different one every day
In the wintertime I always wear a fedora.
At that particular moment it was 7F (-14C), so the fedora was much needed.
My daily-worn headgear is the Outdoor Products Swift Cap. Light weight and has mesh on the sides. I have 4 different colors.
When I’m out out hiking I wear a wide-brimmed hat, either a REI Sahara Outback or a Dorfman Pacific “Soaker” hat with mesh sides.
Wow, I’d love to see your “hat face” gallery!
You and Spike! Brooklyn!
I never wore hats until my hair thinned out a bit, and I started getting sunburns on my scalp. (Ow.)
Now I wear a wide brimmed cheap assed straw hat in summer, and a fur ear-flap thing to keep my ears warm in the winter. Mostly, I still don’t wear one.
I wear cheap ones because I lose them fairly often. I have trouble finding 7 3/8 hats.
Tris
If I didn’t tip my hat, it’s probably because I didn’t realize I was wearing one.