Haha, I'm glad I'm not like that....

remembers the blue hat I wear every day

Ah, crap.

Imma hillychopter

I waited until 40 and went with the rave/dance festival bucket hat

Texas: Y'all ain't gotta wait 'till yer 30! You can put on a Stetson soon as yer old enough for mutton bustin' and wear that sucker for the rest of yer got-danged life!

My hat has a little version of itself for a logo

Mine is a Boonie hat in digicam that I made myself from scratch

As long as it’s not the maga hat we good fam.

I try to pull off a hat and end up like this:

I chose 2 actually
Faded old Yankee dad hat
Yankee snapback with oversized logo
And turning the visor to the back is old hat

Damn.

I was about to make a joke about a dumb novelty hat I wore my senior year of college... then realized I wore it so much that if I did so, there'd be a non-zero chance I might accidentally dox myself lol

I'm sure they were mass produced, but Murphy's Law is a cruel mistress haha

My face doesn't accessorise well at all. Never found glasses or hats that suit me

The wind easily blew my hat off the other day…that’s when I realized I bought it more than 15 years ago and it’s probably time to update old faithful.

My hat that says 'SLUDGE' in a metal band font is just part of my personality! The other half is a Mountain Dew shirt.

Not a hat per se but I do now have like 2 dozen different bandanas...

My hat:

I'm 39, I don't wear hats.

I started shaving my head at 23. Hats make my head sweaty and they're uncomfortable. Also the confidence to not wear a hat makes you stand out for a certain kind of woman.

Lucky me, I look terrible in every hat so now my entire personality is "doesn't wear hats."

My hat's a tactical cap with hook-and-loop mounting points, where I change out various morale patches based on what I'm feeling that day. (A lot of times it's the X-COM "vigilo confido" patch haha.)

So does the hat choose my personality? Or does my personality choose the hat? Who's to say. It's flexible and open to change at least. :D

Nearly 50 and don't have a single hat that dominates. I have around 15 that I wear at various times. But most often don't wear one at all. I went through my hat phase in elementary and jr high.

Turned 33 and bought a cap with a hockey logo to work outside with. Family then bought me a wool flatcap. I'm so torn.

I had a period in my early 20s when I wore one if these:

I had no thought behind it, just liked it, but many thought it was to look older. Haven't really worn a hat since then, only a beanie during winter but not at all in a "define my personality" way. Guess I gotta go and find something, definitely some hippie thing!

I have a collection of toques for winter and keep another collection of ballcaps from various places, mostly museums and zoos. The one I got for visiting the Smithsonian was a Washington D.C. one, though, and it doesn't cover my head well.

I am a man of too many hats

Instructions unclear, I am attached to a raggedy black hoodie.

Mine are Poten hats. I like that they're "artisinally" made and the leather sweat band feels unique. Been wearing a synthetic suede hat from them and I like that it looks like suede but is more durable because it's a nylon hat brushed to look/feel like suede...

Flat cap with fold-down ear warmers. It's like a sophisticated baseball cap, and you won't freeze your ears off when it hits -10.

i dont like hats i only have 2 that i dont wear

The backwards hat maneuver fell out of style a while ago. You now see it mostly on people in their 40s rather than anyone younger

I'm in this picture, and I'm not happy about it.

Remember when silly hats the key factor in determining who should go to war with who?

Either Jake the dog or things alien/cryptid conspiracists say (I KNOW WHAT I SAW)

I've never seen anyone do this.

Not one...

I'm going bald and still wont wear a hat unless I'm out in the sun. Been thinking of getting a fedora just to laugh at its current status among the simple minded.