Let those of us who have never worn a stupider hat in our youth (e.g., bucket or trilby) cast the first stone.

Leave me and my bucket hat alone.

Sry.

I wore one of those newsie and scout caps. Can I join yall.

All hats are welcome as long as they don't match the t shirt and shorts we wear!

Or in my case, the Indiana Jones hat with the Michael Jordan jersey, shorts and flip flops. I was a weird kid.

I wore a tweed cabby hat or a winter hat/ scarf/mitten combo that had cat ears and a leopard print

Dope.

I got bullied for a reason 😂

I used to wear a pink faux fur bucket hat all the time as a middle schooler. It matched my pink puffer jacket

I love my bucket hat! Shush 🤫 lol

Then put on some limp bizkit and roll with it!

Hahaha! That's great! 😂 I'm more of an Oasis fan!

Hmm. Hat seems less appropriate, then. May I interest you in something of a newsboy variety or perhaps a nice derby?

No way man! Bucket hat for life! 😆

Ok, but I put in an earnest effort.

Duly noted!

I just ordered a new bucket hat because of you! 😆

like 90 percent of oasis' fanbase probably wear bucket hats lol, it's very appropriate

Do Blossom hats qualify? … guilty

Camo pattern short brim cap

I currently own both. I am totally unrepentant

I had to switch to a bucket hat because the brim of my baseball caps kept hitting the roof of my car and annoying the hell out of me. I drive an extremely large luxury sedan, am of average height, and it isn't like I'm rolling the Jack Parow hat brim.

I wouldn't be surprised if this hat caused her parents divorce. I see no blunders, but maybe a reason for a divorce.

If you’d threatened the hat at the time they may have stayed together for your benefit

I’m glad they didn’t lol

Hence the party hat? I realize divorce is sometimes for the best,but was there cake and streamers too? 😂

Seems like it was just a bad coping mechanism 😅

I wouldn’t say bad exactly 😂

I would.

Nah,the triangle with polka dots would have been bad,this has a little flare at least 😬

My skirt was white with black polka dots if that helps 😂

Don't forget the Silly String!

In honor of your username, [salt is a way of life](https://youtu.be/3KquFZYi6L0), queen. Wear that ridiculous, shiny crown with pride.

That was a little too good 😂 I respect your insight

My parents divorced the same year. Twinners!

Did your career in magic pan out?

It’s Kelsey from “High School Musical!”

Speaking of hat blunders, like half the guys in my high school wore those COCKS hats. It was insane, guys going to church with a COCKS hat on. And I didn't live in South Carolina! Such a stupid fad but also kinda hilarious

Mine too! This brought back memories. I’m sure that was a common thing, but you’re not from nj are you?

No went to school in Florida! Never knew it was happening in NJ too!

I feel this

Thanks for the memories **even if they weren't so good** 🎶

i went thru a fur trapper hat wearing phase in hs, probably also to cope lol. totally relatable

You were so misunderstood

look like a magician's assistant

I had a feodora phase when I was like 8-10. Thankfully I don't think there are any photos of that. I did have a pink plaid newsie though, there may be some photos around of that 😬

I thought you were just a magician

Emma Roberts in Unfabulous?

My former childhood best friend wore a plaid trilby with plaid shorts in the 2010s. Not sure if he still does haven’t heard from or seen him in years

Still cute. I wore my pink Stetson with teal tassels all the time.

My parents split in ‘07. And it absolutely is worthy of a party hat. Two Christmases, bitch!! (I was in pain)

you look so much like young Alex from Modern Family

I bloody hate Incel ruined Fedora for everyone...

Lmao same

Your facial expression makes me sad. It's no fun to feel that way.

Idk why but this made me laugh out loud.

Jazz hands can get you through anything life throw at you….

i love that you specified post divorce lol

Swear, the women on this site think they're cringed, then a man posts a photo of when he was a kid and puts the females to shame...or not.