A cautionary platitude expressing the frustrations and/or ambivalence towards a situation; an exclamation of humanity's futility in the face of insurmountable insanity, stupidity, or all-around wretchedness.
- Do you ever have one of those days when you can't begin to justify having gotten out of bed?
- I'd wear a hat on a day like that!
- Kevin's coming back from vacation on Monday, and he will be pissed!
- Wow, I'd wear a hat on a day like that!
- Hey Jerry, how's it going?
- Ugh, I had an 8:30 meeting with Bill yesterday.
- Ooof, I'd wear a hat on a day like that!
On May 8th you could wear a squid hat to maybeget some laughs or maybe get some strange looks but it's all just for fun.
Dude 1: *Wearing a squid hat*
Dude 2: Why are you wearing a squid hat?
Dude 1: Because of its National Wear A Squid Hat Day
Dude 2: Oh cool *puts a squid hat on* now we are both wearing squid hats