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!