When you eat spicy wings and forget to wash your hands only to later finger your girlfriend, and the dried hot sauce burns your girl's muff so severely that she accuses you of cheating and giving her an STD. From "The League."
My girl's still pissed off because of last week's "muffalo wing" incident...
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Originally meant "laughing out loud," but according to linguist and 'TED Talks' guest, John McWhorter, "lol" eventually came to be used as a pragmatic particle or verbal space filler, if you will, before finally evolving to it's current state of popular use as a marker of empathy, accommodation, or understanding, quite often of something that isn't a great thing.
Nowadays when people say "lol," you can obviously see that it no longer means "laughing out loud," and that it more likely means something like "Well shit! The struggle is real but the thing you're talking about probably won't turn out 'too' bad compared to, oh I dunno, literal Satan, for example."
Obbapobble Sobbucksdobbicks: "Dude, I just dropped my phone in the daaaayme toilet again, and right on top of a tuuurd this time!"
Trobbumps Obbafobbag: "lol damn, dude! That suurrrks! I've done that so many times!"