Mine was "feckless boozer" from Village. There was a tavern you could go to and there was a reference to a feckless boozer in the Rulebook. The thing for me was, I didn't know what feckless meant (not surprisingly). To the best of my limited recollection, I'd never ever heard or read the word before. Now I know what it means, and what a great word it is! 🙂 Then just a couple of months after I learn what it means, I hear a newscaster talking about a politician, and they use the word feckless. My eyes widened a bit and I laughed as I was saying "feckless...".
P.S. Best sentence was maybe, "The player with the biggest ears goes first", or something silly on that line. I'll have to think more about the 'best sentence'.