On a huge map I found Monty on an isolated landmass, totally backward.
Turns out she's Lemon Merchant
I dunno if this qualifies, but my WTH moment happened in real life. I was at my local gym when this good looking brunette jumps on the treamill beside me. hadn't seen her before so I thought i'd chat with her a little, maybe get to know her. We talked for a while and it turns out we both like civ. Turns out we both know about this forum and we both hang out here. turns out we've both never played an MP game. I complain that my favorite mod -BAT- doesn't wok in MP. She says she's trying to fix that.
Turns out she's Lemon Merchant
Not begging, but threatening a civ about to invade me to give me 1 gold, and them accepting. I knew it worked at pleased, but cautious? I'm threatening to (maybe) go to war with you (could be bluff) unless you give me money, and you were 1 turn from declaring war on me. So... you pay me off? It makes no sense at all.