Anyone remember the anti-scammer phone bot that pretended to be a senile old man ('Lemmy' or something)? It waited for the scammer to stop talking, and then said some statement (either a question or some really long rambling story), simultaneously hilarious and expertly crafted to keep the conversation going, often for hours, until it would start repeating itself and the scammer would blow up.
It was a bit smarter than this (otherwise beautiful) scam, because the conversation flowed very naturally (exploiting the fact that scammers love to talk, given the opportunity). Idea for your next version!
There used to be a bunch of examples on youtube, but I couldn't find them just now.