Well, probably the most famous story about buying two pizzas for bitcoins, in 2010 a man with a forum nickname laszlo offered 10,000 bitcoins to someone who ordered him two pizzas.
The next day, user jercos responded and ordered him two pizzas, for which he received the promised 10 thousand BTC at his wallet. In any case, I would not call this a completely stupid purchase, since at that time 10,000 bitcoins cost about 41 dollars, it would be unlikely that Laszlo kept them long enough to become rich, but would most likely dump them on the first pump, as most people usually do, and so
he got into the history  for only $ 40.