Gamblers do all kinds of wacky bets like this. If you are into these kinds of stories, get "The Man With the $100,000 Breasts: And Other Gambling Stories" by Michael Konick

https://www.amazon.com/Man-100-000-Breasts-Gambling/dp/07679...

Here's a short article about Brian Zembic and his $100,000 breasts as mentioned in the title:

https://www.maxim.com/entertainment/man-100000-breasts-and-o...

Brian also performed a bet where he tried to stay locked in a bathroom for 30 days to win $14,000.