'He owes me thousands': Man in debt to best friend finally wins a bet, ruins friendship by relentlessly nagging for the payout

When you make a quick bet with your friends, do you stick to the payout? Say you bet your friend to do something silly in public, or maybe you bet on the outcome of a sporting game. If the other person loses, do you hold them accountable for paying you? It can go either way, but you have to be on the same page as the other person. One time, my friends bet someone in the group to go up and talk to their crush, and if they didn't, they would be removed from the group chat promptly for one week. Let's just say we didn't hear from her for a week. 

But if you're a friend who constantly loses bets and never coughs up the money, yet expects other people to when you win, then you're likely going to lose your friends pretty quickly, just like this guy did. This entitled man was constantly losing trivia bets with his friends. One friend claimed that "he thinks he's really smart, but he's not." See what happened next.