This was amazingly fun and the mechanics were sound too. I used this (with my own spin on it) in the last dungeon I ran and my PCs literally stopped and applauded, saying how much fun they were having.
They were traversing the ruins of a dwarven mining settlement that was long since dead and long since cursed. In a dilapidated tavern they found one bottle of old pristine bourbon. When they picked up the bottle the ghost of Bearhart, the dwarven bartender and brewer of this drink, appeared and challenge them to a drinking game. If they won they got his axe and if he won he promised they would never forget him. The Barbarian stepped up to the challenge but since Bearhart was incorporeal he had to possess the body of The Bard to take part in the competition. After the first round Bearhart was intoxicated then they were neck-and-neck until round 4 when the Barbarian rolled of 1. The Barbarian fell back off of his stool and landed flat on his back and their heart, in the body of The Bard, straddled him and roll him over then, still promising that they would always remember him, he gave the Barbarian a tramp-stamp that read BEARHART.
Since the Bard was a good sport Bearheart gave him the axe and now he possesses the axe and pops up from time to time as an NPC for the party. My party was rolling throughout this encounter. I've never seen them so joyously lose before. So, thank you for your hard work in putting this together. It was great fun.
It's always wonderful to create stories together. If you like the story and want to see more #talesfromthetable then join me on Twitter @RollaNat20
[5 of 5 Stars!]