Prince Quack Quack is heading towards a castle on his horse, where a princess is imprisoned, and he manages to fight off the guards, only to reach an extremely confusing point: two signs, both pointing to opposite directions and saying the princess is there. Princess Kaeloo waves at Quack Quack, when "Princess" Stumpy tells him to ignore her. Kaeloo is annoyed, since she was supposed to be playing the princess, and the two of them start arguing over who Quack Quack should pick. Quack Quack, confused, winds up picking a nearby sheep. Kaeloo wonder how she will have a "happily ever after", and decides that there's one princess too many in the kingdom, and she and Stumpy glare at one another.
Later, "Princess" Stumpy decides to ask a sorcerer, Chalazar (who is actually Mr. Cat) for help. He narrates his problem to Chalazar, who falls asleep out of boredom. He eventually wakes up, and Stumpy gives him a flashback: Princess Kaeloo challenged him to a duel, where the winner wins the heart of Prince Quack Quack. Chalazar guesses that Stumpy lost, as usual, but to his utter shock, Stumpy says he won. The flashback continues, showing Princess Kaeloo tripping and failing. "Princess" Stumpy makes fun of her. Princess Kaeloo asks for a rematch the next day at dawn.
Chalazar is shocked, and then notes that if Kaeloo didn't transform and beat him up, there must be some sort of foul play going on. He uses a crystal ball to see where she is, and finds her on a date with Quack Quack. Infuriated, "Princess" Stumpy crashes the date and says he wants his rematch immediately.
The two princesses get ready for the rematch, and Chalazar tells "Princess" Stumpy what to do to Kaeloo. "Princess" Stumpy hesitates, wondering what Kaeloo will do to him if she gets angry, but Chalazar pushes his horse into the fight. Each round of the battle, Princess Kaeloo keeps falling down. Chalazar realizes that Kaeloo must be cheating. He goes up to her and asks her about it, but she claims to be very angry at Stumpy. She decides to hurt him... with a feather. Princess Stumpy decides to go ahead without using his hands.
Kaeloo rushes ahead with the feather, but Chalazar keeps using his magic powers to replace it with dangerous weapons. Eventually, when he gives her a baseball bat, she gets angry and transforms, and is about to hit him with the bat, but he uses his powers to disappear and "Princess" Stumpy gets hit, making Kaeloo the winner.
Later, a disappointed Kaeloo apologizes to Stumpy, and explains that she was trying to lose on purpose so Stumpy would know what it was like to be a winner. Mr. Cat starts laughing at the mere suggestion of Stumpy winning something, and Kaeloo angrily transforms and chases after him. Prince Quack Quack hands Stumpy a tiara, and the latter is happy, thinking he is a "champion".
- Quack Quack
- Mr. Cat
- In this episode, everybody acts as though Stumpy has never won anything before, but in a few other episodes, he has won games.
- Mr. Cat's sorcerer name, Chalazar, is a possible reference to Salazar Slytherin.
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