"Say kid," Jiraiya spoke in a friendly tone. "Why don't we split up for a short time? I'll do some checking at the local gambling dens and you can enjoy yourself at the festival."
"O.k.," Naruto agreed.
"You got any money on you?"
"I sure do!" He pulled out a fat gamachan and held it out.
"Oh ho!" Jiraiya grinned. "You're a little millionaire aren't you? Listen kid there are three prohibitions to being shinobi. Three vices that can destroy a ninja, these being women, drink, and cold hard cash."
"Well they don't really affect me. I'm too young to drink, Hinata is the only girl I'm interested in, and since I've spent my whole life saving up this money I'm not really eager to spend it."
"Don't mock the importance of being frugal. The power of money is a fearsome thing and has ruined many a ninja. Even Tsunade is on the verge of self destruction because of her inability to control herself. So let me help you out by taking charge of your money." But as he reached out to take Naruto's purse the young ninja made it disappear.
"No way! The old man warned me not to give you any money. He said if I did you'd make it disappear. He also told me that you're a millionaire thanks to your porn."
Jiraiya looked offended. "It's adult themed literature kid! My novels are works of art."
Naruto rolled his eyes. "Yeah right! They're just dirty books. Any way the old man said that since you're my sensei you should pay for everything during this trip." Naruto held out his hand. "So why don't you give me some money to spend while I'm at the festival?"
Jiraiya shook his head. It was true that he was rich, but he had not always been so. He'd come from poverty and a lifetime of habit made giving his money to someone (unless that someone was a beautiful woman) go completely against the grain. "Kid if I did that it would be irresponsible of me. What sort of sensei would I be if I encouraged you to develop the destructive habit of wasting money?"
Naruto shrugged. "Fine then, I'll just let the Hokage know you tried to take my purse and then sent me off alone without giving me any funds."
Jiraiya frowned down at him. "That's blackmail kid."
"The old man said it was reminding you of your responsibilities as a sensei."
Well thanks a lot old man. "I can see you're already learning how to be a Hokage."