2nd place goes to KHLegacy! Most of the Brawl characters made their debut before 1999, so I decided that it counted. Plus, major props for including Rufus! (from Kim Possible, currently traveling with Krissa in Destiny and Dawn)
"NO we're not playing Poker again," Terra said, "And before you ask, it's because you cheat." (thinks for a minute) "Actually you cheat at everything in life."
"What are you implying?" The Old Coot asked.
"Hello cheating death by TAKING OVER MY BODY like some super powered creeper in a fiction story!"
Krissa suddently comes out of nowhere. "Hi guys!"
"Hi," the little pink naked mole rat, known as Rufus, stated. Terra and Xehanort turn to see Krissa and Rufus
"NO not you again girl!" MX stated.
Krissa gives a dead pan glare. "And why not?! This is all I have right now be back in a minute!"
"you punched me then demolished me as some random green Dragon Dinosaur!"
"It's Yoshi get it right," Terra muttered.
"So what you want a rematch?!" Krissa asked excitedly.
"Sure why not?" Terra answered.
Rufus nods in agreement and Picks Ike
"I shall demolish you all as Jigglypuff!" MX exclaimed.
"And yet you had zero wins..." Terra muttered
"Silence!"
They fight the game on five live death match. Xehanort is quickly defeated somehow five times in a row at once.
"I didn't do that," Krissa said.
"Neither did I," Terra responded. (They look at Rufus who blows a smoking Wii remote)
"Cursed Rat!" Master Xehanort exclaimed. (Throws the Wii remote but Rufus dodges and the Wii remote hits him in the head knocking him back) AHHHHHHH CURSSSESSSS (Bounces down stairs then is knocked out)