Dormmates and I, sitting around a Gamecube for about a year, 3-stock FFA. Real men pick random characters, y'know. Only by playing as Pichu against three Marths can you reach Nirvana.
You still lose, of course, because MARF. But playing in an environment where a Captain Falcon who leaps off of Final Destination to knee a falling Luigi, and dies in the process, is considered the real winner is the best thing on earth. Brawl just never managed to approach those peaks.
Still played no items though, because after a while it became clear that anyone who picked up a fan or a sword was going to win.
I get what Sakurai is after. He wants to create a party game, where crazy shit happens and everyone laughs. That's why Brawl's stages are so much more ornery than Melee's; so random deaths can occur. And it does happen, Falco trips and eats a GANON HELL SLAUGHTER FIST, and there's laughter, but there's also RAAAGE, and one guy raging can really bring things down for the whole room. I don't have an alternative to propose, except to suggest that some people have cool friends and others have friends who try hard, and that no amount of game design is going to fix them.