Syesha "I Believe" by Mantasia
BigHead Cook "Innocent" by Our Lady Peace
Shitson "The Show Must Go On" by Queen
Brooke "You've Got a Friend" by James Taylor
Aussie Douche "Dream On" by Aerosmith
Castro "Over The Rainbow" by Judy Garland
KKKristy Lee "Anyway" by Martina McBride
Gaspuleta "Angels" by Robbie Williams
From what I read Castro is to do it like this: the 'Iz' Israel Kamakawiwo Ole version. If so, he's staying within his standard comfort zone. This video also has an incredibly touching ending with Iz's ashes being turned out into the ocean after his death.
It was also in one of my favorite movies of all time, "Meet Joe Black"