Answers revealed in the comments.
GAME 1
What name is shared by the second single from Tenacious D’s self-titled debut album and the baseball bat created by Roy Hobbs in the novel The Natural?
GAME 2
Roger Federer, Rafael Nadal, and Pete Sampras have the most major men’s singles titles at the four Grand Slam Tournaments since the Open Era began in 1968. Name three of the next five men with the most major titles, each with at least eight.
hebspeaks 
Game one answer: Wonderboy
GAME 2 answers:
Novak Djokovic
Bjorn Borg
Jimmy Connors
Andre Agassi
Ivan Lendl