Highest iTunes Playcounts from the '90s

1990: Starlight - John Cale and Lou Reed
1991: Only Shallow - My Bloody Valentine
1992: Waiting for the Miracle - Leonard Cohen
1993: Lodi Dodi - Snoop Doggy Dogg
1994: Kicker of Elves - Guided by Voices
1995: The Biggest Lie - Elliot Smith
1996: I've Been Everywhere - Johnny Cash
1997: Executive Decision - The Firm
1998: In the Aeroplane Over the Sea - Neutral Milk Hotel
1999: Race for the Prize - The Flaming Lips