Round 1: Madonna vs. Whitney Houston

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Madonna Whitney Houston
On the list because: Music acts come and go. Hey, who hasn't heard the term one-hit wonder? But every few years there are a couple performers who define their era. Madonna is definitely the spokesperson of her generation. From "Like a Virgin" to "Vogue," Madonna always pushed the limits of what America was ready for. Now a mother of two? That could be her most surprising move yet.
On the list because: In the '80s, no one sold records like Whitney Houston. Her appeal stretched beyond just R&B fans and captured people of all ages. How hot was Whitney? Put it this way, without her pipes "The Bodyguard" would have been just another Kevin Costner flop. Instead, it made over $100 million and the soundtrack is one of the top-selling albums of all time.