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September 29: The Boss and Fiddy vs. Kanye

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On this day in 1989, while driving his motorcycle from Los Angeles, this music legend stopped off at Matt's Saloon in Prescott, Arizona and just decided to start jamming with the house band -- and before he left, he paid a $100,000 medical bill for a barmaid there.

Also on this day in 2007, these two rappers went up against each other to see who was going to have the best selling album in the first week of sales. The 'loser' has kept his tour cred and his promise of not releasing another solo album.

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