| Why Don't You Get a Job? | The Offspring |
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| Why Don't You? | Gramophonedzie |
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| Why Georgia | John Mayer |
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| Why Haven't I Heard From You | Reba McEntire |
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| Why Me | Delbert McClinton |
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| Why Not Me | The Judds |
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| Why Oh Why | Celine Dion |
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| Why Oh Why Oh Why | Gilbert O'Sullivan |
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| Why Should I Care | Toni Braxton |
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| Why They Call It Falling | Lee Ann Womack |
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| Why Walk When You Can Fly | Mary Chapin Carpenter |
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| Why Worry (instrumental segment) | Dire Straits |
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| Why Would I Say Goodbye | Brooks and Dunn |
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| Why Ya Wanna Bring Me Down? | Kelly Clarkson |
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| Why You Gotta Kick Me When I'm Down | Bring Me the Horizon |
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| Why'd You Lie To Me | Anastacia |
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| Why'd You Start Lookin' So Good | Monty Holmes |
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| Wichita Lineman | Glen Campbell |
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| Wichita Lineman | Wade Hayes |
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| Wicked Game | Chris Isaak |
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New songs alert