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Photos   -  Kenny Chesney: Past CMA Awards Fashions

Shania Twain and Kenny Chesney Shania Twain gives Kenny Chesney the award for entertainer of the year at the 42nd annual CMA Awards on Nov. 12, 2008.
CMA Entertainer of the Year CMA winner Kenny Chesney poses for a photo in the pressroom at the 42nd annual CMA Awards on Nov. 12, 2008.
Grinning in the Pressroom Kenny Chesney, CMA entertainer of the year, in the pressroom at the 42nd annual CMA Awards on Nov. 12, 2008
CMA Award Winner CMA entertainer of the year Kenny Chesney holds his award in the pressroom at the 42nd annual CMA Awards on Nov. 12, 2008.
Walking the Red Carpet Kenny Chesney arrives for the 34th annual CMA Awards at the Grand Old Opry House in Nashville on Oct. 4, 2000.
Grinning for the Cameras Kenny Chesney arrives for the 38th annual CMA Awards at the Grand Ole Opry House in Nashville on Nov. 9, 2004.
Entertaining the Crowd Kenny Chesney performs onstage at the 2004 CMA Awards.
Performing and Playing Kenny Chesney performs onstage in a cutoff T-shirt at the 2005 CMA Awards.
Grinning Performance Kenny Chesney smiles as he plays guitar at the 2005 CMA Awards.
Hitting the Notes Kenny Chesney sings live onstage at the 2005 CMA Awards.
Live Performance Kenny Chesney performs in his jeans and cutoff T-shirt at the 2005 CMA Awards.
Getting Ready for the Show Kenny Chesney wears a sweater and jeans as he rehearses for the 40th annual CMA Awards.
Preparing for the Show Kenny Chesney rehearses for the 2006 CMA Awards.
Warming Up Kenny Chesney rehearses for the 40th annual CMA Awards.
Speaking to the Audience Barbara Mandrell and Kenny Chesney appear at the 40th annual CMA Awards on Nov. 6, 2006.
Performing Live Onstage Kenny Chesney performs in all black at the 40th annual CMA Awards on Nov. 6, 2006.
Addressing the Crowd Barbara Mandrell and Kenny Chesney at the 40th annual CMA Awards on Nov. 6, 2006
Entertaining the Crowd Kenny Chesney performs at the 40th annual CMA Awards on Nov. 6, 2006.
Speaking to the Audience Kenny Chesney accepts the entertainer of the year award at the 41st annual CMA Awards on Nov. 7, 2007.
Kenny Chesney Offers Comments at Awards Show Kenny Chesney accepts the entertainer of the year award at the 41st annual CMA Awards on Nov. 7, 2007.
Kenny Chesney With His 2007 CMA Award Kenny Chesney accepts the entertainer of the year award at the 41st annual CMA Awards on Nov. 7, 2007.
Kenny Chesney Named Entertainer of the Year Kenny Chesney accepts the entertainer of the year award at the 41st annual CMA Awards on Nov. 7, 2007.
Making Music Kenny Chesney performs "Don't Blink" at the 41st annual CMA Awards on Nov. 7, 2007.
Kenny Chesney Sings "Don't Blink" Kenny Chesney performs at the 2007 CMA Awards on Nov. 7, 2007.
Live Performance Kenny Chesney performs "Don't Blink" at the 41st annual CMA Awards on Nov. 7, 2007.