#25: Willie Nelson & Julio Iglesias, “To All the Girls I’ve Loved Before” (1983)
#24: Ladies of the ’90s: Tanya Tucker, Pam Tillis, Alison Krauss
#23: Patty Loveless & George Jones, “You Don’t Seem to Miss Me” (1997)
#22: Loretta Lynn, Entertainer of the Year (1972)
#21: Dixie Chicks Rule the Roost (2000)
#20: Johnny Cash Comes Around (1969-2003)
#19: Reba McEntire, Female Vocalist of the Year acceptance speech (1984)
#18: Deana Carter, Single of the Year acceptance speech (1997)
#17: Kris Kristofferson, Song of the Year acceptance speech (1970)
#16: Jeannie C. Riley in a miniskirt (1968)
#15: Matraca Berg Takes a Bow (1997)
#14: Vince Gill, Song of the Year acceptance speech (1996)
#13: Tennessee Ernie Ford, Hall of Fame induction (1990)
#12: Trisha Yearwood, Female Vocalist of the Year acceptance speech (1997)
#11: Garth Brooks, Entertainer of the Year acceptance speech (1991)
#10: Kathy Mattea Stands for the Cause (1992)
#9: Randy Travis & Dolly Parton, Male Vocalist of the Year presentation (1988)
#8: Faith Gets Carried Away (2006)
#7: Shania Twain, Entertainer of the Year acceptance speech (1999)
#6: Mary Chapin Carpenter, “Opening Act” (1990)
#5: Reba McEntire’s Red Dress (1993)
#4: Cindy Walker, Hall of Fame acceptance speech (1997)
#3: Charlie Rich, Entertainer of the Year presentation (1975)
#2: Alan Jackson, “Pop a Top” (1999)
#1: Alan Jackson, “Where Were You (When the World Stopped Turning)” (2001)
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