Popsugar Celebrity And Entertainment American Music Awards Taylor Swift's Best American Music Awards Pictures Taylor Swift Always Has the Most Fun at the American Music Awards, and We Have Receipts 11 October, 2018 by Kelsie Gibson View On One Page Photo 3 of 35 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 3 2007: Taylor Caught Up With Her Good Friend Kellie Pickler on the Red Carpet The following year, the country singers worked together on Kellie's song, "Best Days of Your Life." Previous Next Start Slideshow American Music AwardsCelebrity EvolutionsRed CarpetTaylor SwiftAward Season