32. Billy Joe Shaver, 'Long in the Tooth'
On his first album in seven years, this Texas hell-raiser doesn't sound a day over 100. Sure he's more grizzled than ever but more vulnerable too, whether trading kids-these-days verses with Willie on "Hard to Be an Outlaw" ("who ain't wanted anymore"), shaking his head at the latest rich man's swindle, or acknowledging his limitations as a romantic partner — emotionally on "I'll Love You As Much as I Can," or physically on the title track. K.H.