20. George Strait, "All My Exes Live in Texas"
One thing you can say for the King of Country Music, he gets around. From Rosanna in Texarkana to Sweet Eileen in Abilene, Allison in Galveston to Dimples in Temple, the South Texas native leaves a trail of broken Lone Star hearts in this Number One country hit. And if it's not George Strait's signature song, it's close; in 2011, rap superstar Drake began his "HYFR" with, "All my exes live in Texas like I'm George Strait." No surprise that the original song finds the country icon keeping his distance from his angry exes — "And that's why I hang my hat in Tennessee" — while sounding a shade more gleeful about it than he should. But redemption comes from the tune's ace low-key swing arrangement, which sounds like something Bob Wills would have put down with his Texas Playboys way back when.