Poor old, poor old, Jimmy Pepper, he ain't got no one to love
He sang all his pain and drank all his fortune
Seems he's run out of luck
He's got one foot in your radio, the other in your screen, as he carefully walks the line
One day it's whiskey, the next it's tequila, then maybe it's a glass of wine
If you've heard him sing and play the blues, you know he's country in his soul
Well I've seen his grin, it's wearing thin, and I swear to you he's rock 'n' roll
They say poor old, poor old, Jimmy Pepper, he ain't got no one to love
He sang all his pain, and drank all his fortune
Seems he's run out of luck
Cards and spotlights, dice rolls, and long flights, he never had to choose
Singin' and drinkin', wishful thinking, he thought that he could never lose
Well, Jimmy lived in a house built for a king
On the outskirts of town away from everything
People started talkin' saying he hadn't been around lately
Of course he wasn't, he was busy going crazy
Every chord, every sip, every card he dealt, every word to leave his mouth
Finally made him step off his throne and throw everything he ever loved out
He broke all his records just to break them to pieces-to get them out of his mind
Should've known when he got here that he wasn't leaving without having a real good time
Poor old, poor old, Jimmy Pepper, he ain't got no one to love
He sang all his pain, and drank all his fortune
Seems he's run out of luck
Poor old, poor old, Jimmy Pepper, he ain't got no one to love
No matter how much he got-he just kept takin'-he could never get enough
His mind faded quickly along with his money, but his style was the last thing to go
You'll remember the words, "The name's Jimmy Pepper, and I hope you enjoyed the show."