On Chris Stapleton Playing The Tonight Show with Jimmy Fallon

The song Stapleton chose to perform on Fallon was “Sometimes I Cry,” which was a fairly strange selection. The song takes a bit to get off the ground, ends abruptly, and isn’t particularly country whatsoever. But Chris knew his crowd. The Tonight Show demo is full of mainstream humans who need something easy to get into, and that’s what Stapleton gave them.