Stephen Colbert interviewed Willie Nelson on Nelson's tour bus for Wednesday's Late Show, and after talking about why Willie doesn't like barber shops and other niceties, Colbert brought up politics. "You've been an activist for years, but you're doing your first free public concert for a candidate, and it's for Beto O'Rourke," the Democratic challenger to Sen. Ted Cruz (R-Texas), Colbert said. Nelson corrected him, saying he's done free concerts for candidates for decades, naming Dennis Kucinich, Ross Perot, and singing cowboy Tex Ritter. "So you always back the winners," Colbert deadpanned.
Poor track record notwithstanding, not everyone is happy about Nelson's Beto concert, Colbert pointed out. "Some Texans were saying, Let's boycott Willie. A, I don't think that's real, I think that's just people talking. And B, I really like your response to those people." Nelson laughed at the photo of him flipping the bird in a Beto shirt, then said it doesn't really bother him when people threaten to boycott his music. "It's their prerogative," he said. "I may not like their music either, you know, so I don't hold any grudges against people."
Colbert brought up Nelson's new album, My Way, and asked why he wanted to do a Frank Sinatra album. "He's my favorite singer, and I read somewhere a couple of years ago that I was his favorite singer," Nelson said. Colbert had a clip from a commercial Nelson and Sinatra did in 1980, then he showed Nelson some photos of famous people and asked if he'd like to smoke weed with each of them. (The answer was yes.)
Nelson performed the Sinatra favorite "Summer Wind" on The Late Show, and you can watch that below. Peter Weber