Manic Monday: Willie Nelson & Snoop Dogg Hook Up For “Superman” (Letterman 2011)

As the great Willie Nelson turns 93 this week, it’s a perfect excuse to dig into some of his more offbeat moments—no small task considering his 70+ solo albums and decades of left-field collaborations. One thing Nelson shares with Snoop Dogg is a well-earned reputation for their extracurricular habits—Snoop has even joked that Willie can outsmoke him.

Among their collaborations, the pair’s performance of “Superman” on The Late Show with David Letterman in 2011 stands out as peak late-night oddball magic. Snoop takes the lead with his unmistakable, syrupy flow, gliding through the verses, while Willie hangs back with Trigger, adding understated guitar lines and harmonies that give the whole thing a loose, genre-blurring charm. Check out the performance below..