Dave Chappelle and Grammy Award winning singer Daniel Caesar appeared together on John Mayer's Instagram live show, Current Mood, on Sunday night and it didn't go as smoothly as the host likely hoped.

Mayer noted that Chappelle had just met Caesar for the first time, and heard him sing, to which the comedian replied, "Yeah, very gay."

"What?" Mayer asked, as others in the room laughed.

John Mayer and Dave Chappelle perform their music and comedy show 'Controlled Danger on December 30, 2018 at the MGM Grand Garden Arena in Las Vegas, Nevada.

Among those in the room was Caesar himself, who did not find the comment funny.

"Huh? Sorry, did I say that comment out loud?" Chappelle responded to Mayer, before adding that he was "just kidding," and showering Caesar with compliments.

When Mayer then asked the singer if he'd like to set up and perform his musical set for the show, it became obvious to viewers that all was not well.

"You're not feeling it?" Mayer asked Caesar, who was off-camera but present.

"What the fuck was that?" Caesar asked Chappelle, who asked if he had offended him.

"Yeah," Caesar replied.

Mayer then tried to interject and smooth things over, noting that he was the only sober person in the room, as the other two freely admitted to being drunk.

"Oh my God, if I fistfight on your show I'll be furious," Chappelle joked.

Mayer said that sometimes when you're thinking quickly and free associating, especially while drinking, things can be said that you regret and wouldn't word the same way again.

Chappelle wasn't having it, though, at one point shouting out, "No!" and reminding everyone that he is a comedian.

He again complimented Caesar's talents, calling him "amazing" and "great," before adding, "But the fact that I offended you, as a comedian..."

Caesar then said that he was being sensitive, to which Chappelle agreed, but Mayer did not.

"I don't think that's true," Mayer said.

Caesar then said he might be being too sensitive, to which Chappelle responded: "Daniel, I've thought about it. You are."

"I don't think that you are," Mayer added, before again reiterating that it is easy to simply apologize when you accidentally say the wrong thing. He then brought on Caesar, who put his arm around Chappelle and the two made up.

"I was being hella sensitive," Caesar told Chappelle. "I'm a very big fan of you, you know what I'm saying?"

"Well now I feel bad, because I made you feel bad," Chappelle responded.

"Guys, I think everything's okay. Just wanted to let you know," Mayer concluded.

Watch it play out in the video below.