Rolling Stone magazine/iTunes podcast (December 2005)
• On the "chin-up sad" tone of one of his new songs on his upcoming album "Continuum"
• On the "chin-up sad" tone of one of his new songs on his upcoming album "Continuum"
“
The saddest kind of sad is the sad that tries not to be sad. You know, when Sad tries to bite its lip and not cry and smile and go, "No, I'm happy for you?" That's when it's really sad.
— John Mayer
What It Means
This is a placeholder explanation generated by the low-overhead model. It interprets "The saddest kind of sad is the sad that tries not to be sad. You know, when Sad tries to bite its lip and not cry and smile and go, "No, I'm happy for you?" That's when it's really sad." in the context of "Rolling Stone magazine/iTunes podcast (December 2005)
• On the "chin-up sad" tone of one of his new songs on his upcoming album "Continuum"" to mean that wisdom is timeless.
Source: Wikiquote: "John Mayer" (Quotes)
The 'What it means' explanation text was generated by Google Gemini Flash (accessed January 18, 2026). https://gemini.google.com/app
About John Mayer
John Clayton Mayer (born October 16, 1977) is an American Grammy Award-winning singer-songwriter and guitarist.
About John Mayer
John Clayton Mayer (born October 16, 1977) is an American Grammy Award-winning singer-songwriter and guitarist.
View all quotes →