"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."

“If you told me I was going to live to 240, I would take 10 years off and try and act. I don't have that kind of time, so I'd much rather stick to playing guitar.”

“I won't ever get on stage at a comedy club when people know about it.”

“I was smart enough to know it would probably make me a salable item for the paparazzi. I knew I’d have to move to a home that had a gate. But that pearl of possibility that lives in your heart when you meet somebody you want to know more about has such a different molecular density than everything else that you have to pursue it.”

“It wasn’t as direct as me saying “I now make the choice to bring the paparazzi into my life.” I really said, “I now make the choice to sleep with Jessica Simpson.” That was stronger than my desire to stay out of the paparazzi’s eye.”

“I am not in Us Weekly. I'd have to be going out with someone who is in there to be in there myself.”

“Square pegged", Mayer's first feature article in 2001, from Creative Loafing”