John Mayer Delivered a Gorgeous Performance on the Tonight Show's First Night Back

Musician and occasional comedy dabbler John Mayer was the musical guest on The Tonight Show Starring Jimmy Fallon's first show back on October 2. In addition to sitting down for a catchup session with Host Jimmy Fallon, Mayer performed his tender ballad, "Shouldn't Matter but It Does." 

Mayer's signature guitar skills were on full display as he crooned the bittersweet breakup song from his 2021 album, Sob Rock, hitting a sweet soaring note toward the song's close. 

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In his interview with Fallon, Mayer reminisced about the time Questlove, drummer for Tonight Show house band The Roots, sat in with his band for a Madison Square Garden performance. Mayer also told Fallon all about the time he ate "an adult Fruit Chew" and got inspired to write a fake commercial for The Tonight Show titled "Crypto Bismol." 

"I sent it to our dear friend Andy Cohen," Mayer recounted. "Just so confident it was great: 'Send this to Jimmy, please!" Then, much to Mayer's surprise, "You fully produced the commercial!"

Watch the interview—and the actual Mayer-penned sketch about the gastrointestinal stress of the bitcoin market—below. 

John Mayer Pitched Andy Cohen a Tonight Show Comedy Bit (Extended)

What are the "Shouldn't Matter but It Does" lyrics? 

Shoulda been open
Shoulda done more
Shoulda learned a lesson from the year before
Shoulda been honest
Shoulda just cried
Shoulda told me there was nothing left inside

Now the road keeps rolling on forever
And the years keep pulling us apart
We lost something, I still wonder what it was
It shouldn't matter
Shouldn't matter, but it does

You shoulda just broken
You shoulda come clean
You shoulda been sad instead of being so fucking mean
It shouldn't be easy
But it shouldn't be hard
You shouldn't be a stranger in your own backyard

Now the road keeps rolling on forever
And the years keep pulling us apart
I know it's over, I'm just saying this because
It shouldn't matter
Shouldn't matter, but it does

I shouldn't be angry
I shouldn't hold on
I shouldn't leave you messages in every little song
It could have been always
It could have been me
We could have been busy naming baby number three

Now the road keeps rolling on forever
And the years keep pulling us apart
If it's on someone, then I blame the both of us
It shouldn't matter
Shouldn't matter, but it
Shouldn't matter
Shouldn't matter, but it
Shouldn't matter
Shouldn't matter, but it does