Dumbest tune, would have to go back a couple decades to my pianobar daze. I guess it would have to be, "My Dingaling" -- another one of those requested by a drunk one night that became something they re-requested forever -- always end that one with, "It takes two hands, to handle a Whopper..."
Most favored or Most memorable songs change with time and ability, right now mine would be a cover of Kurt Elling's superb rendition of Nature Boy. Damn that one took some time for the learnin' curve, but well worth it. Nat owned that song for so many years until Kurt did his version AFAIC.
Straightahead,
--Mac
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"Keep listening. Never become so self-important that you can't listen to other players. Live cleanly....Do right....You can improve as a player by improving as a person. It's a duty we owe to ourselves." --John Coltrane
"You don't know what you like, you like what you know. In order to know what you like, you have to know everything." --Branford Marsalis