This photo of Will Elder & Al Jaffee, two of MAD Magazine's "Usual gang of idiots" goofing off in high school, is one of my all-time favorites. You don't have to be a MAD fan to appreciate these two creative silly men showing that they always were who they were.
https://viewing.nyc/vintage-photograph-from-1936-shows-mad-magazines-al-jaffee-and-will-elder-goofing-off-in-a-nyc-high-school/