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From Harvey Kurtzman's HELP! in 1965. In October 1964, Bulgaria found itself being sketched by Robert Crumb, in the company of his new bride Dana. What are the odds? Not much later, Crumb would unlocking his synapses with acid and giving us ZAP COMIX, Mr Natural, Fritz the Cat and much more.


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This is from a 1965 issue of Harvey Kurtzman's HELP! Terry Gilliam is supposedly reproducing a page from the Klan Handbook with ferocious results.


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This is from 1948. Kurtzman did these "Hey, Look!" pages for humor comics that Stan Lee was editing and writing (I think they were still Timely comics? Atlas came later.)


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In the late 1940s, Kurtzman drew a series of filler pages for Timely Comics, and this is a typically droll example.


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From 1960.


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