Buster Brown, a completely fabulous strip about an insane little weirdo with 'bad judgement'. Usually that means destruction and/or crazy eyes (but sometimes it is completely incomprehensible); check the graphic part of the last panel of this strip for some high-grade proof
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I've been spending an inordinate amount of time reading all the old-timey newspaper comics over at barnacle press. There are some clunkers, and some which are microfilmed into illegibility, but there are several series at least that are pretty terrific. I'm sure there are more that I haven't linked that are also good, but I think I'm sick of
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You guys should check out theseposts on Michael Sporn's blog; they're collections of 'The Gumps'; purportedly the first serial comic strip (began in 1917).
There's some standard 'marital troubles' kinds of stories, but then there's some clever 'he said she said' sorts of almost interview-style strips. Ah, it's fun.
This is up for unpleasant, but perhaps OTHERS MAY BENEFIT. Harry Reser stuff, looks like all 1928. See especially 'Etiquette Blues' ( prev. posted), 'Prune Song', and 'Nagasaki'.