Matt Shepherd and James Duncan's Man Man might be the longest running superhero webcomic now that the Japanese Beatle is retired. Man Man has run so long it's even had its own reboot (pre-boot is version 1 and post-boot is version 2). Here's one of the very first one from version 1 (up top) and one of the latest from version 2 (on bottom):
First (Version 1)
Last (Version 2)
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