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Hellride
"Hellride" is the term used by Willis to describe his encounters with "demons" which occurred mainly on the CTA bus lines in Chicago. Rock critic and Okkervil River frontman Will Sheff wrote that Willis's "[P]eriodic appearances for crowds of jeering white fratboys evoke an uncomfortable combination of minstrel act and traveling freak show. In 2008 the documentary film Wesley Willis's Joy Rides made its public debut at the Slamdance Film Festival in Park City Utah.
In addition to his large body of solo musical work Willis fronted the punk rock band the Wesley Willis Fiasco. He was also a visual artist long before his forays into music and produced hundreds of intricate unusual colored ink-pen drawings most of them of Chicago streetscapes and CTA buses.