On July 9, Gallery 1988 in Los Angeles will debut their annual "Crazy 4 Cult" show, which pays homage to oddball cinema classics. Here are some samples from 2009's show, which cheekily reinterpreted films like A Clockwork Orange and Freaks.
Nathan Stapley - "Founding Members Of The SICTT (Society of In Control Time Travelers)
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Skot Olsen - "Dopple-Schlitze mit magischen Hut"
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Julian Callos - "Class Dismissed"
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Ron Job - "Bliss, Heaven, and Gorgeousity"
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Justin Parpan - "They Live Customizable Monster Kit"
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Kevin Tong - "Lover In The Snow"
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2cents - "Trap"
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Netherland - "Apple Of My Eye" (Office Space)
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Sean Clarity - "Jack's Imaginary Friend"
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Eric Tan (for 2010's "Crazy 4 Cult 4")
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DISCUSSION
The two people to the right of the Terminator are HG Wells (Malcolm McDowell) and John Leslie Stevenson aka Jack the Ripper (David Warner) from Time After Time. I'm assuming the bald guy at the end was Bruce Willis' character from 12 Monkeys. The person sitting beneath the Terminator is Richard Collier (Christopher Reeve) from Somewhere in Time. I'm guessing he was only using time travelers from movies (though why Peter Cushing's Doctor isn't there is beyond me)