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The Boss vs Superman (Original)

By 8-C i assume you mean regular Boss with Irradiated Saints Flow and the Apoca-Fist?
 
I would actually have to go with the Boss on this one. The Boss would be able to (Albeit involuntarily) read Superman's mind, ao he may be able to predict his next move, and if he hits Supes with the Molusk Launcher then Superman becomes mind controlled and passive, and the Boss can just finish him then.
 
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