Superhuman Samurai Syber-Squad(vod's)
High school student Sam Collins is the head of a band called Team Samurai. During a recording session, Sam is zapped by a power surge and disappears only to reappear seconds later with a strange device attached to his wrist (which is at the time unremovable). Later after his friends Amp, Sydney, and Tanker leave, one of his video game programs dubbed Servo is subject to a power surge and zaps Sam again. This time, the zap pulls him into the digital world and turns him into his creation. As Servo, he roams the digital world and fights monsters called Mega-Viruses.
Meanwhile, another student from Sam's school named Malcolm Frink is designing monsters on his home computer when Kilokahn (an escaped military artificial intelligence program who was presumed dead in the power surge) visits Malcolm via computer screen. Kilokahn strikes a Faustian deal with Malcolm and turns his digital monster into a Mega-Virus monster that is not only capable of corrupting electronics, but is also capable of affecting the real world.
Sam (now as Servo) must enter the digital world and stop Malcolm's and Kilokahn's Mega-Viruses.
So, you'd be riffing individual episodes?
Robert Christopher Fagnan commented
OMG! I remember watching this show! It debuted about the same time that I discovered MST3K!
One word: Servo.