A gamer term for "fucked up", especially referring to odd or strange accidents that are seemingly impossible to achieve within the normal laws of physics. Named after PlanetSide 2 developer Adam Clegg, who is notorious for his ability to push further the frontier of physics simulation and game engines.
Player 1: "That dropship looks like an ostrich with its head in the sand."
Player 2: "Yeah, Adam Clegged up again."
A Chegger is a type of person with a poor taste in fashion, namely preferring to wear shirts covered in checkers and other basic designs. Cheggers can be normally be found browsing Old Navy Clearance sales or in shopping malls, where they tend to go window shopping at Gap before eating alone at the Food Court. Cheggers are usually overweight, which is which why they prefer to be covered in checkers, hoping that will distract others from their blubber.
"Man, who would even ever buy this shirt? It's turrible! Oh, yeh that fat chegger over there would."