In "The One Where No One's Ready," Chandler and Joey are having a disagreement about personal space in their apartment, which leads to Chandler stealing all of his underwear and Joey retaliating by putting on all of Chandler's clothes at once, proclaiming, "I'm Chandler. Could I BE wearing any more clothes?"
What to wear: About a dozen button-down shirts layered under a jacket, and a few pairs of pants layered on top of each other.