The 'Pee Your Pants' meme primarily stems from a famous scene in the 1995 comedy Billy Madison, where Adam Sandler’s character tries to save a child from embarrassment by claiming that peeing your pants is the coolest thing you can do. This leads to the legendary quote, 'If peeing your pants is cool, consider me Miles Davis.' Over time, the phrase and the concept have been co-opted by ironic internet culture, often appearing in surreal memes or 'Born to Shit' style graphics. It represents a unique mix of nostalgic 90s humor and modern shitposting, where the goal is to flip an embarrassing situation into a bizarre badge of honor.