Milhouse Daryll Van Houten, the blue-haired, glasses-wearing sidekick from The Simpsons, has become an enduring internet icon for his unique blend of misfortune and unbridled optimism. The most famous meme associated with him, 'Everything's Coming Up Milhouse,' originates from the Season 10 episode 'Mom and Pop Art,' where he finds joy in his flood-ready high-water pants while his bedroom is literally underwater. This template is widely used to express a sense of personal triumph in the face of mediocrity or to mock one's own geeky enthusiasm. From his unrequited love for Lisa to his 'Thrillho' gaming persona, Milhouse represents the lovable loser in all of us, making him a versatile choice for ironic and relatable internet humor.