Winnie the Pooh's Home Run Derby is an infamous Flash game released by Disney Games in 2008, which gained massive notoriety in the early 2010s for its deceptively brutal difficulty level. While the game starts simple, the final boss—Christopher Robin—is widely regarded as one of the hardest challenges in gaming history due to his erratic and nearly impossible-to-hit pitches. The meme typically highlights feelings of overwhelming frustration, the shock of a 'child's game' being unexpectedly hardcore, or comparisons between everyday struggles and the game's unfair physics. It remains a staple of internet culture, symbolizing the gap between cute appearances and hidden, punishing intensity.