The 'Sheeeit' meme features an MS Paint-style caricature known for its exaggeratedly wide, toothy grin and mischievous expression. The catchphrase is famously derived from Senator Clay Davis, a character in the HBO series 'The Wire,' who used the elongated word to convey everything from disbelief to guilt. Online, the visual template surfaced on imageboards in the late 2000s and early 2010s, quickly becoming a staple reaction for scenarios involving realization, scandal, or cheeky behavior. Its enduring popularity stems from the unmistakable facial expression and the rhythmic, drawn-out pronunciation of the text that fans can almost hear when they see the image.