The "Vince McMahon Crying" meme originates from the 2020 WWE Network documentary series "Undertaker: The Last Ride." The image captures a rare, emotional moment where WWE Chairman Vince McMahon appears to be holding back tears while discussing The Undertaker's iconic career. This unexpected display of vulnerability from the usually stoic and powerful wrestling mogul quickly resonated online. The meme is primarily used to convey a wide range of intense emotions, particularly profound sadness, despair, or disappointment, often in an exaggerated or ironic context. It's frequently deployed when reacting to minor inconveniences with dramatic grief, or when a typically unemotional entity shows a surprising moment of weakness. It encapsulates the feeling of being deeply moved or heartbroken, sometimes humorously.