Justin Timberlake's fall from grace can be traced back to his problematic history with women, from the infamous "Nipplegate" scandal with Janet Jackson to allegations of cheating on Britney Spears. As his reputation continued to decline, memes and viral content began to shift from lighthearted jokes to harsh criticisms of his music and public persona. His attempt to pay tribute to Washington, D.C.'s go-go music at a festival further added to his cringe-worthy image. With a lackluster album release and Spears' revelations in her memoir, Timberlake's arrest for driving while intoxicated was met with a resounding consensus on social media that he deserved the embarrassment. The incident not only jeopardized his music career but also tarnished his public image irreparably. Timberlake's path to redemption, if even possible, appears to be an uphill battle.