Meaning of "Skaboy JFK" by Cherry Poppin' Daddies

The song "Skaboy JFK" by Cherry Poppin' Daddies seems to paint a satirical picture of a young man who embodies privilege, elitism, and entitlement. The references to luxury items like cashmere sweaters, Izod shirts, and Lambretta scooters, along with the association with Cape Cod and the Kennedys, suggest a character steeped in wealth and social status. The mocking tone towards the individual's future political ambitions, highlighted by the line "Someday he's gonna be the governor," implies a cynical view of power and leadership, questioning whether true merit or simply inherited advantages lead to success. The juxtaposition of the character's affluent lifestyle with the derogatory language towards others, such as "big retard," creates a commentary on class divisions and societal inequality. Ultimately, the lyrics seem to critique the idea of privilege and arrogance in relation to success and hint at the potentially harmful consequences of unchecked ambition.