Song: N/A (Convenience Store Freestyle)
Level Of Embarrassment: Eh, not that embarrassing (and for the very important reason discussed below)

In Jay and Silent Bob Strike Back, a short scene depicts the evolution of the title characters from tiny infants loitering outside a convenience store to fully grown men loitering outside a convenience store. A rap song functions as a sound bridge between the shots. Jay reels off a quick rap, obviously as a joke, but—and this distinction is the most important distinction to make when discussing white people rapping—it's a joke because of the rhymes, not a joke about the inherent funniness of a white person rapping. The former is fine; the latter is pathetic and outdated. —RS