Air Date: Dec. 17, 2005
Starring: Andy Samberg, Chris Parnell
Who'd have ever guessed that there was a crew out there with the ability to make us view The Chronicles of Narnia in a gully new light? Well, maybe not, but thanks to this sketch, we'll probably forever associate C.S. Lewis' acclaimed series with herb. Not that that's a bad thing.
In a digital short that would officially mark the beginning of rap comedy troupe The Lonely Island's reign, we witness Andy Samberg and partner in crime Chris Parnell rhyming about their afternoon plans to catch a matinee showing of The Lion, The Witch And The Wardrobe—but not before stopping over at Magnolia to mack on some cupcakes. The castmates were as hardcore as two white guys sounding off about Google Maps could be.
If you managed to catch the twosome coordinating their distinctly un-hood Sunday itinerary the night it first aired, you probably realized two things almost immediately: First, that Andy Samberg (the new kid on the block at the time) was inevitably destined for greatness. And secondly, for better or worse, this could very well mark the start of a whole new era of white rappers.