Rob Base and DJ E-Z Rock "It Takes Two" (1988)
Album: It Takes Two
Producer: Teddy Riley
Label: Profile Records
Rob Base set the tone for every single non-threatening rapper that followed him. You can hear the similarities between his inflection and Vanilla Ice's two years later. This shit was fire back in the day but now would be the rap equivalent of Mac & Me. Thanks to numerous appearances at high school parties hosted by entitled quarterbacks and preppy douchebags who tie sweaters around their shoulders, this song quickly lost street cred and became milquetoast as fuck.