Most successful white rap takes a punklike approach to hip-hop, eschewing bling and braggadocio to cut to the hard core of the music. This line from the Detroit phenom's landmark debut shows how the notebook-toting rhymer straddles the line between writing and freestyling, connecting random images to compose a vivid picture. Nirvana producer Butch Vig's guitar remix of "Shamrocks and Shenanigans" helped make rap-rock possible hey, it seemed like a good idea at the time. More important, though, his rhymes tell a story and have a message. If you like this story, consider signing up for our email newsletters. Though Eminem's string of multiplatinum discs proves that a Caucasian can rhyme as effectively as anybody, the white MC who emulates mainstream hip-hop instantly becomes one of the millennium's new comedic stock characters, like Jamie Kennedy's wannabe B-Rad in Malibu's Most Wanted. California has hosted the vanguard of gay rap since the Yeastie Girlz rhymed for Lookout! Everlast's rhyme provides insight into the psyche of the white guy: Eminem's jabs at Michael Jackson are much funnier, but our lawyers insisted that we not quote them. House of Pain Key rhyme: In honor of his upcoming stop at Mary Jane's, we thought we'd run down the all-time greatest white-boy rhymes. Canadian rhymer-producer Buck 65 does both on "Centaur," ominously backed by a live cello. Serious artists tap mythology to give their work weight, whereas rappers tend to just brag about their cocks. It's the closest indie-rap has come to an LL Cool J album. Sole is the heavyweight champion of San Francisco's arty Anticon crew, and Bottle of Humans is the sound of him working the heavy bag for an hour. Even after the Beastie Boys' License to Ill became the first rap album to top the charts, and even after Vanilla Ice sold as many albums as a mere mortal can, pundits still argued whether a white boy or girl could have the skills and smarts to seriously compete in a game dominated by players with a different skin tone. We want to go to bed with a porn star, but wake up with a Brady girl.