Handsome Boy Modeling School was a teaming of quirky super-producers Prince Paul (best-known for his work with De la Soul and Stetsasonic) and Dan "The Automator" Nakamura (fresh off his underground success with Kool Keith's Dr. Octagon album). Taking their name from an episode of the cult Chris Elliott sitcom Get a Life (which was sampled several times on their album), Paul and Dan adopted the über-stylish alter egos of Chest Rockwell and Nathaniel Merriweather, respectively. Their debut album, So...How's Your Girl?, was a loose concept record packed with guest stars: rappers Del tha Funkee Homosapien, J-Live, and El-P; members of Cibo Matto, Brand Nubian, and the Beastie Boys; star turntablists like DJ Shadow, DJ Quest, and Kid Koala; electronica artists like Moloko's Roisin Murphy and Atari Teenage Riot's Alec Empire; and even Saturday Night Live's Father Guido Sarducci. So...How's Your Girl? was released on Tommy Boy in the fall of 1999 to mostly favorable reviews, and the opening track, "Rock n' Roll (Could Never Hip Hop Like This)," was licensed for a TV ad campaign. Nakamura subsequently moved on to a host of other highly conceptual projects, including Deltron 3030, Gorillaz, and Lovage. The duo returned to record-store shelves in 2004 with White People, their first album for Elektra.