Up until then ( Oz finally being truthful with Heather and the pivotal scene where Oz and Heather first become intimate), the tone of the movie was full-on raunchy humor and up-beat energy about the fun of high school, with the soundtrack matching that energy. The moment the song Sway started in the movie signaled a pivotal turning point, a very different direction from the previous first 90% of the movie, yet a turning point that felt earned and it provided a rare moment of emotional depth in a raunchy teen comedy, signaling the Oz's realization that he craved genuine connection rather than just sexual conquest. I think that's why I still feel a deep sense of nostalgia whenever I hear the song.