What song won the first Grammy Award for Best Rap Performance in 1989?
Answer
Parents Just Don't Understand
Answer
Parents Just Don't Understand
“Parents Just Don’t Understand” won the first Grammy Award for Best Rap Performance in 1989.
The award debuted at the 31st Annual Grammy Awards, recognizing rap as an established recording category for the first time. DJ Jazzy Jeff & the Fresh Prince—DJ Jazzy Jeff and Will Smith—won for the song, which appeared on their 1988 album He’s the DJ, I’m the Rapper.
The victory was historically important but controversial. The rap and heavy-metal awards were not televised that year because of time constraints, prompting Jeff and Smith to boycott the ceremony. Several nominees joined the protest, arguing that the Recording Academy was treating hip-hop as less important than other genres.
A common mix-up is “Fight the Power,” which was nominated in 1990 but lost to Young MC’s “Bust a Move.” “Rapper’s Delight” and “The Message” were influential earlier rap recordings, but neither won this inaugural Grammy category.
Source: Wikipedia · fact-checked Sept. 2026