Who won the 1st Rap Grammy? Will Smith and DJ Jazzy Jeff Win First Rap GRAMMY | Black History Month. As Billboard continues to highlight music achievements throughout Black History Month, today we’re highlighting Will Smith and DJ Jazzy Jeff winning the first rap GRAMMY in 1989 and why they boycotted the ceremony. For the 31st Grammy Awards (1989), Best Rap Performance nominees included DJ Jazzy Jeff & The Fresh Prince for “Parents Just Don’t Understand”, J. J. Fad for “Supersonic” (from the album of the same name), Kool Moe Dee for “Wild Wild West”, LL Cool J for “Going Back to Cali”, and Salt-n-Pepa (the duo consisting of Cheryl James and Sandra Denton) for “Push It”.The duo known as DJ Jazzy Jeff & The Fresh Prince consisted of DJ Jazzy Jeff (birth name Jeffrey Townes) and actor Will Smith, whose nickname also appeared in the American television sitcom The Fresh Prince of Bel-Air, in which he starred. “Parents Just Don’t Understand” appeared on the duo’s 1988 album He’s the DJ, I’m the Rapper. “Going Back to Cali” appeared on the soundtrack to the film Less than Zero as well as LL Cool J’s 1989 studio album Walking with a Panther.] Kool Moe Dee’s “Wild Wild West” and Salt-n-Pepa’s “Push It” appeared on the albums How Ya Like Me Now and Hot, Cool & Vicious, respectively. Rap and heavy metal categories were introduced the same year (along with Best Bluegrass Album), but, according to the show’s producers, time constraints prevented both categories from being televised. Nominee Kool Moe Dee performed during the ceremony, but the rap award was presented during the “usually fast-paced pre-televised ceremony”. DJ Jazzy Jeff and Will Smith led a boycott of the ceremony and were joined by fellow nominees LL Cool J and Salt-n-Pepa. Salt-n-Pepa issued the following statement: “If they don’t want us, we don’t want them.”Adding to the controversy surrounding the category, some members of the rap community believed artists such as Big Daddy Kane, KRS-One, and N.W.A (whose debut album Straight Outta Compton “launched gangsta rap”) were overlooked. Awards were presented to Jeff and Smith at the Shrine Auditorium in Los Angeles. While Smith was absent from the ceremony, Jeff was present to accept his award. In 2004, Serena Kappes of People magazine ranked Smith’s ceremony boycott number eight on its list of Top 10 Grammy Moments. Jeff and Smith were also recognized by the American Music Awards in 1989 with awards for Favorite Rap Artists and Favorite Rap Album, and “Parent’s Just Don’t Understand” also earned the duo the first MTV Video Music Award for Best Rap Video.[21] Smith later earned Best Rap Solo Performance awards in 1998 for “Men in Black” and 1999 for “Gettin’ Jiggy wit It”, and was nominated again in 2000 for “Wild Wild West”. Nominees for the 32nd Annual Grammy Awards included De La Soul for “Me Myself and I”, DJ Jazzy Jeff & The Fresh Prince for “I Think I Can Beat Mike Tyson”, Public Enemy for “Fight the Power”, Tone Lōc for “Funky Cold Medina”, and Young MC for “Bust a Move”. “Me Myself and I” appears on De La Soul’s studio album 3 Feet High and Rising and in 2008 was ranked number 46 on VH1’s list of the 100 Greatest Hip Hop Songs Ever!!! “I Think I Can Beat Mike Tyson”, written by the duo along with Pete Harris, appears on DJ Jazzy Jeff & The Fresh Prince’s third album And in This Corner. “Fight the Power” appeared on the 1988 soundtrack for the film Do the Right Thing and later on Public Enemy’s third studio album Fear of a Black Planet (1990). The song ranked number one on VH1’s aforementioned list, number 40 on AFI’s 100 Years…100 Songs list, and number 322 on Rolling Stone’s 2004 list of “The 500 Greatest Songs of All Time”. “Funky Cold Medina”, written by Young MC, Michael L. Ross and Matt Dike, first appeared on Tone Lōc’s debut album Lōc-ed After Dark. “Bust a Move” appeared on Young MC’s debut album Stone Cold Rhymin’. Allmusic editor Stephen Thomas Erlewine described the song as “unabashed catchy” due to its “skittish, rhythmic guitar riff, looped beats”, backing vocals, and “funny” rhymes.] The award was presented to Young MC. In 2010, Joshua Ostroff of Spinner included Young MC’s win on his list of “The Grammy Awards’ Biggest Mistakes”, asserting that “Bust a Move” was merely a “fun little hip-pop song” while “Fight the Power” was a “revelatory single that still stands tall as one of music’s greatest (and funkiest) political statements and perhaps hip-hop’s finest moment”.