February 21st holds a special place in hip-hop and R&B history. Many significant events unfolded on this date. These moments shaped the music we love. Let’s explore these top stories.
A GRAMMY First for Hip-Hop
In 1990, DJ Jazzy Jeff & the Fresh Prince made history. They became the first hip-hop act to perform at the GRAMMY Awards. This was a monumental step. A year prior, their song “Parents Just Don’t Understand” won the first Rap Performance Grammy. However, the duo was not invited to perform that year. Their 1990 performance was a triumph. Fresh Prince dedicated the performance to fellow artists. He honored those who helped hip-hop earn its place on stage. This marked a pivotal year for hip-hop music. It showcased the genre’s growing influence.
Album Releases That Defined Eras
This date has seen many impactful album drops. In 1995, DJ Quik released Safe + Sound. This album cemented his producer and emcee status. It blended live instrumentation and G-funk. It topped the R&B/Hip-Hop Albums chart. It also reached number 14 on the Billboard 200. The album was certified Gold.
In 2020, two notable albums arrived. Royce da 5’9″ dropped his eighth studio album, The Allegory. He produced the entire album himself. It featured many artists. These included Eminem and DJ Premier. The album explored societal issues. It received favorable reviews. It peaked at number 32 on the Billboard Top R&B/Hip-Hop Albums chart.
Also in 2020, YoungBoy Never Broke Again released his mixtape Still Flexin, Still Steppin. This was his thirteenth solo mixtape. It featured one collaboration with Quando Rondo. The mixtape debuted at number two on the Billboard 200. It was the week’s most-streamed album. It later achieved Gold certification.
In 2025, Jennie’s debut solo album Ruby featured the single “ExtraL” released on this day. Landrose, a South African artist, also released his EP This Chapter is Personal in 2026.
Cultural Milestones and Conversations
February 21st also marks key cultural moments. In 2018, Nipsey Hussle visited The Breakfast Club. He discussed his debut album Victory Lap. He spoke about its development. He also shared insights on gang culture. He aimed to impact young people in these areas.
Michael Jackson’s hit song “Beat It” was released in 1983. It was the third single from his album Thriller. The song hit number one on the Billboard Hot 100. It also topped the Hot Black Singles chart. Otis Redding’s “(Sittin’ On) The Dock of the Bay” debuted on the UK Singles Chart in 1968. This was a posthumous release. It peaked at number 3.
Birthdays and Legacy
Several artists celebrate birthdays on February 21st. Savannah rapper Duwap Kaine was born in 2002. Singer-songwriter charlieonafriday and rapper Kid Quill also share this birthday. The iconic Nina Simone was born on this day in 1933. She inspired many artists. These include Kanye West and Jay-Z.
February 21st is a rich tapestry. It weaves together historic performances, defining albums, and influential conversations. These hip-hop and R&B stories continue to resonate. They shape the music landscape today. The legacy of these top artists lives on.


