Artists like Coolio

Naughty by Nature is an American hip hop group formed in East Orange, New Jersey, in 1986, consisting of Treach, Vin Rock, and DJ Kay Gee.

Westside Connection was an American hip-hop supergroup formed by Ice Cube, Mack 10, and WC. The group's debut album, Bow Down, reached the number two position on the Billboard 200 in 1996 and was certified platinum that same year.

Kris Kross was an American hip hop duo composed of rappers Chris "Mac Daddy" Kelly and Chris "Daddy Mac" Smith and formed by record producer Jermaine Dupri. They were the youngest hip-hop group to gain commercial success, charting releases by the age of 13. Smith and Kelly were discovered by Dupri in 1990, with whom they signed as the first act on his record label So So Def Recordings.

O'Shea Jackson, known professionally as Ice Cube, is an American rapper, songwriter, actor, and film producer. His efforts on N.W.A's 1989 album Straight Outta Compton contributed to gangsta rap's popularity, and his political rap solo albums AmeriKKKa's Most Wanted (1990), Death Certificate (1991), and The Predator (1992) were all critically and commercially successful. He was inducted into the Rock and Roll Hall of Fame as a member of N.W.A in 2016.

Warren Griffin III is an American rapper, record producer and DJ. He is known for his role in popularizing West Coast hip hop during the 1990s, and is credited as a pioneer of its subgenre G-funk.

Curtis James Jackson III, known professionally as 50 Cent, is an American rapper, actor, television producer, record executive, and businessman. Born in Queens, a borough of New York City, Jackson began pursuing a musical career in 1996. In 1999–2000, he recorded his debut album, Power of the Dollar, for Columbia Records. During a shooting in May 2000, he was struck by nine bullets, causing its release to be canceled and Jackson to be dropped from the label. His 2002 mixtape Guess Who's Back? was discovered by Detroit rapper Eminem, who signed Jackson to his label Shady Records that year.

Cypress Hill is an American hip-hop group formed in South Gate, California in 1988. One of the first Latin American groups to gain mainstream recognition in hip-hop, they have sold over 20 million albums worldwide, and have obtained multi-platinum and RIAA platinum certifications. They are considered to be among the main progenitors of West Coast hip-hop and 1990s hip-hop. All of the group members advocate for recreational marijuana use as well as medical marijuana use of cannabis in the United States. In 2019, Cypress Hill became the first hip-hop group to have a star on the Hollywood Walk of Fame.

Earl Simmons, known professionally as DMX, was an American rapper, songwriter, and actor. His accolades included an American Music Award, a Billboard Music Award, and six Grammy Award nominations. Regarded as an influential figure in the late 1990s and early 2000s and one of the greats of hip-hop, his music is characterized by his "aggressive" rapping style, with lyrical content varying from hardcore themes to personal themes such as trauma or childhood abuse.

Antoine Roundtree, better known by his stage name Skee-Lo, is an American rapper best known for his 1995 song "I Wish", which became a hit in several countries and reached No. 13 on the Billboard Hot 100.

Craig Jamieson Mack was an American rapper. He is best known for his tenure with Bad Boy Records, during which he released his 1994 single "Flava in Ya Ear" (1994), which peaked within the Billboard Hot 100's top ten. The song preceded his debut studio album Project: Funk Da World (1994), which spawned his second top 40 single, "Get Down". His second album Operation: Get Down (1997) was released by Scotti Brothers Records.

Todd Anthony Shaw, known professionally as Too Short, is an American rapper. A pioneer of West Coast hip-hop, Shaw was among the first acts to receive recognition in the genre during the late 1980s. His lyrics were often based on pimping and promiscuity, but also drug culture and street survival; exemplified respectively in his most popular singles "Blow the Whistle" and "The Ghetto". He is one of few acts to have worked with both Tupac Shakur and the Notorious B.I.G. at the heights of their respective careers.

Nathaniel Dwayne Hale, known professionally as Nate Dogg, was an American singer, rapper, and songwriter. He gained recognition for providing soulful choruses and other guest vocals on several notable hip-hop songs between 1992 and 2007, earning him the honorific title "King of Hooks".

House of Pain was an American hardcore hip-hop trio. They are also regarded as pioneers of Irish rap due to their Celtic aesthetics. Consisting of DJ Lethal, Danny Boy and Everlast, they released three albums: House of Pain (1992), Same as It Ever Was (1994) and Truth Crushed to Earth Shall Rise Again (1996). They are best known for their 1992 hit single "Jump Around", which reached number 3 in the United States, number 6 in Ireland, and number 8 in the United Kingdom.

Christopher Lee Rios, better known by his stage name Big Pun, was an American rapper. Emerging from the underground hip-hop scene in the Bronx, he came to prominence upon discovery by fellow Bronx rapper Fat Joe, alongside Cuban Link and Triple Seis, and thereafter guest appeared on his 1995 album Jealous One's Envy.

Mason Durell Betha, known professionally as Mase, is an American rapper. Best known for his work with Sean "Puff Daddy" Combs' Bad Boy Records, he signed with the label in 1996 and quickly found mainstream recognition as Combs' hype man. He guest appeared on Combs' 1997 single "Can't Nobody Hold Me Down", which peaked atop the Billboard Hot 100, while his first two singles as a lead artist, "Feel So Good" and "What You Want", both peaked within the chart's top ten. Released in October of that year, his debut studio album, Harlem World (1997), peaked atop the Billboard 200 chart, received quadruple platinum certification by the Recording Industry Association of America (RIAA), and spawned his third top ten single as a lead artist, "Lookin' at Me". Furthermore, his guest performances on labelmate the Notorious B.I.G.'s single "Mo Money Mo Problems" and Combs' "Been Around the World" peaked at numbers one and two on the Billboard Hot 100, respectively, that same year.

EPMD is an American hip hop duo from Brentwood, New York. The duo's name is an initialism for "Erick and Parrish Making Dollars", referring to its members: emcees Erick Sermon and Parrish Smith. During an interview on college radio station WHOV in 1987, Parrish Smith stated that the name evolved from the original: "We were originally known as "EEPMD", but chose to go with EPMD because it was easier to say." He also stated that they dropped the two "E's" because N.W.A's Eric Wright was already using "Eazy-E" as his stage name. The group has been active for 39 years.