Artists like Kris Kross

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.

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.

Dwight Arrington Myers, known professionally as Heavy D, was a Jamaican-American rapper, record producer, and actor. He was the leader of Heavy D & the Boyz, a group that included dancers/hype men G-Whiz and "Trouble" T. Roy, as well as DJ and producer Eddie F. The group maintained a sizeable audience in the United States through most of the 1990s. The five albums the group released included production mainly by Teddy Riley, Marley Marl, DJ Premier, Myers's cousin Pete Rock, and "in-house" beatmaker Eddie F. Myers also released four solo albums and discovered Soul for Real and Monifah.

Artis Leon Ivey Jr., known by his stage name Coolio, was an American rapper, songwriter and record producer. He was best known for his single "Gangsta's Paradise" (1995), which won a Grammy Award, and was credited for changing the course of hip-hop by bringing it to a wider audience. Other singles included "Fantastic Voyage" (1994), "1, 2, 3, 4 " (1996), and "C U When U Get There" (1997). He released nine albums, the first three of which achieved mainstream success: It Takes a Thief (1994), Gangsta's Paradise (1995), and My Soul (1997). Coolio first achieved recognition as a member of the gangsta rap group WC and the Maad Circle. Coolio sold 4.8 million albums in the U.S.

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.

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.

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.

Montell Du'Sean Jordan is an American R&B singer, songwriter, and producer. Best known for his 1995 single "This Is How We Do It", and "Get It On Tonite", Jordan was the primary male solo artist on Def Jam's Def Soul imprint until leaving the label in 2003. He is also known for his 1998 hit single "Let's Ride" featuring Master P and Silkk the Shocker.

Anthony Terrell Smith, better known by his stage name Tone Loc, is an American rapper, voice artist, and actor. He is known for his raspy voice, his hit songs "Wild Thing" and "Funky Cold Medina", for which he was nominated for a Grammy Award, and for being featured in "We're All in the Same Gang", a collaborative single by the West Coast Rap All-Stars.

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.

Quad City DJ's is an American hip hop group originally consisting of Jay Ski, C.C. Lemonhead, and JeLanna LaFleur who recorded the 1996 hit "C'mon N' Ride It ", a rap-remix of Barry White's 1974 "Theme from Together Brothers". They are also known for writing and performing the theme song to the 1996 live-action/animated basketball film Space Jam.

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.

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.

Lost Boyz are an American hip hop group from Queens, New York, consisting of MC Mr. Cheeks, DJ Spigg Nice, Pretty Lou, and Freaky Tah,. The original line-up released two albums: Legal Drug Money (1996) and Love, Peace & Nappiness (1997). The third album, LB IV Life (1999), was finished by the three remaining group members. In the following years, Mr. Cheeks focused on his solo career, reuniting with the rest of the group for their fourth album, Grand Scheme 12:26 (2020).

Christopher Brian Bridges, known professionally as Ludacris, is an American rapper and actor. Born in Champaign, Illinois, Ludacris moved to Atlanta, Georgia, where he first began rapping. Starting out with a brief stint as a DJ, he formed the record label Disturbing tha Peace in the late 1990s to release his debut studio album Incognegro (1999). After its single, "What's Your Fantasy", became a top 40 hit on the Billboard Hot 100, the album was re-released by Def Jam Recordings as his major label debut, Back for the First Time (2000). The latter album peaked at number four on the Billboard 200 and spawned his second top 40 single, "Southern Hospitality".

Method Man & Redman are an American hip-hop duo composed of rappers Method Man and Redman. They are signed to Def Jam Recordings both as solo artists and as a duo. While they had been collaborating since 1994, it was not until 1999 that they released a full-length collaborative effort, Blackout!. The follow-up album, Blackout! 2, was released in 2009.