Artists like Immature

Dru Hill is an American R&B boy band that achieved popularity in the late 1990s. Encompassing soul, hip hop soul and gospel music, the group was founded in Baltimore in 1992 by Tamir "Nokio the N-Tity" Ruffin, who served as a member alongside lead singer Mark "Sisqó" Andrews, Larry "Jazz" Anthony and James "Woody" Green. Dru Hill has released seven Billboard Hot 100 top 40 hits, and are best known for their singles "In My Bed", "Never Make a Promise" and "How Deep Is Your Love".

Mint Condition is an American R&B band from St. Paul, Minnesota. The band is focused on diverse genres such as jazz, hip hop, funk and dance. Mint Condition has also been nominated for one Grammy and three Soul Train Awards. The group is credited with being one of the last major funk bands to chart before hip-hop and new jack swing dominated black music in the 1990s.

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.

After 7 is an American R&B group founded in 1987 by brothers Melvin and Kevon Edmonds, and their friend Keith Mitchell. The Edmonds brothers are the older siblings of pop/R&B singer-songwriter and record producer Kenneth "Babyface" Edmonds, who named the group and helped them get a record deal with Virgin Records in 1988. After 7 released their platinum-selling self-titled debut album in 1989, which spawned three singles "Heat of the Moment", "Ready or Not" and "Can't Stop". "Ready or Not" and "Can't Stop" were No. 1 R&B hits and top 10 hits on the Billboard Hot 100. Their second album Takin' My Time, released in 1992, also went platinum and contained the R&B hit medley "Baby, I'm for Real/Natural High". After 7's Gold-selling 1995 album Reflections was their last album before the group disbanded in 1997. The album included the R&B hit "'Til You Do Me Right. Years later the group resumed touring with Jason Edmonds, son of Melvin Edmonds, replacing his father. Melvin rejoined the group for their successful 2016 comeback album Timeless, which featured 3 adult R&B top 10 hits "Runnin' Out", "I Want You" and "Let Me Know".

Ralph Edward Tresvant is an American R&B singer, songwriter, and record producer, best known as the lead singer of R&B group New Edition. As a solo artist, Tresvant released his double platinum-selling debut album Ralph Tresvant (1990). In 2008, he began touring with Bobby Brown and Johnny Gill in a new group named Heads of State. On February 3, 2023, Tresvant became host of the syndicated radio show Love and R&B, heard on WOSF.

Donell Jones is an American R&B singer, songwriter, and record producer from Chicago, Illinois. He met record producer Eddie F in the mid-1990s and signed with his record label Untouchables Entertainment, beginning his career as a songwriter for its parent label, LaFace Records. He signed with the label as a recording artist to release his debut studio album, My Heart (1996), which was met with lukewarm commercial reception despite yielding his first Billboard Hot 100 entries with its singles "In the Hood", and his cover of Stevie Wonder's "Knocks Me Off My Feet."

Carlton Neron Thomas is an American R&B singer from Aurora, Illinois. He was discovered by American rapper Puff Daddy, who signed Thomas to Bad Boy Records, a then-imprint of Arista Records in 1997. He became best known for his 2000 single "I Wish", which peaked at number 20 on the Billboard Hot 100 and preceded his debut studio album, Emotional (2000).

Tyrese Darnell Gibson is an American R&B singer and actor from Los Angeles, California. He signed with RCA Records in 1998, and released his debut single "Nobody Else" in August of that year. It peaked within the top 40 of the Billboard Hot 100 and preceded his self-titled debut album (1998), which received platinum certification by the Recording Industry Association of America (RIAA) and spawned his second top 40 single, "Sweet Lady".

Case Woodard is an American singer, songwriter, record producer and actor. He is best known for the 1990s hits "Touch Me, Tease Me", "Happily Ever After" and "The Best Man I Can Be" with Ginuwine, R.L. and Tyrese, as well as the early 2000s hits "Missing You" and "Livin' It Up" with Ja Rule. The latter two earned him two Grammy Award nominations.

Blackstreet is an American R&B group founded in 1991 by Virginia Beach, Virginia-based record producers Chauncey "Black" Hannibal, Joseph "Street" Stonestreet, and Teddy Riley. The group released four albums with Interscope Records between 1994 and 2003. They achieved moderate commercial success leading up to their 1996 single "No Diggity", which peaked atop the Billboard Hot 100 for four weeks.

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.

Troop is an American R&B group from Pasadena, California, United States. The group has had three number-one singles and ten top-ten singles on the Billboard R&B Singles chart. They have also completed five albums, which include three certified gold and one certified platinum album. TROOP is an acronym for "Total Respect of Other People". The group is most notable for a series of number-one R&B hits, including popular cover versions of the songs "All I Do Is Think of You", originally performed by The Jackson 5 and "Sweet November", originally performed by musical group The Deele. They also had a number-one hit with the original song "Spread My Wings".

Zhané was an American R&B duo of Renée Neufville and Jean Norris-Baylor, best known for their 1993 hit "Hey Mr. D.J.", which reached No. 6 on the U.S. Billboard Hot 100. Other popular hits include "Groove Thang" and minor hit "Sending My Love", both released in 1994. The group was part of Queen Latifah's Flavor Unit collective.