Then: The Grammy-winning rapper began her career with Dr. Dre’s Aftermath records but soon became the first lady of Ruff Ryders, along with DMX and Swizz Beatz. She released three studio albums and produced hits like “Let Me Blow Ya Mind” (feat. Gwen Stefani) which earned her a Grammy for Best Rap/Sung Collaboration in 2002.
Then: The four man band composed of brothers hit the scene in 1990 and released their hit album Forever My Lady, featuring songs like “Come and Talk to Me” and “Stay.” The group’s success lasted eight years before they decided to take a break in 1998, leaving K-Ci and JoJo to come together and become their own seperate entity apart from their group Jodeci.
Now: Since their heyday in the ’90s Jodeci’s career has been mired in scandal after scandal. Founding member Devante Swing was arrested in 2010 for drunken behavior and the group’s recent attempts at a comeback didn’t go so well—fans booed them off stage at a recent concert in London. But brothers K-Ci and Jojo are staying on the road having recently joined the Ladies Night Out Tour with other 90s bands like Silk, Jagged Edge and Dru Hill.
Then: Karyn White took the late 80s and early 90s by storm with her self-titled platinum album that garnered the help of big name producers L.A. Reid and Babyface. After a successful music career that lasted almost ten years, White left Warner Bros. records and decided to set her sights on starting a family.
Then: Deemed the 18th most successful act of the 90s by Billboard Magazine, En Vogue no doubt had it going on back in the day. All six of the group’s albums seen success on the Billboard R&B charts and the quartet has received seven Grammy nominations, six American Music Awards and five Soul Train Awards throughout their group career.
Then: The eight-time Grammy Award winning soul singer and rapper hit the hip-hop scene in 1991 as the front woman for the Fugees. Hill also made her mark on the silver screen in the 1993 film Sister Act 2: Back in the Habit. After a successful run with her music group, Hill decided to begin a solo career in 1998, dropping The Miseducation of Lauryn Hill, which earned her five Grammies.
Then: Sister’s With Voices had us “Weak” in the 90s with a string of jams like “I’m So Into You” and “You’re the One.” Their 1992 debut album, It’s About Time, went triple platinum. Despite the group’s long-standing success, the trio decided to go their separate ways in 1998 and went on to pursuing solo careers until they made a group comeback in 2005.
Then: Joe’s career saw it’s breakthrough in the latter part of the 90s when he signed to Jive Records in 1997 and dropped his first album under the label, All That I Am. The platinum album took the 13th spot on the Billboard 200 and contained hits like “Don’t Wanna Be a Player” and “All the Things Your Man Won’t Do.”
Then: Jon B. kick started his career in 1992 as a songwriter for Babyface and wife Tracey Edmonds. During this time, the singer also wrote songs for legends like Michael Jackson and R&B diva Toni Braxton. Releasing two albums in the 90s, Bonafide in 1995 and Cool Relax in 1997, Jon B. was best known for his smooth R&B sound, especially on hits like “They Don’t Know,” “I Do” and “Are U Still Down,” featuring rap legend Tupac.
Now: For a while it seemed the Brooklyn-bred rapper made headlines for all the wrong reasons—everything from assault to menacing a neighbor with her cellphone. On the bright side, she has a fan in Nicki Minaj, who called her “one of my biggest influences in the game.”
Then: The Harlem World artist debut with Bad Boy Records in 1996 in his first feature on 112’s chart topping remix to “Only You.” Working alongside partner Sean “Diddy” Combs, Mase landed features on some of the biggest hits of the 90s, like B.I.G’s “Mo’ Money, Mo’ Problems and “Can’t Nobody Hold Me Down.” Harlem World, Mases’ first solo LP, peaked at #1 on the Billboard Pop and R&B LP charts in 1997.
Then: After ending their New Edition streak in the 1980’s, former group members Ricky Bell, Michael Bivins and Ronnie DeVoe came together to create Bell Biv DeVoe. In 1990 the group released their first and most successful album Poison, which hit number 1 on the Billboard R&B/ Hip-Hop chart and tracks like “Poison” and “Do Me!” took the number 3 spot on Billboard’s Hot 100 chart.
Ginuwine’s sexy smooth vocals landed several of his songs on the top of the Billboard 200 charts in the early 90s. Working closely with Missy Elliott and Timbaland, Ginuwine shined with major hits like his 1996 “Pony.” In 1999 Ginuwine and Timbaland went their separate ways and the singer paired his talents with producers like R. Kelly.