Slimm Calhoun - It's Okay (2000)

Billboard Hot 100: Did Not Chart
Hot R&B/Hip-Hop Songs: #35
Hot Rap Songs: #1

The first single from his only album, The Skinny

Gina Thompson - The Things That You Do (1996)

Billboard Hot 100: #41
Hot R&B/Hip-Hop Songs: #12

The first single from her debut album, "Nobody Does It Better".

Angela Winbush - Treat U Rite (1994)

Billboard Hot 100: Did Not Chart
Hot R&B/Hip-Hop Songs: #6

The lead single from her self-titled third album.

Sole featuring J.T. Money - 4,5,6 (1999)

Billboard Hot 100: #21
Hot R&B/Hip-Hop Songs: #9
Hot Rap Songs: #1

The lead single from her only album, Skin Deep.

Milestone - I Care 'Bout You (1997)

Billboard Hot 100: #23
Hot R&B/Hip-Hop Songs: #10

From the Soul Food soundtrack.

Shae Jones - Talk Show Shhh! (1998)

Billboard Hot 100: #88
Hot R&B/Hip-Hop Songs: #17

The first single from her only album, Talk Show.

Lloyd featuring Ashanti - Southside (2004)

Billboard Hot 100: #24
Hot R&B/Hip-Hop Songs: #13

The lead single and title track from his debut album.

DJ Jazzy Jeff & The Fresh Prince - Boom Shake The Room (1993)

Billboard Hot 100: #13
Hot R&B/Hip-Hop Songs: #21
Hot Rap Songs: #23

By 1993, the Gangsta Rap era was in full effect. In an attempt to keep up with the times, rappers from the "Golden Era" of the late 80s and early 90s tried (and mostly failed) to take on a harder image and sound. DJ Jazzy Jeff & The Fresh Prince (aka Will Smith) were no exception to this. This was the first single from the duo's fifth and final album.

Mya - Free (2001)

Billboard Hot 100: #42
Hot R&B/Hip-Hop Songs: #52

The third single from her second album, Fear Of Flying. The song was moderately successful, but couldn't match the success of her previous single, "Case Of The Ex", which was the biggest hit of her career.

Brandy - U Don't Know Me (1999)

Billboard Hot 100: #79
Hot R&B/Hip-Hop Songs: #25

The sixth single from her second album, "Never Say Never".

Shanice - When I Close My Eyes (1999)

Billboard Hot 100: #12
Hot R&B/Hip-Hop Songs: #4

After having a fairly successful career during the late 80s and early 90s, Shanice (who is most known for her 1991 hit single "I Love Your Smile") faded away from the scene in the mid 90s. After being gone for nearly 5 years, she made somewhat of a comeback in 1999 with her self-titled fourth album. This was the first single from that album and her last major hit.