1999 Soul Train Music Awards

Special awards

Quincy Jones Award for Outstanding Career Achievements

• '''Luther Vandross'''

Sammy Davis Jr. Award for Entertainer of the Year – Male

• '''R. Kelly'''

Sammy Davis Jr. Award for Entertainer of the Year – Female

• '''Lauryn Hill'''

Winners and nominees

R&B/Soul or Rap Album of the Year

• * Erykah Badu – Erykah Badu Live
• * DMX – It's Dark and Hell Is Hot
• * Jay Z – ''Vol. 2... Hard Knock Life''

Best R&B/Soul Album – Male

• * Tyrese – Tyrese
• * Maxwell – Embrya
• * Will Smith – ''Big Willie Style''

Best R&B/Soul Album – Female

• * Brandy – Never Say Never
• * Mýa – Mýa
• * Kelly Price – ''Soul of a Woman''

Best R&B/Soul Album – Group, Band or Duo

• * Dru Hill – Enter the Dru
• * LSG – Levert.Sweat.Gill
• * Outkast – ''Aquemini''

Best R&B/Soul Single – Male

• * Jon B. – "They Don't Know"
• * Tyrese - "Nobody Else"
• * R. Kelly – "Half on a Baby"

Best R&B/Soul Single – Female

• * Lauryn Hill – "Doo Wop (That Thing)"
• * Janet Jackson – "I Get Lonely"
• * Kelly Price – "Friend of Mine"

Best R&B/Soul Single – Group, Band or Duo

• * Brandy and Monica – "The Boy is Mine"
• * K-Ci & JoJo – "All My Life"
• * The Temptations – "Stay"

The Michael Jackson Award for Best R&B/Soul or Rap Music Video

• * Busta Rhymes – "Dangerous"
• * Big Punisher – "Still Not a Player"
• * Will Smith – "Gettin' Jiggy With It"

Best R&B/Soul or Rap New Artist

• * Lord Tariq and Peter Gunz
• * Mýa
• * Trin-i-tee 5:7

Best Jazz Album

• * Olu Dara – In the World: From Natchez to New York
• * Russ Freeman and Craig Chaquico – From the Redwoods to the Rockies
• * John Scofield – ''A Go Go''

Best Gospel Album

• * Ronnie Bryant and the Christian Community Choir – He's a Keepa
• * Fred Hammond – Pages of Life - Chapters I & II
• * Walter Hawkins and the Love Center Choir – ''Love Alive V: 25th Anniversary Reunion''

Performers

• Whitney Houston – "It's Not Right but It's Okay"
• Kelly Price and Da Brat – "Secret Love"
• Deborah Cox and R. L. Huggar – "We Can't Be Friends"
• Luther Vandross Tribute:
• * El DeBarge, Johnny Gill and Kenny Lattimore – "Never Too Much" / "Don't Want to Be a Fool" / "Wait for Love"
• * Whitney Houston – "So Amazing"
• Kirk Franklin and Nu Nation – "Love"
• R. Kelly – "When a Woman's Fed Up"
• Monica – "Angel of Mine"
• Lauryn Hill – "Everything is Everything"

Presenters

• Ginuwine, Traci Bingham and Next - Presented Best R&B/Soul Single - Male
• Nas, Monifah and Lisa Nicole Carson - Presented Best R&B/Soul or Rap New Artist
• Tia and Tamara Mowry, TQ and Tom Joyner - Presented Best R&B/Soul Single - Female
• Jon B., Cherokee and Herbie Hancock - Presented Best Gospel Album
• Destiny's Child, Erykah Badu and DJ Quik - Presented The Michael Jackson Award for Best R&B/Soul or Rap Music Video
• Valerie Hill - Presented Sammy Davis Jr. Award for Entertainer of the Year – Female
• Sparkle, Lord Tariq and Peter Gunz and Mystro Clark - Presented Best R&B/Soul Album - Male
• Timbaland, Eric Benet and Trin-i-tee 5:7 - Presented R&B/Soul or Rap Album of the Year
• Whitney Houston - Presented Quincy Jones Award for Career Achievement
• Tyrese, Naughty By Nature and Tracie Spencer - Presented Best R&B/Soul Album - Group, Band or Duo
• Mya, Outkast and Eddie Griffin - Presented Best R&B/Soul Single - Group, Band or Duo
• Don Cornelius - Presented Sammy Davis Jr. Award for Entertainer of the Year – Male
• Keith Sweat and Shanice - Presented Best R&B/Soul Album - Female