May 1999
In the early part of the month, 98 Degrees and Korn were retired, providing space for new videos from Star Wars, the Backstreet Boys, and eventually, Will Smith and Jennifer Lopez. Finally ‘N Sync was not number one every day. Finally.
5/3/99 Monday
10. "Why Don't You Get a Job?" by the Offspring
9. "Blue Monday" by Orgy
8. "Stay the Same" by Joey McIntyre
7. "Give It to You" by Jordan Knight
6. "Bawitdaba" by Kid Rock
5. "The Hardest Thing" by 98 Degrees
4. "Livin' la Vida Loca" by Ricky Martin
3. "No Scrubs" by TLC
2. "Freak on a Leash" by Korn
1. "I Drive Myself Crazy" by 'N Sync
Notes:
- Sheryl Crow visits
- World premiere video from The Phantom Menace
5/4/99 Tuesday
10. "Why Don't You Get a Job?" by the Offspring
9. "Stay the Same" by Joey McIntyre
8. "Give It to You" by Jordan Knight
7. "Blue Monday" by Orgy
6. "Bawitdaba" by Kid Rock
5. "Livin' la Vida Loca" by Ricky Martin
4. "The Hardest Thing" by 98 Degrees
3. "No Scrubs" by TLC
2. "Freak on a Leash" by Korn
1. "I Drive Myself Crazy" by 'N Sync
Notes:
- Kennedy visits
- Announced: 98 Degrees 61st day
5/5/99 Wednesday
10. "Stay the Same" by Joey McIntyre
9. "Blue Monday" by Orgy
8. "Duel of the Fates" by the London Symphony Orchestra and John Williams
7. "Give It to You" by Jordan Knight
6. "Bawitdaba" by Kid Rock
5. "The Hardest Thing" by 98 Degrees
4. "Livin' la Vida Loca" by Ricky Martin
3. "No Scrubs" by TLC
2. "Freak on a Leash" by Korn
1. "I Drive Myself Crazy" by 'N Sync
Notes:
- London Symphony Orchestra debuts
- Five visits
- World premiere Backstreet Boys video
- Announced: Korn’s 61st day
5/6/99 Thursday
10. "Duel of the Fates" by the London Symphony Orchestra and John Williams
9. "Blue Monday" by Orgy
8. "I Want it that Way" by Backstreet Boys
7. "Give It to You" by Jordan Knight
6. "Bawitdaba" by Kid Rock
5. "Livin' la Vida Loca" by Ricky Martin
4. "No Scrubs" by TLC
3. "The Hardest Thing" by 98 Degrees
2. "Freak on a Leash" by Korn
1. "I Drive Myself Crazy" by 'N Sync
Notes:
- World premiere Britney Spears video
- Backstreet Boys debut
- Brendan Fraser visits
5/7/99 Friday
10. "Stay the Same" by Joey McIntyre
9. "Give It to You" by Jordan Knight
8. "Duel of the Fates" by the London Symphony Orchestra and John Williams
7. "No Scrubs" by TLC
6. "Livin' la Vida Loca" by Ricky Martin
5. "The Hardest Thing" by 98 Degrees
4. "Bawitdaba" by Kid Rock
3. "Freak on a Leash" by Korn
2. "I Want it that Way" by Backstreet Boys
1. "I Drive Myself Crazy" by 'N Sync
Notes:
- Reese Witherspoon visits
- Kid Rock: highest ever
- TRL Wannabes
5/10/99 Monday
10. "Blue Monday" by Orgy
9. "Duel of the Fates" by the London Symphony Orchestra and John Williams
8. "Sometimes" by Britney Spears
7. "No Scrubs" by TLC
6. "Livin' la Vida Loca" by Ricky Martin
5. "Bawitdaba" by Kid Rock
4. "The Hardest Thing" by 98 Degrees
3. "Freak on a Leash" by Korn
2. "I Drive Myself Crazy" by 'N Sync
1. "I Want it that Way" by Backstreet Boys
Notes:
- Britney Spears debuts
- 98 Degrees retires (65th day)
- Missy Elliott visits
- World premiere Missy Elliott video
5/11/99 Tuesday
10. "Duel of the Fates" by the London Symphony Orchestra and John Williams
9. "Give It to You" by Jordan Knight
8. "Blue Monday" by Orgy
7. "No Scrubs" by TLC
6. "Bawitdaba" by Kid Rock
5. "Livin' la Vida Loca" by Ricky Martin
4. "Freak on a Leash" by Korn
3. "Sometimes" by Britney Spears
2. "I Drive Myself Crazy" by 'N Sync
1. "I Want it that Way" by Backstreet Boys
Notes:
- Ricky Martin visits
- Korn retires (65th day)
- World premiere R. Kelly video
5/12/99 Wednesday
10. "Duel of the Fates" by the London Symphony Orchestra and John Williams
9. "Give It to You" by Jordan Knight
8. "Why Don't You Get a Job?" by the Offspring
7. "Blue Monday" by Orgy
6. "No Scrubs" by TLC
5. "Bawitdaba" by Kid Rock
4. "Livin' la Vida Loca" by Ricky Martin
3. "Sometimes" by Britney Spears
2. "I Want it that Way" by Backstreet Boys
1. "I Drive Myself Crazy" by 'N Sync
Notes:
- Britney Spears visits
- World premiere Will Smith video
5/13/99 Thursday
10. "Give It to You" by Jordan Knight
9. "Stay the Same" by Joey McIntyre
8. "Blue Monday" by Orgy
7. "Duel of the Fates" by the London Symphony Orchestra and John Williams
6. "No Scrubs" by TLC
5. "Livin' la Vida Loca" by Ricky Martin
4. "Bawitdaba" by Kid Rock
3. "Sometimes" by Britney Spears
2. "I Drive Myself Crazy" by 'N Sync
1. "I Want it that Way" by Backstreet Boys
Notes:
- World premiere Geri Halliwell video
- Viewer Appreciation Day Aaaah, the feeling of being appreciated…
5/14/99 Friday
10. "Duel of the Fates" by the London Symphony Orchestra and John Williams
9. "Give It to You" by Jordan Knight
8. "Wild Wild West" by Will Smith
7. "Blue Monday" by Orgy
6. "No Scrubs" by TLC
5. "Livin' la Vida Loca" by Ricky Martin
4. "Bawitdaba" by Kid Rock
3. "Sometimes" by Britney Spears
2. "I Drive Myself Crazy" by 'N Sync
1. "I Want it that Way" by Backstreet Boys
Notes:
- "Shot Out" Friday
- Will Smith debuts
- Orgy visits
5/17/99 Monday
10. "Give It to You" by Jordan Knight
9. "Duel of the Fates" by the London Symphony Orchestra and John Williams
8. "Blue Monday" by Orgy
7. "Wild Wild West" by Will Smith
6. "No Scrubs" by TLC
5. "Livin' la Vida Loca" by Ricky Martin
4. "Bawitdaba" by Kid Rock
3. "Sometimes" by Britney Spears
2. "I Want it that Way" by Backstreet Boys
1. "I Drive Myself Crazy" by 'N Sync
Notes:
- Jennifer Lopez visits
- World premiere Jennifer Lopez video
5/18/99 Tuesday
10. "Duel of the Fates" by the London Symphony Orchestra and John Williams
9. "Look At Me" by Geri Halliwell
8. "Give It to You" by Jordan Knight
7. "Wild Wild West" by Will Smith
6. "No Scrubs" by TLC
5. "Livin' la Vida Loca" by Ricky Martin
4. "Bawitdaba" by Kid Rock
3. "Sometimes" by Britney Spears
2. "I Drive Myself Crazy" by 'N Sync
1. "I Want it that Way" by Backstreet Boys
Notes:
- TRL’s largest crowd ever
- Geri Halliwell visits
- Geri Halliwell debuts
- Backstreet Boys visit
5/19/99 Wednesday
10. "Blue Monday" by Orgy
9. "Give It to You" by Jordan Knight
8. "Wild Wild West" by Will Smith
7. "Duel of the Fates" by the London Symphony Orchestra and John Williams
6. "No Scrubs" by TLC
5. "Bawitdaba" by Kid Rock
4. "Livin' la Vida Loca" by Ricky Martin
3. "Sometimes" by Britney Spears
2. "I Drive Myself Crazy" by 'N Sync
1. "I Want it that Way" by Backstreet Boys
Notes:
- World premiere Madonna video
5/20/99 Thursday
10. "Duel of the Fates" by the London Symphony Orchestra and John Williams
9. "Look At Me" by Geri Halliwell
8. "Give It to You" by Jordan Knight
7. "Wild Wild West" by Will Smith
6. "Livin' la Vida Loca" by Ricky Martin
5. "No Scrubs" by TLC
4. "Bawitdaba" by Kid Rock
3. "Sometimes" by Britney Spears
2. "I Want it that Way" by Backstreet Boys
1. "I Drive Myself Crazy" by ‘N Sync
5/21/99 Friday
10. "Look At Me" by Geri Halliwell
9. "If You Had My Love" by Jennifer Lopez
8. "Bawitdaba" by Kid Rock
7. "Give It to You" by Jordan Knight
6. "Wild Wild West" by Will Smith
5. "Livin' la Vida Loca" by Ricky Martin
4. "No Scrubs" by TLC
3. "Sometimes" by Britney Spears
2. "I Drive Myself Crazy" by 'N Sync
1. "I Want it that Way" by Backstreet Boys
Notes:
- Jennifer Lopez debuts
5/24/99 Monday
10. "Look At Me" by Geri Halliwell
9. "Blue Monday" by Orgy
8. "No Scrubs" by TLC
7. "Give It to You" by Jordan Knight
6. "Wild Wild West" by Will Smith
5. "Livin' la Vida Loca" by Ricky Martin
4. "Bawitdaba" by Kid Rock
3. "Sometimes" by Britney Spears
2. "I Drive Myself Crazy" by 'N Sync
1. "I Want it that Way" by Backstreet Boys
Notes:
- World premiere Limp Bizkit video
5/25/99 Tuesday
10. "Blue Monday" by Orgy
9. "No Scrubs" by TLC
8. "If You Had My Love" by Jennifer Lopez
7. "Wild Wild West" by Will Smith
6. "Livin' la Vida Loca" by Ricky Martin
5. "Give It to You" by Jordan Knight
4. "Bawitdaba" by Kid Rock
3. "Sometimes" by Britney Spears
2. "I Drive Myself Crazy" by 'N Sync
1. "I Want it that Way" by Backstreet Boys
Notes:
- Lit visits
- Jordan Knight visits
- World premiere Goo Goo Dolls video
5/26/99 Wednesday
10. "No Scrubs" by TLC
9. "Give It to You" by Jordan Knight
8. "Beautiful Stranger" by Madonna
7. "Wild Wild West" by Will Smith
6. "If You Had My Love" by Jennifer Lopez
5. "Livin' la Vida Loca" by Ricky Martin
4. "Bawitdaba" by Kid Rock
3. "Sometimes" by Britney Spears
2. "I Drive Myself Crazy" by 'N Sync
1. "I Want it that Way" by Backstreet Boys
Notes:
- Madonna debuts
- World premiere Lenny Kravitz video
5/27/99 Thursday
10. "No Scrubs" by TLC
9. "Beautiful Stranger" by Madonna
8. "Wild Wild West" by Will Smith
7. "If You Had My Love" by Jennifer Lopez
6. "Nookie" by Limp Bizkit
5. "Livin' la Vida Loca" by Ricky Martin
4. "Sometimes" by Britney Spears
3. "Bawitdaba" by Kid Rock
2. "I Want it that Way" by Backstreet Boys
1. "I Drive Myself Crazy" by ‘N Sync
Notes:
- Damon Wayans visits
- Limp Bizkit debuts
- Steve Harwell from Smashmouth phones
- World premiere Smashmouth video
5/31/99 Monday Memorial Day
20. "My Own Worst Enemy" by Lit
19. "Where My Girl’s At?" by 702
18. "See You Around" by Jesse Camp and the 8th Street Kids
17. "Stay the Same" by Joey McIntyre
16. "Whatever" by Godsmack
15. "Millenium" by Robbie Williams
14. "Why Don't You Get a Job?" by the Offspring
13. "Look At Me" by Geri Halliwell
12. "Slippin’" by DMX
11. "Beautiful Stranger" by Madonna
10. "Give It to You" by Jordan Knight
9. "Nookie" by Limp Bizkit
8. "If You Had My Love" by Jennifer Lopez
7. "Wild Wild West" by Will Smith
6. "No Scrubs" by TLC
5. "Livin' la Vida Loca" by Ricky Martin
4. "Bawitdaba" by Kid Rock
3. "Sometimes" by Britney Spears
2. "I Drive Myself Crazy" by ‘N Sync
1. "I Want it that Way" by Backstreet Boys
Notes:
- TRL’s Blow the Boat Barbecue on the Isle of MTV
- Limp Bizkit’s Fred Durst visits
- Limp Bizkit performs "I’m Broke" and "Nookie"
- TRL blows up the boat everybody came in (courtesy of Fred Durst)
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