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Pop Radio Top 20 | |||
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12/3/1999 | |||
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| 1 | 1 | Smooth Santana w/ Rob Thomas | 14 |
| 2 | 3 | Waiting For Tonight Jennifer Lopez | 8 |
| 3 | 5 | I Knew I Loved You Savage Garden | 6 |
| 4 | 7 | Back At One Brian McKnight | 6 |
| 5 | 2 | Mambo No. 5 (A Little Bit Of...) Lou Bega | 14 |
| 6 | 4 | Steal My Sunshine Len | 14 |
| 7 | 10 | I Need To Know Marc Anthony | 8 |
| 8 | 6 | (You Drive Me) Crazy Britney Spears | 12 |
| 9 | 9 | Unpretty T.L.C. | 20 |
| 10 | 11 | Then The Morning Comes Smash Mouth | 5 |
| 11 | 8 | Larger Than Life Backstreet Boys | 12 |
| 12 | 13 | Meet Virginia Train | 5 |
| 13 | 14 | Shake Your Bon-Bon Ricky Martin | 3 |
| 14 | 12 | Will 2K Will Smith w/ K-Ci | 4 |
| 15 | 18 | What A Girl Wants Christina Aguilera | 2 |
| 16 | 15 | Where My Girls At 702 | 15 |
| 17 | - | I Wanna Love You Forever Jessica Simpson | 1 |
| 18 | - | Bring It All To Me Blaque w/ J.C. Chasez | 1 |
| 19 | 20 | American Woman Lenny Kravitz | 3 |
| 20 | - | My Love Is Your Love Whitney Houston | 1 |