So the first week will be all the songs that spent 1 week at #1 in 1999. Next week will be 1998, etc. I think it will be fun.
The last song to spend 1 week at #1 in the 90's was this song from the Will Smith remake of the classic 60's Western TV show, Wild Wild West. It features an interpolation of Stevie Wonder's "I Wish" and is a lot of fun.
I couldn't find the actual music video on YouTube, but here's a performance of the song from the 1999 MTV Movie Awards (which would have been before the song went to #1 (I think the Movie Awards are at the beginning of the summer and the Music Video awards are right before school starts...I can check this...yes. They were held on June 5, almost 3 months before the song went to #1))
Will Smith featuring Dru Hill and Kool Moe Dee - Wild Wild West (7/24)
And the other song that spent 1 week at #1 was this classic from Destiny's Child. This song is seriously so catchy. I think I prefer it to its thematic twin: TLC's "No Scrubs"
Destiny's Child - Bills, Bills, Bills (7/17)