One More Time: Best Songs of the Late 1990's and Early 2000's - Final Four
In the hallways of my Catholic middle school in 1999, getting caught with the CD booklet for Britney Spears' "...Baby One More Time" album was tantamount to smuggling soft-core pornography into the building. Who needed Playboy when we had our own girl-next-door with supreme talent and an adorable Southern drawl to boot? "...and she's only 17!" we'd shriek, implying that if we just hit the weights and got our permits over the summer we'd have a chance with the biggest star in pop music.
Sadly, our paths never crossed. Britney and I didn't end up together, but she can claim the next-best prize by winning this made-up tournament and staking claim to the Best Song of the Late 1990's and Early 2000's. Vote now.