2000's Guilt (Bonus): T-Pain "Buy U A Drank (Shawty Snappin')" (2007)

Once upon a time, "Buy U A Drank" tied with "Soulja Boy (Crank That)" for the #1 guilty pleasure song of 2007. (By the way, today we we also discovered 2007 as without question the worst year for the past 20 years of music.)

This record should have recieved some kind of award for outstanding engineering, since the song itself is actually really fucking terrible.. But in the end, it gets pulled out of the ugly quicksand by some seriously shimmering production. Beyond this, we are lost for a defense. One important thing to note about this song, however, is that the vocal performance is nowhere near its best elements, and so we're lost as to why T-Pain ended up being featured in 90% of every song on Top 40 radio during the 2nd half of 2007. - TMK, 5/21/08