I don't know if it beats yours but I just heard Dion and the Belmont's "Runaround Sue" followed by The Avalanches - "Frontier Psychology".

I'm sure my IPOD could produce many odd combinations(I actually purchased a Hannah Montana...er actually Miley Cyrus song last week..it hasn't come up in rotation yet though...and I'm way over 14 years old.HA!)...anyway I heard "Cochise" by Audioslave followed by "Bein' Green" by Don Henley/Kermit The Frog(This song comes from the classic 90's album Kermit Unpigged)

My iPod could go from Against All Odds by Phil Collins to One by Metallica to Johnny Cash singing Cry, Cry, Cry to Bob Marley's Jamming to Come Sail Away by Styx to Ozzy belting out Crazy Train (BTW, those last three are my son's current favorite songs).