For CDs, anything by Weird Al except Running With Scissors. Sure, its title and cover picture are both incredibly awesome, but it has to be the absolute worst Al-bum ever.
Hm, that reminds me, maybe look into the Weird Al show? Some parts of it really suck, but the commentary fills you in on what went wrong, and is also pretty cool itself.

Where are these lemmings going? The
Super Nintendo Super Shire! Hop in line and follow them there!