Heather Mason -- Silent Hill 3
For reasons known only unto itself, Konami chose to sexualise Silent Hill 3's chief protagonist for the accompanying CD soundtrack cover -- the results were arguably more horrific than anything found in the game.
The fact that Heather Mason [[artnid:http://silenthill.wikia.com/wiki/Heather_Mason|is a teenager]] already makes this pretty creepy, but the addition of her haunted expression and that blood-smeared abattoir backdrop frankly beggars belief. The unzipped vest is also conspicuously lacking in cleavage. (Just sayin'.)