15. Pretty RickyEmerging with their mid-aughts hit "Grind With Me," Pretty Ricky somehow managed to lower the bar when it came to heartthrob groups with baby-oil-smeared chests. It's excellent that they've got great abs, and they certainly have the right to wear their shiny jackets wide open. But their musical sensibilities are questionable; someone in the group seems to have decided that New Jack Swing was too subtle. Pretty Ricky's rap-R&B hybrid is so tasteless and tacky, even, that it could make Mariah Carey blush. The point here is seduction, but it's hard to be seduced when you're nauseous. -Ben Westhoff
Now, I don't know anything about Pretty Ricky, so maybe they are that bad. But #15 worst all time seems harsh.
In an effort to determine if the ranking is accurate, I went to youtube and found the video of their highest rated single, "Grind With Me" from 2005.
You judge for yourself:
http://youtu.be/AdJtw7vS1E8