I can't get over when the entertainment media machines churn out the idea that once people are successful enough, they are instantly attractive. My vote for the most un-attractive celebrity that we are supposed to take for granted as being hot, is Jennifer Aniston. The girl is unattractive to fugly in my opinion and in no way possesses an attractive face.
Allow me to demonstrate:
She looks like a man. Her nose looks like Marcia Brady's after being hit by the football, she has no cheekbones and is just plain not attractive. There is no reason this woman should be deemed beautiful except that she is skinny and can afford nice clothes. I know beauty is in the eye of the beholder, but I don't see many people beholding her if they weren't hoodwinked into believeing she was attractive.
Any other candidates welcome. It's not just unattractive people. No need to nominate Phyllis Diller. There's no fantasy world about her appearance. It's just people who are unattractive and are presented as attractive.