I'm fairly certain that many would agree Condoleezza Rice is not the most attractive woman. So I thought I'd take on the challenge. I tried not to stray from her physical features, but merely work around them.
Main Source
Hair Source

(Make-up and cleavage created by me)

Good luck to all competitors!

Thora Birch

She has good days and bad days, I personally find her attractive as there is something about her. The original picture I used however portrays her in a very bad way :)

She was so washed out I had to hand paint all the shadows on her face too.

Mouse over (Before & After)

WIP

Soul singer Amy Sirachalet drank only the best, dressed only in haute-couture and dated the finest of Britain's esteemed uppercrust.

Source

Before and After

Richard Belzer (famous from Law & Order).

This guy's skin was like the moon, almost impossible to get right...

Original.

There are worse than Janeane out there, but this pic was pretty bad.
Original
WIP