39. (Tie) Lindsay Lohan

In 2006, the heavily freckled and occasionally pretty Lindsay dated:

a) Actor Wilmer Valderrama.

b) Greek millionaire Stavros Niarchos.

c) Frankly, who the fuck gives a shit?

After the death of director Robert Altman, Lindsay emailed his grief-stricken family to say:

a) "He left us with a legend that all of us have the ability to do. So every day when you wake up. Look in the mirror and thank god for every second you have and cherish all moments. The fighting, the anger, the drama is tedious."

b) "O Captain! My captain! Our fearful trip is done; The ship has weather'd every rack, the prize we sought is won."

c) "At times like this, we must not give in to the voices of despair. There will be victory in Iraq."


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