23. Cher at the Oscars in 1998
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Cher is an American singer, actress and tv personality often referred to as the “Goddess of Pop” and her extremely rare low singing voice. She’s one of the world’s best-selling music artists and has won a Grammy, Emmy, and more.
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In 1998, she appeared in this gothic, dramatic Bob Mackie look with this over-the-top hat with fur exploding from the top. Not her usual look, but will definitely be remembered.
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