Most Buzzed-About Oscar Dates of All Time

From Angelina and Cher to Natalie and Ben, see who floored Hollywood with their memorable plus-ones


YEAR: 2009
When Aniston and Mayer showed up at the post-Oscars Vanity Fair party together, they finally confirmed what everyone already knew: They were a couple. But was this "outing" a coincidence or calculated move? That same night, Aniston's ex, Brad Pitt, would be making his first Oscar appearance with new flame (and Mr. and Mrs. Smith costar) Angelina Jolie.

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