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She said, I know I was very wrong for the earring choice, but whatever, Im not gonna disrespect the moment because Im winning my first Grammy. Penelope Cruz at the LImmensita Photocall Penelope Cruz knows not only how to rock a preppy Chanel look, but she knows how to be the Queen of black looks

Bridesmaids can wear only this color shade or pair it with another neutral color to create a bolder look

Bloomchic Two-Piece Tiered Ruffled Hem Maxi Dress You'll get two looks for the price of one with this tiered ruffle maxi dress

Remember gingham and polka dots: These classic patterns add a playful, preppy element

But in 95, George Clooney showed a bit of support for his fave food spot with a graphic T-shirt from Planet Hollywood