1. Johnny Depp & Winona Ryder
Johnny Depp and Winona Ryder began dating in 1989, and became engaged after just five short months. They broke off their engagement in 1993, but Depp was still left with his 'Winona Forever' tattoo, which he later changed to 'Wino Forever.' I guess he's got a thing for wine — at least now he does.
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