40+ Celebs With Amazing Dating Histories, Ranked

Published on 09/22/2023
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Ryan Gosling

Ryan Gosling is one of Hollywood’s most well-known leading men. So it’s hardly surprising that his personal life has been extensively recorded. The celebrity has also worked with several other notable industry figures.

Ryan Gosling

Ryan Gosling

Fans watched the romances of actresses such as Sandra Bullock, Famke Janssen, and Rachel McAdams in the early 2000s. He later dated Kate Dennings, Blake Lively, Casey LaBow, Olivia Wilde, and, most recently, Eva Mendes.

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John Mayer

John Mayer is a well-known musician whose style has evolved significantly over the years. Many people, though, associate him with his early acoustic songs.

John Mayer

John Mayer

Fans rapidly got interested in the romantic elements of his personal life, not only his music, as they do with many singer-songwriters. We’ve seen him adorn magazine covers and party with celebrities like Jennifer Love Hewitt, Jessica Simpson, Taylor Swift (above), Katy Perry, Cameron Diaz, Rhona Mitra, and others.

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