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Steven Tyler, Erin Brady

Will the third time be the charm for Steven Tyler? The 63-year-old Aerosmith rocker must have been thinking yes when he proposed to girlfriend Erin Brady over Christmas. Brady, 38, first met Tyler -- who is 25 years her senior – when she was working as the band’s accountant and the two began dating in 2006. As for Tyler’s womanizing ways, Brady tried an interesting approach. "I just said, 'Hey listen, if you play, I'm gonna’ play,'" she said on Oprah Winfrey’s new show “Oprah’s Next Chapter”. "He didn't really like when he was on the other side of that scenario."

Celebrity Holiday Engagements

January 1, 1970

Celebs including Steven Tyler, Matthew McConaughey, and Aretha Franklin spent their holidays the same way -- getting engaged! Take a look at the latest crop of stars ready to say "I do."