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The Many Men of Singer Taylor Swift

Jake Gyllenhaal

In October 2010, Taylor Swift started dating actor Jake Gyllenhaal. The couple went to great lengths to keep their relationship a secret, but they were caught together several times by the paparazzi. The duo dated for two months before they called it quits. According to reports, Jake broke Taylor's heart and in an interview with Vogue magazine she admitted the breakup was hard for her.—XFINITY Music Staff

(Photo by Kevin Winter/Getty Images for AFI)

The opinions expressed are solely those of the author and do not necessarily reflect the views of Comcast.

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