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"Maybe, maybe not," she said Thursday (October 23) on Ryan Seacrest's KIIS-FM radio show, when asked if they were an item. I haven't really been answering the question much just because we're just really happy with everything and the way everything has worked out. "After my last two years, there's been a lot of things that happened, so I've learned just not to judge anyone and go into our friendship with an open mind and not really worry about the age or anything," she explained.Despite the significant age difference, Cyrus said that the Cyrus and Gaston families aren't judging the pair, especially because Gaston works with her dad, Billy Ray Cyrus, who "thinks he's cool." She added, "Our families are like, 'Whatever happens, happens.' If he's nothing but a really good friend, that's awesome.Gaston appeared as Taylor Swift's love interest on her 2008 music video for "Love Story", and also appeared on the pilot episode of the television series Glee, which premiered on the Fox network on May 19, 2009.In February 2010, Gaston began appearing on Simon Fuller's interactive reality show, the If I Can Dream webseries, which aired on Hulu. and the late Mary Kennedy, was due back at his posh boarding school, Deerfield Academy, in western Massachusetts on September 6.Talk about being in different places in their lives!
Gaston's costars were Ben Elliott, Giglianne Braga, Kara Killmer, and Amanda Phillips.But Swift isn’t the only mega-star who has pursued a relationship with someone who was still treading through his or her teen years.Miley Cyrus and Justin Gaston Before Liam Hemsworth was ever a thought in her mind, Miley Cyrus was head-over-heels for another older guy named … In 2008, when the “Hannah Montana” star was only 15, she started dating the 20-year-old model.In 2009, she announced their split on Twitter, writing, "Why does saying good-bye hurt so much? “We want to have a long engagement," Miley recently told Marie Claire.Jerry Seinfeld and Shoshanna Lonstein Jerry Seinfeld was at the peak of his success while starring in his iconic TV series, “Seinfeld,” and had his pick of ladies – not that there was anything wrong with that.