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Linda Hogan

After 24 years of marriage, Linda and Hulk Hogan’s 2007 divorce was a nasty one with accusations aplenty. Clearly happy to go their separate ways, Linda’s next move in the romance department was an interesting one. Then 49, she started seeing a 19-year-old who had attended high school with her daughter, Brooke, and son, Nick. Needless to say, her kids weren't thrilled by the news. "I'm totally freaked out," Brooke said at the time. "I personally don't like it at all, or condone." But Linda, who called Hill “an old soul,” moved forward anyway and even became engaged to her younger man in 2010. The relationship wasn’t without problems though – which they hashed out on VH1's “Couples Therapy,” natch – and earlier this year she announced the engagement was off. Too bad … we would have loved to have seen those wedding photos.

Celebrities who dared to date teenagers

January 1, 1970

As Taylor Swift’s young boyfriend, Conor Kennedy, heads back to high school, we look at other stars who have dared to date teenagers. -- By Suzy Byrne, omg! staff