5. Hayden Panettiere & Milo Ventimiglia
In 2007, 17 year old Hayden Panettiere developed a close relationship with her 29 year old Heroesco-star Milo Ventimiglia, who awkwardly plays her uncle on the television series. The pair repeatedly denied being involved but were spotted holding hands publicly after her 18th birthday. Milo toldDetails magazine, “When you’re in the public eye, you try to keep whatever you can private.” The once illegal romance lasted a brief 2 years, ending suddenly in 2009. Hayden has a habit of dating older men. SEE ALSO: 12 Celebs who can’t hide their obsession with Fifty Shades Of Grey
Milo was 12 years her senior, and her current beau, Ukrainian heavyweight boxer Wladimir Klitschko, is 13 years older. The actress has been quoted as saying, “It was never a case of me making a decision, ‘I want to date older men,’ But I am drawn to people who make me up my game, who bring me up to their level. I want to be with somebody who is more worldly than me, somebody who can give me guidance and is completely secure and comfortable with who they are.”
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