Celebrity Relationships With A Huge Age Difference


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20. Hugh Hefner and Crystal Harris (60 years)

The playboy himself Hugh Hefner seems to be living the life every guy dreams of. His party lifestyle and sharing roommates with playboy Bunnies got him to land Harris, who was just 26 and he was 86 years old. The 60-year-old age gap doesn’t seem to be an issue as long as the money and the lifestyle are there.


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