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After running into former Bachelorette Jillian Harris in L.A. April 2, the bold, eighteen-year-old heartthrob hit on the reality star, 32–and tried his best to get the digits, but was turned down becuase he is just way to young…..sorry Bro No Cougars today

But if she would have said yes it wouldn’t be the first time Styles has gotten involved with an older woman–the British pop star has also been linked to 32-year-old U.K. TV personality, Caroline Flack.

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