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Posted Fri, May 6, 2011 2:58pm EST

Kate Gosselin & Ian Somerhalder Both At The Kentucky Derby This Weekend: Will They Cross Paths?

Even though we’re pretty positive Ian is dating his ‘Vampire Diaries’ co-star Nina Dobrev — do you think Kate will make a run for Nina’s man?

Wouldn’t it be something to see single Kate Gosselin flirting with Vampire Diaries hunk Ian Somerhalder? It actually might happen this weekend because they’re both in Louisville, Ken., for the 2011 Kentucky Derby! We know the mom-of-eight wants an “older man,” but who could resist Ian?

We know the Kate Plus 8 star, 36, will be at a guest at the Barnstable Brown while Ian, 32, will be not to far away as a guest at the Julep Ball — both on May 6. We know it’s far-fetched, but wouldn’t it be an interesting match? We wonder what Ian’s girlfriend Nina Dobrev would have to say about it!

Along with these two stars, Miranda Lambert, Nick Lackey, Vanessa Minnillo, Erin Andrews, Audrina Patridge and many more are expected to have mint juleps in hand at the Derby and the big parties!

— Chloe Melas