Kristin Cavallari denies relationship with Jay Cutler but is caught in Chicago…again. Chicago is where Jay plays for the Chicago Bears. And where Kristin has been spotted three times in the last month. Pretty coincidental…huh?

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More pictures of Kristin after the toss…

Jay was supposedly dating someone else and said he only had one dinner with Kristin and that was it. He must have meant that was it for that day.

The reality star sipped on mimosas and nibbled on fries during brunch at Hub51 – then, later, headed for a dinner date at Joe’s Seafood, Prime Steak & Stone Crab with her Chicago Bears quarterback beau. The couple laughed and had great conversation over their filet mignon meal, a source says.

Hmmmm, brunch? It certainly seems a little bit more comfortable than just friends. And since Kristin is flying from LA to Chicago, there’s a bit of money involved too. Interesting. Do you think they can make a good couple?

Photos: Fame

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