She was going to treat him to lunch. Jack liked this woman instantly. That was quadruple brownie points in his book. "You picked a fantastic location," and all the better because she was paying. Jack wouldn't mention that some of the decor didn't go that well together. It went well enough, showing that the decorator was either straight or ditzy. It was probably Grace.
She had that sort of taste.
"Haven't been here long as in 'The City'?" Small talk. Not usually given to it unless he was flirting with some cute young thing with a rear that could melt all resolve, it was the right thing to do at the moment. This girl was obviously lonely.