"Yeah..." he said quietly, hoping that she was telling the truth when she said that she was going to be fine. Dean knew 'fine' wasn't always the most truthful word in the world, after all, he had been just 'fine' after his Dad died, he had been 'fine' after making the deal that landed him in hell...hell, he was still just 'fine.' It was one thing to outright lie about being ok at times, but another thing entirely to worry that your girlfriend was doing it. He wanted better than that for Jo.
"Are you hurting?" Somehow, the way he asked the question, he didn't just mean physically.