The contrast between Jason's two relationships is so telling! With Jenna, he fakes a stomach ache just to get out of shopping, but with the girl in the blue dress, his pain is real and she genuinely cares. The way she pulls out the thermos and meds shows how well she knows him. It's sweet but also sad seeing him realize what he lost. His Karma for Dumping Her really hits hard when you see how much effort she puts into taking care of him compared to his current situation. That final look on his face says everything about regret.