Throughout their relationship, Dexter and Judy had a lot of problems, until they eventually parted ways. We know that Dexter's main reason for courting Judy was the fact that she was extremely beautiful, and Dexter is a superficial man. However, these feelings have faded and he no longer has such a positive opinion of Judy.
Nevertheless, upon hearing the news of Judy's present, he is shocked. He finds out that she has lost her looks, and that her present is not as shiny as it could have been. Although he has no love for her anymore, his reaction shows that he still feel sympathy for her, and perhaps pity and compassion.