Integrated art and technology education is characterized by new platforms for more affordable and even free software are now available to make digital art. Among them, digital storytelling can be viewed as one kind of digital art since it requires students to use a series of logical steps to make video art including designing storyboards, editing images and audio, adding transitions between images, and inserting background music and voiceovers. In this article, this researcher explores middle schoolers’ digital storytelling activity and seeks to find out the following puzzles including 1) How do middle schoolers develop their hero stories via digital tools? 2) What difficulties do students encounter in making their digital stories? The study found that digital storytelling can foster students’ storytelling, creativity, and problem-solving abilities. Specifically, students feel confident in using Photo Story 3, a video-making software, to make their digital hero stories. Students also develop a sense of gratitude to those taking care of their lives. Suggestions are also made by this researcher in the end.