His older brother, Blair (played by David Moscow) is devastated by his mother's passing and immediately looks for solace by using psychedelic drugs. Around six months after his mother's death, Henry's father, Shep (played by David Morse) also has yet to get over the loss. He starts behaving in a juvenile fashion, like screaming while riding a motorcycle all around town.
Henry is also still traumatized by his mother's passing. As a result, his vulnerabilities get the best of him and just before graduation, he drops out of school. He becomes a hermit, hiding in the basement of his home, desperately trying to figure out the meaning of his life.
Henry also abandons his longtime friend, Merna Ash (played by Ashley Johnson) who is his best friend and in love with him. Instead, he goes for various vixens of dubious personalities. One such girl is Grace Chance (played by Jordana Brewster) who teases many innocent boys, stringing Henry along during many flirtations and dalliances - but it is clear that she could not be less serious about dating him.
Though Merna attempts to hide how she feels about Henry. She begins to pursue Tripp (played by Logan Bartholomew) - a music college student, but she is not really interested in him. Eventually, she and Henry find their way back together.