Well, Chris had a pretty hard life when you think about it from a certain point of view. His parents were in their forties when they conceived him, which meant that they wouldn't have had the energy to properly raise a child, not to mention the associated health issues that could arise from such a conception. His parents rarely told him no, which led to a feeling of entitlement on his part for anything (like gifts or girlfriends). His autism made getting friends very hard for him, and led to numerous oddities that happened due to his parents not wanting to get him treatment. His galpals were being compensated, and thus weren't really his friends.
If he weren't such a goofball and asshole, he'd be a (more) tragic figure.