If there's anything that would be an alternative explanation, it would be that Chris was never taught to respect others or earn what he wanted, and the result would coincidently be barb-like.
This. It makes a lot of sense actually.
Chris has always said that he was upset he didn't get super recognition for getting standard grades in art and whatever else it was. He wanted someone to publicly acknowledge that he was "great" and did "good". When no one did, he threw a fit. Chris doesn't understand that there are other people out there that did way better work than he did (to get the awards) and that he had to earn them by doing above standard work.
We also see this belief in almost every single girlfriend email ever. Chris literally puts nothing into a relationship. He thinks that drawing his girlfriend a picture is extreme work that he should be compensated for through meetings and sex. He didn't even respect Caitie enough to understand that she CLEARLY didn't want to be in a relationship.
"Chris, don't call me heartsweet"
"Well, I feel that way for you, so that's what I'll call you"
"Chris, we aren't in a relationship"
"Oh I know, we are in an open relationship with mutual feelings"
"No Chris, we aren't"
"Come on! You can't tell me you didn't feel things for me!"
"Chris you couldn't handle a relationship; open or otherwise. We decided to just be friends"
"THAT'S NOT GOOD ENOUGH! I'M MAD AT YOU NOW FOR ALL THE HURTFUL THINGS YOU'VE SAID!"
Chris has no respect for anyone but himself.