Interesting ideas, poorly executed. The main strength of Chicks Dig Jerks is in the long passages of dialogue rather than anything that involves the player, so this might have been better off as a short story, or part of a novel, than interactive fiction at all.
The characters are such broad caricatures that I just can't buy it when they have moments of profundity. Also, there are too many lines that only seem to be there because the author thought they were funny, rather than because they were something that the characters might actually SAY; since when do obnoxious jockish bros casually drop D&D references? I found the idea of a group of obnoxious bros being graverobbers much easier to swallow than that.
The puzzle you need to solve to get into the graveyard works on pure cartoon logic, and even in a game with a tone as inconsistent as Chicks Dig Jerks', it manages to clash badly.
The language is just unpolished enough that I'm not sure if "mediocracy" was a deliberate malapropism, but that gave me the biggest laugh of the game regardless.