Regarding this "big breasted woman" who is "DM's Pet:" putting aside female
NPCs hating her, wouldn't female
players object strenuously to such a blatant display of misogyny?
"So who's the woman? Your cohort?"
"She's not a cohort, she's my pet."
"Uh . . . so, this cohort or accomplice or, um, 'pet,' as you call her - what's she like, personality wise?"
"She has big breasts."
Unless this is some kind of deliberate, satirical farce that seeks to make social commentary on perceptions of women in gaming, your DM is a deeply flawed individual. He is of age to be an adult and act with maturity, but by your assessment he is indeed socially retarded by about five years. I understand Umbran's statement above, but really, racism, bigotry, and misogyny
are real life problems and I highly doubt (given your assessment of his inadequate grasp of social interactions) he leaves it behind when he leaves the table. More likely he has a life ahead of him dishing out lecherous stares, talking down to women, making unwanted advances, and generally being a pest.
Are you
right to hate him? Who can say if hate is ever right? But is it
understandable? Oh yeah.
PS - I wouldn't blame the guy trying to play the girl as long as he seems to be acting in good faith - at least he's trying to wrap his head around a different mindset, even if he's failing miserably.