I don't think humans are conditioned to generalize. I've seen people recognize patterns at incredibly young ages without intervention by parents or others. Yes though, you cannot ever possibly say something is 100% something all the time, but for the sake of simplicity and getting things done, that's usually what people are most interested in. Socially I think it depends on context but I've seen generalization be used with outliers, usually as warnings. For instance:
If you're driving and hear sirens, pull over immediately. Though sometimes you'll only want to when you're in a safe spot to do so.
Terrible analogy, I know, but I think it works. If you overwhelm people with a "remember all these locations in the world where you'll have to delay pulling over" in a stressful situation like driving I think less people would drive.
I can only account for women I've dated and they're usually fiercely independent, though I do hang out with women that could be considered 'not independent', and those types of women can be quite different. The women I date are weird with physical intimacy, sometimes they're in the mood for a hug but usually physical contact is kept to a minimum. ie, we don't hold hands, we only hug when saying goodbye etc. and they never ever want to talk about problems (either just to talk or what I want to do which is fix) but it obviously affects them. I was pretty much raised by just my mom for a long time and she has a hard time with logical steps (she absolutely hates math) but somehow I bring out solutions based on logic. In terms of other vectors I was usually a loner, and didn't pay much attention in class (looking back I was surrounded by women growing up; interesting). Outside during recess though I'd always see the kids just form into their groups intuitively, it was weird. Long story short, in my observations I've seen more intuition and presumption based on generations of advice (like buying a girl a doll even though she could grow up to hate them) than hard wire social brainwashing. Like if you ask kids "raise your hands if you want to be a nurse" the boys usually won't and some girls will; If you ask their parents they respond with either an "I don't know" or something entirely different.
Maybe I'm consistently dating weird women, I'm not sure. That sample size is too small to say, and it is just my observations so I don't know.