Oh, I get that, but I still think it shows through for you. It's not just manipulation...that's a neutral quality in my opinion. There's something else with you. Arrogance, maybe?
I'm manipulative as hell myself, or I can be, and have to be careful to keep my persuasive skills reined in. I don't even know that "skills" is the right word. I'm just persuasive, and I always have been. I use manipulation to keep people comfortable in uncomfortable situations. They begin exhibiting anxiety, I loosen my body in some way (slide down in my chair a bit and flop one leg over the other, lean against a wall and cross my legs casually if I'm standing) or make a disarming joke or statement. I'm like a superhero of non-threatening and easy to talk to and it's largely deliberate (though my looks are helpful) (but I foster that, too, to some extent). I find it endlessly challenging and enjoyable BUT I'm genuinely doing good and meaningful work. I save lives by being easy to talk to in the emergency room. I stop abuse by being persuasive.
I'm not saying you should do what I do and I'm not saying money isn't valuable, I like it very much, but since you don't seem entirely satisfied with your life I wonder if the pursuit of it is really meaningful enough for you. What with you're experiencing these feelings of ennui.
But your generalizations get in the way of figuring out which is which. For example, rough girls are "real," polished suburban Houstonites are not. i would agree that the caked-on makeup women are shallow and stupid and internally ugly if not ugly both inside and out, but somewhere you're missing the nice women of your class and education and background. Were I your therapist I would ask about your mother right now.
(So, uh...what's your mom like?)