I'd imagine that it'd matter a little bit.
I rarely, almost never ask people about their jobs. Why? Because most of the time, if you ask someone something, they're likely to ask the same question back.
I get uneasy whenever someone asks me because my frank and honest answer is that I'm unemployed (I get money from my parents and that's how I pay my bills).I wouldn't be surprised if this causes them to feel resentment, because they may be thinking "Why do I have to work and he doesn't?"
I know one girl asked me what I did for a living. I told her the truth, and I could tell she didn't like the answer much. Next time someone asks me, I might try to be funny (i.e. "can't tell you, that's a secret" or "if I tell you I'd have to kill you, and that would be a damn shame").
No earned income, I drive a pickup truck, I live with Mom and Dad, and I have no women. Go figure.
Needless to say, I make a point to avoid talking about how I make my money (because I don't), what car I drive (since it sucks), or my living situation.
Ben
P.S. For the record, I am trying to figure out a source of income. I only say this so you guys won't hate me too.