A blog post from Gonch expresses some annoyance on his part when people ask what he does for a living. To help you fill in the blanks, he's a stay-at-home dad who gets to do all the shit that most people do in their free time.
Would I trade places with him for that freedom? In an f'ing heartbeat! Imagine being there to watch your kids grow up in a way that your parents probably couldn't. You get up and go to sleep mostly when you feel like it. Your hobbies can very nearly be full-time pursuits. And if you run a little Web site, you may even make a couple of bucks from it. Which part of that is a problem?
Gonch gets the impression that people ask him for the purpose of judging him. While I'm sure that there is a segment of the population that would in fact do this, I think it's a minority. Talking about what you do, that's a great starting point for getting to know someone. It has nothing to do with being a measure of success. Some pretentious professions may be a little heavier in this area (i.e., doctors, just ask Cath), but most people aren't like that.
For example, in my dating experience this year, it comes up pretty early. I can sympathize with Gonch's positiong somewhat, because my eHarmony profile was slugged as, "Internet programmer, wannabe film maker, coach, author," because I didn't want to be pigeonholed. But then, you also find out some pretty interesting things when you go a little deeper. You learn quickly that a current job has little to do with who a person really is.