Yeah, I agree that this is a bad idea. I think it comes from David D'Angelo. It's one of the many things that I disagree with him about. I also disagree with some of Doc Love's stuff, but I digress.
I think the whole point of D'Angelo telling guys to ask this question is to weed out the ol "I have a boyfriend" thing, when you're trying to get the digits (or e-mail or whatever). It's just a way of not having to deal with rejection, or a way to deal with her objections to your advances.
I say skip this question entirely. Deal with the rejection or objections if they happen, or just move on. You don't need this Sh!t. Don't let her waste your time. If she wants to say she has a boyfriend when she doesn't, NEXT! If she does have a boyfriend, she's either willing to cheat on him or not. If she is, she's obviously not LTR material, but ... might as well get laid if you can.
I've been thinking about the whole idea of fear of rejection a lot and I'm about to post something on it, soon.
P.S. I've finally seen the light. While Doc Love and David D'Angelo do have some very good stuff. This board is the best place to learn. On here, you have guys with real world experience who can tell you what works for them, and what doesn't. You have plenty of room to disagree and argue different points. In the end, you may change your mindset. Which can be a good thing.
Most importantly, you get more motivation on this forum to take action. That is the most important thing. NO one else does it as well. Not Doc Love, not David D'Angelo, not Louis & Copeland,... BUT your fellow DJs inspire you to think differently and then to ACT on it. This has been a bigger key in my recent success than any guru's advice. In spite of the fact that I've posted some things recently that have really pi$$ed some people off. It served it's purpose for me. Hey, ya gotta break a few eggs to make an omelet.