Here's my story. I moved a little over a year ago starting over in a new place and joined eHarmony not too long ago as a way to meet guys that I don't work with. My job is unstable to say the least (I am a freelancer). With the economy the way it is right now I barely keep my head afloat, I traded in a savings account for credit card debt. I almost feel guilty for dating because of my issues with money. With that said, I have been communicating with this seemingly great guy for a while now and we plan on meeting for the first time this weekend. We talked a bit about my career and he mentioned that I must be good at managing money and I said something without actually saying anything. Not sure of he picked up on it or not but he didn't seem to.

My question is, if all goes well with this guy, or any other match, when do I get real about the fact that I am basically broke and in debt? What if he brings up money on our first date? I do not want to lie but at the same time I don't want to scare him off. And is it fair for me to even date someone while being in debt?