The Kind-Hearted Smart Aleck

A few years ago, a good friend of mine met this gal at work and she immediately thought this lady and I would click. As soon as my friend got home, she told me all about her. She was: Kind, generous, educated, attractive, etc. I hadn't heard my friend so excited about setting me up before, so the feeling was contagious. This gal, we'll call her Jackie, and I talked one evening and she seemed very personable at first, very social, not uncomfortable at all and she even asked me to meet up with her that night at this place where she was babysitting. I wasn't sure how comfortable I was with that proposition, but thought, "What the heck? It's probably better to meet sooner rather than later." When I arrived there, the lady whom she was babysitting for had arrived. So, there I was, at a place with this gal, Jackie, two kids and the kids' mother, none of whom I had met before. Awkward? Yeah, usually, but I was up to the challenge that evening. Right from th...