I go out with single dads and childless men alike, and some of the latter admit while others appear to be uncertain about the logistics of dating a single mom. On the other, our lives are likely both wonderful and challenging in ways that childless woman's are not. Plus, it tells her and any other woman, for that matter that she was your Plan B for the evening. Which she may be. But if you really want to see her and invest time in getting to know her, give the woman plenty of time to sort out her schedule.