Hello,
I am a recently divorced 56-year old father of two older teenagers who is out and about, trying to meet people organically, mainly looking to find new friends but why not more if with the right person. Having been out of the "game" since my early thirties I am not sure how best to handle this and would appreciate some advice from women who have probably been on the receiving end of this at some point:
During a recent evening (a sort of "meetup"), a much younger woman (probably thirties) who came to that meetup with a much older guy took pains to tell me he is "just her friend", she is recently divorced, very much single, has no kids, was very smiley and flirty, was wearing a very deep decolleté which at least suggests the possibility she is trying to attract male attention, and she asked for my number, and has now texted me, not with any concrete proposal to meet but it felt like a first step to "stay connected."
The thing is, aside from the fact that I am way too old for her anyway and also at a different life stage, I found this particular woman to be nice enough, but physically quite unattractive, and also not that interesting to talk with. I did not say "no" to giving her my number when asked, because that would have been a rather public rejection (there were other people around), but I also do not want to encourage her to pursue something that is not there.
I did respond to her text, trying to do so in a way that was polite and considerate without being at all encouraging. Why did I respond at all? I generally do not want to be rude to people unless it is necessary, and also, I may well attend future gatherings of this "meetup" so we may organically cross paths again, so if I am rude or totally ignore her, it would be that much more awkward.
This may turn out to be very easy: maybe her text was an invitation to ask her out, so maybe I all need to do is to avoid taking her hint, and that will be that. However, since she asked for my number, she may well follow that up by trying to organise an individual meeting with me (basically a date). If that happens, I am not sure whether it would be kinder to ignore her, to be "busy" that day without making a counteroffer (and repeat being busy as many times as needed), or to give her some other response that is more direct but may also then be more hurtful.
Any advice would be much appreciated. I do not want to unnecessarily hurt her or anyone else's feelings, and I am also not going to date someone whom I do not want to date.