Honestly, I have to wonder what your agenda is dating a woman you are old enough to be the grandfather of. It probably would make you feel young, invigorous, and fantastic - for a while. But once the excitement fades are you prepared to deal with the reality? One thing that enters my mind is that you would be making a commitment to parenting these children, likely on a near full time basis. How old are you going to be when they are old enough to leave the home? Is this realistic to you? At what age is she likely to be when you are no longer around? What would the reality of that and impact to her be? I am sorry to be such a pessimist but these are things you must ask yourself. Finally, in what way would you be enriching the lives of her and her children?