This is a 48 year old single woman. She's been divorced for 15 years or more. She is my mother's friend and she has known me since I was a baby. I'm 19 now and living on my own. As a kid I always thought she was smoking hot but of course, I was a kid and I never put too much thought into anything. Recently, however, we encounter each other at the supermarket and we are a little flirty I guess. For the last five times, I've put my hands on her ass while hugging. She didn't react at all, infact the hugs were longer than usual. I wanna make a bigger move, but I don't know how on an older woman. Also our conversations are about really general stuff so it would be very sudden to just go for it. The best advice I've got on this is to invite her over a bar but I know she doesn't drink so it would be dumb.
I also have some hesitation because what if she doesn't feel my hands on her ass? What if she does, she is not okay with it but she doesn't want to be rude? I think this is not possible because she would have change her attiute but then again, maybe she doesn't even feel my hands.
I don't mind the age gap, but the fact that she has known me since birth may cause a problem, I need advice on this, help!