I used to work at a place that served alcohol and a milf (42 to my 21; at the time) waitress would sneak me drinks while we were both working. One day she commented that I should be careful because she might be trying to get me drunk. I replied "you wouldn't have to" (a rare smooth moment for me at that age). She started 'charging' me kisses for drinks; we were making out before long. After everyone else left I fucked her that night at work.
Women have different mindsets when they're older. They are usually taken care of (independent, divorced, widowed or cheating), so these women will be more attracted to looks and be more aggressive. Well to do women middle-aged women are just as superficial about looks like guys--they don't need power/money, so they are after healthy genes. They will even game young, good-looking guys (870's right: she opened with a disqualifier) If it was just the two of you she might flat out attack you; but in public she must be more indirect. She may also be insecure and want to save her pride.
Just find a way to let her know you think she's hot and she's not being a silly old lady. She will probably do a lot of the work. However, she is still a woman. You can't be a pussy and if you show alpha characteristics that's a bonus. I had to punch through some LMR with the milf co-worker, even though she was very flirtatious and sexual all day. So, you still need to relate man to woman even if she games you. She's just opening and skipping the bitch shield and shit tests.
suggestions:
here, give me your number... I'll call you in 20 years
In 20 years you'll be saying the same thing to my son, except you'll be 20 years older... we might as well do this now.
The problem with being young is I'm so impatient--I have to have everything now.
In 20 years I'll be married with a family--better strike while the iron is hot!
Actually I have Benjamin Button syndrome--I'm 60 years old and you're too young for me.
you get the idea... just sub-communicate "I want to fuck you too"