How about I take advantage of an older woman's insecurities?
What kind of insecurities do you think that this woman has?
She hides them quite well, but she let her feelings out a few times which made me think she feels lonely.
I think that you should just be kind to her instead. It is mean to take advantage of a woman's insecurities.
The fact that she is lonely makes her a great target for me.
Preying on this woman's loneliness shows poor morals on your part as it is manipulative and selfish. If you like someone, show them your true strength and love by supporting and being there for them to help them address their loneliness.