I may be wrong, but once you develop gyno, you can't reverse it with an AI or a SERM. Once those ducts are established only surgery can remove them completely. I've read where guys swear that Nolva reversed their gyno, but that goes against what the clinical studies say. What I think happens is once a guy gets off AAS, after PCT, he loses mass, dries out and the appearance is that gyno went away; but it really didn't. If it's bad, then of course it won't even look normal after proper PCT. That could explain why you seem to have some unexplained sensitivity.
Between the two, Aromasin will work better to reduce your E2 than Nolva. If you decide to go ahead with the cycle you proposed, you can reduce additional gyno from forming but you may still get swelling and sensitivity because the pathways have already been established. When you ask, "Will I be fine?" I don't think anyone can predict how your body will respond. I think you risk aggravating the condition but can mitigate some of the risk with Aromasin right away, not two weeks after you start.
Maybe someone who had gyno can better answer your question.