I see what you are saying. The exciting part for me has been - from time to time - to cause guys who were normally strong and never cried to cry, being filled with emotion and sadness. I can see how making a guy who is - using your definition - "overly sensitive" to begin with, cry is no big deal because he would cry over what you call "silly things" anyway, so his threshold is already low and bringing him to tears is no big deal. When a guy who normally does not cry cries because of a woman (say, because of separating from her), it is, by contrast, a big deal precisely because he is basically making a huge exception to the general rule, and that acknowledges that the woman has made a very significant impact on him. I plan to be nice, fun, and generous in the future and do not plan to cause tears in men anymore, but I admit that I caused them in the past and was happy I did. Causing an "overly sensitive" guy to cry would not have made me happy because there would have been no challenge in it for me, and I like challenges and winning low odds games.

I can see how a woman who does not necessarily prefer winning low odds games (winning as per her internal criteria - internal in her mind) might feel better, safer, and more at ease with somebody whom you would call "overly sensitive" - it just means that women are different and different women prefer different things. Back to OP: