Yes, there was a long discussion about it, and it was closed (for a reason!) Let’s keep to the topic at hand and not restart that controversy.
Assuming that the boy in question is not opposed to women learning Gemara, it depends if she is clearly trying to show off for him or genuinely loves to learn. If the former, she needs to learn to relax and present a true picture of who she is. If the latter, he needs to appreciate that this is a part of her personality. Maybe he’s not looking for a “chavrusah”, in which case he does not have to keep dating the girl. But there are plenty of boys out there who will see the beauty in what she is doing and like her all the more for it.
My father z”l was a baal teshuvah. He met my mother shortly after becoming religious and did not know a lot about Judaism. Since my maternal grandfather z”l was an Orthodox rabbi, my mother was knowledgeable enough to help my father with his learning (starting with teaching him to read Hebrew!) She told me once that when one of her friends from seminary heard what she was doing, the girl said to my mother, “I don’t know about this. I think the guy is supposed to know more than the girl.” I think a good portion of the “shidduch crisis” stems from this type of attitude. Why is it that the men need to be older, taller, smarter than the women? It’s like the pattern of male dominance is set up right from the start, so that there is no chance of the two being equal partners in a marriage.
No doubt I will get all sorts of anti-feminist responses to this calling me names and declaring my views heretical, but I couldn’t hold back. This issue touches a personal nerve.