Well, if she takes the initiative I can see it happening after like 10 chapters of him being conscious of her but scared to reciprocate due to the age gap.I will be surprised if he actually does return her feelings, cause as it is now, it is clear he shows absolutely no romantic attraction to her.
Hopefully when/if it does happen, it won't be too sudden and unnatural of a shift in character for him.
Pls actual progress soon