the fun quality of this story is in how funny the dynamic is. the important thing to remember is that, she does not dislike him and is not against his advances. he is just too good at causing her magic to trigger.
it's "stalker-ish" behaviour, but not on the level of an actual stalker.
he is very aware of her romance ideals, which is likely why he is being all the more proactive. because if he follows her pace this manga would be 10years of very little happening, most of it incredibly lukewarm 😅