Responses

Assumptions are inherently imperfect, but if they happen to be correct then what's the problem. People guess about others relationships everyday and sometimes if they're good enough analysts they'll hit gold. Her position at work and at such a high level would mean that she's highly intuitive and attentive to other people's needs and minds, so this doesn't seem out of place to me. Plus she could also just be a fujoshi letting her imagination run free; she does seem to enjoy pushing buttons.
Idk why the people in the comment section think the secretary is trying to get these two together. She does not know yet why he has his sudden change of heart.