he knew early on into your relationship that something was a little off about you. though quiet, wakatoshi is very observant, especially when it comes down to his girlfriend, you.
before you two got together, he only depicted you as the "perfect" student. because that's what you really were. in honors classes alongside him, teacher's assistant, extracurriculars, multiple clubs, all that jazz.
he began to draw close, and it's only then he really saw what was behind all those nothing-under-a-hundred percent scores. surely juggling so many things at once would appear to be difficult to anyone. except to wakatoshi, you're on a whole different level.
"sleepless nights" was a literal term when it came to you. 6pm to 6am. he wonders how you do it, and is terribly concerned about it, too. how you manage to stay up that long? he doesn't know. is it just a "power" you have or are you forcing yourself to do so?
and my, did these newfound facts about you hit him harder when your relationship began? yes. yes, it really did. so bright and smile-y at school, only to slump in your desk chair and study like a robot, sometimes even cry.
his heart twists when he sees you cry. all he ever knew of you was your spectacular grades and image at school. he's glad that he found out about this, that you're burning yourself out. it only gives him more reason to help.
"she's upstairs studying." your family informs him. being your boyfriend and all, wakatoshi became a frequent visitor to your home, and vice versa.
studying, he thinks silently. he's not surprised. politely excusing himself, a total gentleman he is, he makes his way up to your room... and you're sleeping. not on your bed, though.
a blanket draped over your back, face down on your desk, cheek against the cover of a textbook. "jeez." he mutters, walking over to you. "baby," he says softly. he'd hate to wake you up, but he can't just leave you like this. "let me help you to your bed, please?"