@Cursed_death
It's kind of intimate? I wouldn't like my friends or co-workers touching my hair, unless we are flirting... And I definitely wouldn't like being touched by them (anywhere) when I'm unconscious or sleeping (which is what happened here). That lap-pillow was questionable but he did it out of concern for her health and resting on a lap is different than touching with hands.
Lastly, there are people who simply don't like being touched at all so he's just being considerate.
@Kanami-chan
Touching women anywhere without permission with your hands while they are asleep or unconscious is a quick way to be called a creep and be bitch-slapped.
@Kanami-chan
I think he cares so much (too much!) exactly because she's his crush... I mean, he doesn't know if she would like being touched by him or not and you kinda don't want to make things to your crush that she would hate.
Also, they weren't flirting - she was sleeping. Unless you consider touching sleeping girls "flirting"