Oh! Also, they seem to kinda stick to the same thing each time you have sex, like your guy might be a little hung up on groping Haato but a bunch of time. Usually, that seems to change after a few more times having sex so you might just have to keep trying. I know in Shuu's route, I ended up doing it with him around 17 times before the year was up and I managed to get all his Chibi drawing's but two that I'm still clueless on.