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I was worried about that when I went through his route, too. (I managed to get him by as MC's lover by August.) Despite having a full heart since June, I believe, I wasn't able to trigger his cut scenes until August. My advice is to focus on spending time with him during daytime. I think the day of the week matters more than the number of times you hang out with him since your heart is already full (i.e. if you missed hanging out with him on a Monday, try hanging out with him on that day the following week). Feel free to correct me if I'm wrong, though. Bottom line is: just keep hanging out with him during the day bc all that's missing is his cut scenes.

(Also, the audition for the wrestling anime doesn't really matter at this point: it only contributes to the heart meter. I didn't get that audition when I went through Toru's route too, but it didn't really matter in the end.)

I've noticed that too that you have to visit them on each day of the week every time you unlock a new friendship level sometimes tho a cut scene only triggers a week or 2 later, also i only managed to become lovers with Toru in August as well, had him stuck on full heart and last bit of star since May or June, dunno if Toru's route you only become lovers with him after the holidays because its a bug or it's just because of his personality and background story 

I managed to get his confession before July holidays. Stalked him every single day ever since the small piece refused to fill up and got it around a month later. Wasn't able to confess to him first though

well it was my first playthrough so maybe i didn't realize how it all worked or that i forgot a day to visit him instead of lvling something