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Hi! You have to have both his heart meter and his stars full. Just keep spending daytime with him, he should confess to your MC at some point

(With Toru, he confessed in mid June after a long time of non-stop stalking lol)

I struggled a bit with filling Hikaru's star meter myself at first. Make sure you pay the guard at the tv station so that you can see Hikaru there as well, overwise you won't be able to see all his scenes and get into a relationship. If money is a problem, you can get your bribe money back starting may by talking to the guard at the cinema and doing his quest after you have gained access to the tv station.

Hope this helps!