The One-Week Shot

Second Year Hikaru Mochida has been crushing on his classmate Kenji Nagao since they were first years. After days of contemplation, he finally decided to confess to him on Monday on their school rooftop. It didn't end well as Kenji rejected him, preferring it if they were friends instead.

Devastated by the response, Hikaru sulked in his bedroom and stayed there until the rest of the week has ended. The weird thing is, after the week, he finds himself standing in front of Kenji on the rooftop moments after he confessed, as if he snapped out of a flashback. After another week of rejection, the same thing happened again, and ended up standing in front of Kenji after the rejection.

He came to a conclusion that he's stuck in a time loop that lasts for a week and to break the loop, Kenji must accept his confession. Knowing this, he did his best and tried every single method to convince Kenji to accept his feelings. How many more loops can Hikaru take for Kenji to finally accept his feelings and break the time loop?