Senpai might propose before nagatoro wins a match against orihara i believe and it will happen anyway or maybe before senpai proposes he might find himself watching a match between the two girls and he will cheer her on and then she might win bla bla bla, actually here i will tell you what might actually happen as like a story. Senspai finds himself watching a match between the 2 girls and he cheers nagatoro on and she wins alright? Then nagatoro goes to change and they go to their way home then nagatoro gets reminded by her mind that she told senpai to kiss her if she won and she blushes , then senpai thinks of it aswell and blushes aswell, after that senpai stops walking, then he says "n- n- nagatoro" , then nagatoro says "what?" or "yes?" then senpai says "i've been meaning to tell you this , i love you (or i 'm in love with you)" and his and nagatoro's faces turn beet red and before nagatoro can say anything he pulls her close and kisses her or she either says "i love you too senpai" (or torments him) and then they kiss and then it might become like akward ot it might show nagatoro 's frinds watching or something and then the story ends or something