Hey folks, it's author-kun here. So yeah, I haven't updated in a while and haven't written anything for this site other than this chapter of this story. I may continue this, but there's like 90% chance that I won't, so I'll just tell you what happens.
Hachiman realizes he doesn't really have to do anything and so he continues to live his life the way he's been living. Then there's some incident again with Sagami (much more low key than the one in the show) and Hachiman confronts her. Once again, Hayama is the hero, but this time Hayama tries to befriend Hachiman and actually resolve the differences between Hachiman and Sagami (so Hayama actually wants to be a bro here, a genuine buddy).
So yeah, Sagami is the girl Hachiman gets, and they become friends enough in two weeks so that Hachiman is able to make her pretend she is his gf to convince Yui and Yukino that he wins. He gets all the benefits, but he feels kinda bad because he isn't having a "real" relationship, and so he "breaks things off" with Sagami. They get together for real soon after that, I guess.
Uh, I was basically gonna write all that but perhaps with a bit more humor? Ye, yea, that's what I thought. Oh well, lol.
Btw, here's a cool breakdown of what happens in Season 2 in the anime (not by me); I think this is well written. questions/37932/confusion-about-ending-of-oregairu-season-2
And now, some of my original rough ideas from way back when I started this fic.
Chapter 2 will be a bit more serious. However, start out with Hikigaya being really happy because he realized that he can weasle his way out of trying to get a sigother and get free food for it. He remarks how Yukinoshita made a tactical mistake in paying for Pansan cafe food. Yukinoshita in reply would just say that they should get closer as a club or some other reason when convinced by Yuigahama.
It's Hachiman getting advice from hiratsuka sensei, both of them agree that this isn't genuine, but sensei says how it may lead to something genuine. So Hachiman resolves to keep his eyes open for "opportunitites," but he remarks how he probably won't take them and how he really doesn't mind the free food. As long as Yuigahama keeps herself ahem to herself.
By the end of this chapter, show Yukinoshita's perspective during last chapter's events at least once, show Hachiman thinking about what he can do while he goes home and how he ends up just playin with Vita-chan and doing his hw and sleeping, show Hachiman and sensei counselor meeting, and have him walk home and encounter Isshiki, with 8man internally groaning and then accepting his fate as a worker for the StuCo pres.
Maybe in next chapter, 8man can be thinking (muttering audibly out loud due to habit) about how Isshiki is actually smart, driven, dependable, and cute. Silence and hilarity ensues. Next chapter could also be encounter with Sagami.
Hayama is the wingman who poses idea of sagami. Hachiman goes to him to get social help, and hayama is also glad. This could be a frienship fic too!
Maybe use Jojo menacing characters near hiratsuka sensei
The End (for now [?])