as Cosy already stated the first ingame time skip is approaching.
i am curious about how the state off LI's will be at that point, will Rachel start being integrated as a LI? same with Elizabeth?!
also will we get the requested and acknowledged to come Annebelle content?
Akira whilst also being a Main LI i doubt we'll see a lot on that front until we've hit the 3rd time skip and enter chp.4 "culinary college" unless a Cooking match won by the MC dramaticly changes that.
Note: Only 1 spoiler, and it is indicated below (but stated here by the dev, so only a spoiler if you haven't seen that post). Everything else has been hinted to, or said outright in V11 of the game.
My bet? Wrapping things up before the first time skip will have the following:
* Rachel will get the open job at the cafe as a waitress. Either that, or something will happen so that she will start to hang around the group more. The time skip will maybe smoothe out some rough edges of her prickliness, or not. MC will punish her accordingly.
* We won't see Hannah, or Catherine made official girlfriends. There will be progress on their story by understanding more about them, and the time skip will allow them to become more friendly with the other girls and like being at the cafe. It doesn't make sense to rush them into the harem yet, unless there is a major revelation at the next FF meeting. However, both girls have their own issues to sort out, which preclude them from being in the harem yet (Catherine's reluctance, Hannah's betrothal to Brian). It's going to just happen as time happens.
* Sarah will be made a girl friend. I doubt she will have sex with the MC. She is too shy, and MC wont rush her. So she might give the MC head, or something like that. She is also FF, so purity and marriage are also things to think about in her story.
* Akatsuki, Lucy, and Vicky will fall into their patterns, and we may learn more about their backgrounds, etc. Outside of that, really not much as they are part of the Harem already.
* Akari (I assume you meant that when you said Akira) - I bet something will happen. She is a tease, so I bet she would show up at the cafe or something and tease the MC. I doubt a cookoff will happen, and I doubt anything major will happen. Like you said, more for later acts.
* Elizabeth - She might have some plan, or something to deal with the FF, but I doubt she will come up with anything, or have much content, outside of maybe the next FF meeting.
* Alison - She will advise the MC, and they might have a date or something (like they did the previous Sunday). Doubt much progresses with her, outside of strategy and maybe learning more about her. She is a slow and steady kind of gal, and I bet it will be a time before she jeopardizes her headmistress job, for the MC. She will probably be more of a Act II or Act III character
* Misaki - She knows who the MC is, and MC pushes her gently, and she gets more confident. Doubtful anything major happens before the skip. I mean she has to think about her career. She is probably more of a Act 2 or 3 character.
* Annabelle - we may see her again, but doubt anything major happens unless it is at a FF event.
* #13 LI
(Charlotte) - (we haven't met, and doubt we will met her before the skip).
That covers the 13 main LI. Outside of that, we have a FF meeting, so there will be some Russell plot to change/sabotage things. I bet Jack calls Harriet (he asked for her number from Hannah), and start to try to fix things between Gilbert and Alison. There is the Goth event in the cafe the next weekend so I am sure there is another flyers escapade. There will be another school project meeting.
I doubt there will be a major cliffhanger at the time skip. This is a "Cosy" story after all, and most things will either be put on hold, gently marinate, or be wrapped up during the 2 month time skip. Based on what Cosy has said, there will be a detailed "this is what happened during the time skip" sort of montage. It is 2 months. Doubt any major milestones will be hit during that timeframe. There are logical breaks in the story, so that seems to be where things will be "put on hold". V12 covers Thursday and Friday. V13 will cover Saturday and Sunday, V14 will cover Monday and Tuesday (FF day). V15/16 will probably cover everything to get us to wrap everything up for the time skip.