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I would say, even with a walkthrough, you can get a respectable number of playing sessions out of it (2-3 hours each). While still not having seen every last bit of it. I myself picked it up 2 times already, after walking away from it for a while, expecting to actually just repeat stuff and then stumble across completely unknown stuff, even new characters being introduced. I started with 13.2 and i know i have not completed it yet, damned maid events are elusive and can only be progressed once a week :D

TL;DR

Nice mixture of chained questline events and standalone rng single events to discover. Not to mention there is an update droping the next week or two, according to the Patreon announcements. Which is for me personally a really exciting thing i look forward to.

(+1)

do you think i should just wait for the new update or do i download it now?

I think at this point you might also just wait for the update to drop. Although i can hardly imagine that you can pull through with all the content that is already there until the update comes out. So it is your call, as long you do not binge play the current version all you "suffer" is having already some progress ready.

Have nothing else to play, then DL it right now.

How to raise pleasure during i only have one option for level 1 the rest only work on level 2

Remember that most students have a weaknesses, exhibitionism, masochism, being lesbian etc...

So depending on who it is the stats of actions are not always the same for every girl.

And for rachel and Cassandra what can i do?

spy on Rachel's room then you should be able to buy the aloe vera 

Thanks and for Cassandra 

for Cassandra if I remember right you need the remove skirt rule passed then you can also use the aloe vera cream on her 

Usually about a month between release on Patreon and release here, so downloading now and seeing if it is your thing isn't a bad idea.