ok one thing that I get slightly bugged by... put the effort into getting all the way to the end of the current content... and then there are less scenes...
First time i encountered this iirc was because the content ended in a state where nearly all the girls were realing from guilt from their actions from a pill...
Admittedly the reason this was so frustrating that first time is because in that particular version the memory system didn't work if you had renamed the girls (which I do)... so yes I can at least repeat some of what I like to see with memories now...
I guess it's kinda cliffhanger and leaves people wanting the next update, but it feels a little anti-climatic...
(this is just a ramble by me this time...)
I don't end updates like that to create cliffhangers, although that might be a side effect of it.
The reason is to end the update in a way that is easy to continue from, both storywise and codewise. And also to prevent people from replaying events that shouldn't be replayable, like when you give someone a pill, or have a breakthrough with a character, which often is the real "climax" of the update for that character. So I often create small "end-of-update" events for the characters as a quick and easy way to end the update, and also sometimes it makes sense in the story if the characters are regretting their actions as you mentioned.