I actually have very little issue with Kira setting up Ann. Kira has basically been the bad sheep of the family and disapproved of even by Ann for her choices, so helping Max is Kiras way of proving to Ann and herself that Ann is just as flawed.
Ann could take the moral high ground and find another way (she tries this with a maids job in one of the versions) but this is Kiras version of the Jokers "one bad day" faced with a similar situation Ann would be no better than Kira (and is arguably worse)
I could make a case that the sisters are levers to help move Anns moral compass but that seems rather sociopathic the alternative being that they are more like collateral damage and as long as everyone's having fun why stop the party.
Olivia is a bit of an issue, Max hooks up with Olivia, happy couple and occasional threesome with Lisa and ... there's no linkage to anything else that's kind of End of the game Max with Olivia and maybe Lisa, Ann with Eric and Alice with Kate.
There's sort of a route into Alice via Kate and Max's Voyeurism but Ann is a very hard route to work to
Unless you go the Eric sex slave route with Olivias mum and then there's a whole new set of headaches
As an asideI always find it interesting Eric gets everyone bent out of shape (either for or against) but no one cares about exclusivity with Kira who's off doing porn movies half the game
the thing with Olivia and Max is that Max is hooking with Olivia, but Max is doing this to also get closer to Lisa. She is the focus, Olivia is the bonus, and Olivia accepts that since she is attracted to Lisa and find incest hot, as she used to tease her dad. It all begins with Max encouraging Lisa to get closer to Olivia to also get closer to her boyfriend.
The problem is that Max is stupid in the original and don't really care if Lisa hooks with Alex (who is trying to literally drug them both, one of them being his sister
), but aleksey fixed that bullshit in the older version and got hid of Alex quick.
The "missing link" you are searching for is Max, the MC, as it should be, he is the one that is corrupting and influencing all the girls, making them all getting more used to dressing less, getting accustomed with his pervertness, making them more horny for his cock (not much going on personalitywise I'm afraid) and accepting it, little by little
The lever idea is basically what the original was already going for, Ann trying to teach Lisa shit that she already knows and do daily with Max, and Lisa being a smartass brat pushing boundaries with Ann so she can accept her and Max doing stuff quicker, those scenes were actually pretty hot and I would love to see aleksey's take on them. Alice could be actually the one that proposes Ann to turn into a camgirl since she would be making bank by the time Eric disappears doing shows with Max.
I would rather no one would turn into a camgirl actually but I don't see Alice not turning into one with the story as is right now, and the only other option I see for Ann is for her to be a housewife being provided for by Max cameras. Either way with the cameras they are all in practice already camgirls/pornstars, this only will make it consensual. This is probably the only endgame possible with a premisse like that.