I'm trying to 100% the game legitimately. The conditions to 100% the game and to get the epilogue are to get all butts pregnant once, getting Hanako pregnant twice, and having pregnant sex with her, which unlocks on the second pregnancy she has. Then getting Kurumi and Civia pregnant twice each.
To get Hanako pregnant you need to get her horny by doing all the lewd actions on her on the reception room, all the blowjobs and stuff, then win 2500 points in a single match in the cassino, 6 times i think, i forgot. But winning like 5000 points gives you two slots, and the slots reset after some turns of not getting the 2500 points jackpot. The only way to do it is by getting to the final rank, "S. Black", by filling the bar after you get to black. It's very grindy.
Then To get Kurumi you need to click on her after you got a certain amount of butts pregnant, i think you need to get the laboratory one to unlock it. Then you spend 100 points to remove her mask, change rooms and repeat. After a while you'll be able to lower her hoodie zipper for 500 points, do the same over and over, then start going up, cum on her breasts, take her hoodie off, massage her breasts, take her bra off, massage her bare breasts, all with increasing prices. Then once you've spent a certain amount on her you'll be able to do a very foward thing that will make her panic, that is the event. You'll get her pregnant there.
I'm still working on Civia and the second coming of Kurumi but i'll update here when i manage.