I finished the game with Bella (pregnancy marriage). I could not romance mother and other sisters. Is it possible to have physical relations with all of them and get them all pregnant?
Yea, Bella is the easiest and most natural progression. The others require doing things that would be contrary to the "right" thing.
Just had a finish where I got mom and 3 sisters preggers. Had everyone living on the island and in the epilogue it says I also got Riley and Adriana preggers. Rebecca, Nia and her gf/wife preggers. Alina, Ana and Kira preggers, Sasha, Miley and Sabine preggers. Bella's friend Megan preggers. I'm surprised it didn't say I pegged James too lol