Not sure about if this is a bug or not, but currently you can marry before becoming a mayor (although all the dialogues refers that you already are)

Also, cali sex event (after recovering her sword) doesn't depict her virginity (not sure if there is a variation and its triggering the wrong one) nor she loses it

Can't complete a requirement 'cause the crafted item is called Leather Leather armor and doesn't recognize it as a fitting item

Another thing I noticed, is that the girls are just giving birth to boys, even with the chance generator at 20 (not sure if its a bug or just bad luck, but after 10 births just boys seems weird)