Do wish they'd expand a bit, focus on the family...I mean roommates, school girl classmates and teachers.Sometimes the number of quests can be tricky to determine the amount of content, as each quest can vary in size. That being said both Mary and Cara had two quests in total and their content seemed fine IMO. Could have been longer, but then again this game has its focus more on getting many women, rather than on expanding on a few.
Bill's quest is for certain just one because players can chose to opt out of it. While the same can be done for Linda (Bill's mom), more people are likely to do it for Bill due to the changing of gender.
Like the update with the principal, had the sister...I mean roommate and other classmates interacting...but wasn't enough.
And lord knows you don't introduce a girl and then do nothing with them. Why have Bill turn into a girl...especially if we mind wiped him...when he did nothing wrong and warned the MC...I'm all for an asshole MC, but I'd think fucking Sarah's mom (whom is a hottie introduced that has no content planned) betraying Sarah and now her family is more in line with the MC being an asshole then forced gender transformation of a male friend he has for years....just seems like a forced fetish that doesn't fit in the with rest of the game.