I'll take the time to respond to this since you took the time to give so much feedback
"Earning" the first slave is an idea, it's valid, even if I don't personally think it matters all that much. The other point I disagree with, historically slaves have had extremely varying levels of education and status. All slave societies had hierarchies.
I wholesale reject this notion. This is a tenant of game design that holds true for many regular games, but not imo for porn games - since the source of entertainment is not chiefly derived from overcoming a challenge, but the sexual content itself. Most porn games have no fail states, and only some have stopgaps to halt the player's progress. I get why you would want to do this, but for me personally - it is more a source of annoyance. That being said, this game's stopgaps are money, reputation, recommendations, energy and fitness. I think that's a fine system for a game like this, and while I agree with some of your other points I'll defend this position. I strongly believe people don't play these games for the challenge.
This is a baseless assumption. The family obviously has a lot of capital - legal and illegal, in the city. The player is meant to assume this based on the prologue, the note section and the dialogue with characters about the family.
Well the idea is that if you have the approval of the most powerful mob boss in the city most people would kowtow to your demands. Why would you need to bother with murder and rape if you're already in power? It's made clear in the game that the forces resistant to your family have been disposed of, bought out of or dismantled in the prior decades (labour unions, police, politicians, rivaling gangs etc).