This game is an adult visual novel. In its construction, the story is the driver of the game, with the delectable sexual adventures there to enhance the player's fun, but not drive the story.
As such, in a real sense, the choices made in a story-driven game are expected to pull your character to certain events and, consequently, away from others.
There is no "easy" get. You don't get a harem. And even the sexual choices will have consequences. So, yes, more than one playthrough is going to be necessary. That's the way it's designed. It's the way Depraved Awakening, Philly's previous game was designed, so this structure should not be a surprise to anyone by now.
As for a walkthrough, Philly has provided one to his patrons in the past and has plans to update one in the future. His focus, as always, is on the game first, then the custom renders for his patrons, fun stuff in general and eventually support stuff like the walkthrough. In the meantime, there are fan walkthroughs that are quite detailed.
Sorry if the format doesn't quite appeal to you, but don't expect it to change. And, believe me, I'm in your category when it comes to Victoria. I will say this, though, if you're even a smidgen of the fan I am of her, you have to play this chapter. Even if it's a struggle for you to get there. The payoff is soo worth it.