You can't do that for this game, because for many event, there are different variations/scenes (content) depending on what you did before. For the exact same event, you could be able to interact with a character as a friend, as a lover, as a slave, as an ennemy, or even as a male or a female, and multiply the possibilities by the number of characters in the event. Also in many cases events don't exist at all unless you did this or didn't do that. So even if you could do all the events, you would miss a lot of content.
My advice is : play it the way you like it a few times (maybe forcing you to make different choices you wouldn't usually make, you could have good surprises, focus on different characters/lights). Then try the walkthroughs, they will show you things you never discovered before, and then you can try to mix what you liked in your own playthroughs and what you discovered in the walkthroughs.
I played this game dozens of times and I always start from the beginning. I only use a save when making a choice I'm not sure I'll like or not so I could go back and continue my playthrough. This game is a rare chance to play an adult game and having fun for hours without ever being bored. Imagine if we could have so much lifespan for all our favorite games
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Sit back, enjoy a new playthrough and ask yourself "What am I going to do this time ?"
If the game was like you describe, I'd play once every 4-5 updates.