You know what? I just realized something and it annoys me greatly. People have been complaining about the Rylan-specific content updates. While I considered it unfortunate, my feelings for this have multiplied when I started my Submissive bottom negative respect playthrough as opposed to my usual Dom Top positive respect playthrough. In order to trigger Rylan's scenes in the latest updates (at least most of them), you need to have his desire or friendship levels at a specific minimum value that I don't know. And trying to play the game without relationship cheats for the second playthrough has made me realize how bad the issue was. I picked almost (but not completely) friendship and desire-aiding options with Rylan. And I couldn't trigger him to want to date me until I used cheats. In this game, relationships are only so farmable as the same interactions do NOT yield the same increases. If you go back and redo the dialogue then (for the most part) relationship changes stay fixed. There are exceptions, for example: asking for sex from Rylan increases your desire for him every time... up to a point. So let us see what are the flags to look for. You need to respond positively to Rylan damn near every time. This means acting properly upon meeting him, having sex the right way, taking his side vs Katari (which is the wrong answer unless you know to look for what is coming ahead in which case it makes no sense), paying his immense debt before the Battle for Power chain ends without expecting payment back and oh my god so many things... AND THEN, you have to decide not to kill him or treat him poorly in the cell. I think the only time I didn't act maximally optimal to him was taking Katari's side and telling him he should be a slave while he was in prison. 2 mistakes that prevented me from being in a relationship with him, locking me out of most of the content in the last 2 updates.
This is way too much to ask for and look for small content benefits and the Rylan relationship ends for both dom and sub players is the best content in the game IMO. Also because of the way this game is released, many players will be left high and dry for content for a long time. It is a very specific problem that is fine for other RPG games, but really bad for this one. I can't imagine what we are going to fuck with when Galiano and Garth get an official update especially if we can influence either of their rule over the city.