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Regarding Harry, there is a way to gain friendship with him without getting involved in a "steamy" night. I believe there are two ways; the one I remember best (probably because it's the most hidden) is to talk to Diego, then go talk to Matt and then leave Matt's side to go find Harry. Matt won't let you go alone, and things happen in a significantly different way.

There is also something very important I wanted to highlight: I worked for several years as a clinical psychologist where I saw everything. The good, the bad, and the very bad. There is no way I am going to glorify sexual assault, rape, or anything that genuinely harms people in a lighthearted way. With Harry, yes, he is drunk and desperate for more drink—he is effectively lost. (Ironically, I recently saw a Critical Role series where one of the characters had very similar behavior, even drinking off the floor). However, it was something Harry himself wanted, and he threw himself at you. Now, you may not want that specific story. Well, I wouldn't do that in real life but some people may enjoy that kind of fun with each other and as long as both are fine with it, all good. I'm actually planing on talking about this in more detail in the next devlog.
But in trueclash nightclub, there are ways to work around it without having to make out with Harry. I want TrueClash to be full of secrets like this. Things that happen one way, but change entirely based on someone's presence or a specific decision you make.

I plan to revise parts of the older content to improve the presentation and the writing (I feel I'm better at both right now). Once I get to that part, I can check it and perhaps make it clearer that this is something he wants and even add yet another way of solving that situation without needing to make out with him or paying drinks. (try taking Matt with you and tell me if that aligns better with what you had in mind).

And thank you so much for your comments. These are very important to me as not only it allows me to share my opinion with you on some topics but may also alert me to parts of the game I may or can make better. 

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Thanks for taking the time to reply to this. I won't continue on the AI track because it sounds like you've had the argument before and me adding my two cents doesn't seem like it'll be a novel experience here, either.

On the second point, however, I do understand that Harry does consent to the actions, but even so, just from a player's perspective trying to indulge in the kiss really does make one feel uncomfortable with just how far gone he is. And maybe I'm doing something wrong, but I was aware of the option to take Matt with you when you talk to Harry, and unless I'm doing something wrong in that lead-up it still feels like a variation on if you take Harry to go hang out with Matt. I tried every option you could to see if things change, and I didn't get the hidden CG and I don't gain any friendship points with him.Which is the crux of my question. I've been really trying but I'm really stumped on what to do to progress the relationship with him.Inevitably, for me, the end of night one has things without any friendship or romance points attributed with Harry.Still gonna try again to see if I'm missing anything, but with what you're still describing it doesn't like chapter/night one has a possible option to progress the romance or spend time with him at the dorm. So are there plans to get on track with that if you miss the chapter one options?

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After reading what you wrote, I went to check, and you're right. You should definitely be able to go home with him anyway. I lost my dev project files for version 0.6, but I'm going to try to recover the dev version to fix this so you can experience it. In both routes, you were supposed to have enough friendship to end the night with Harry.

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Wait, what? We can take Matt with us in the club? I never saw that XD

That's something I need to try soon, then! Thanks for that, Corona. Also I'm like you, and I tried many things to get friendship points with Harry without kissing him, so I'm glad to see there is supposed to have a way to do so.