Heyo! Just wanted to say that I really love what you have so far! I've done all the routes up to the current end of what you have out (excluding Roswell's route), and I'll put the rest of my thoughts below a spoiler warning just to be safe ;P
***SPOILERS***
It's really well done, and the sex talks with Orlando and Dean regarding Dave's lack of experience caught me off guard with how upfront and good they were with their subjects! (especially since one of my prior experiences with NSFW VNs had no consent in one of the NSFW scenes....)
I love all of the main characters, except Roswell. It's been mentioned a while ago that Roswell is an asshole to everyone, including Dave at times. I don't blame him for not forgiving Tyson at the drop of a hat (nor would I expect him to), but his absolute lack of trust in Dave regarding Tyson is really dickish of him, especially that ultimatum he was leading up to (or that Dave assumed Roswell was leading up to).
But honestly? I don't think Roswell being an ass needs to be changed. Sometimes some people are just unapologetically rude and mean, and just pretend to be nice to a select few people for whatever their reasons are, and they won't change when confronted about it. It's not often to see this being portrayed in stories (at least not without said asshole friend acting almost comically cruel and the character they're friends with acting completely oblivious to this), and I think it'd be nice just to have that kind of experience shown in here.
But if that's not at all what you intended for Roswell, then I understand if you want to change that. After all, this is your story and your characters! lol
I look forward to future updates!