Glad to hear such high praise for our game! Thank you for taking the time to play it.
You'll be glad to hear that in 0.52 you can "reach out" to Nathan to get off Matt's route now.
As for the later repetition that's where Aeon comes in to play, giving you the option to play the MMO or Walk Around.
That sounds indeed very interesting, Nathan in general is a very "alive" character, despite his content being a little sparse in comparison. I really liked how he protests when you try to flirt with him after you've told him that you're already in a relationship :) I hope there'll be more of these, with other characters as well
Reading through your Patreon I also managed to find some more Kenzie content, very curious how a rewrite there will look like. Very intrigued about her clique, both as enemy and friend. In general liking a lot what Im reading over there
As for Walk Around Events, I did play through the little Aeon content that is currently available. Liking the Principal guy and Lucille going into a more PvP direction also looked interesting
My problem with the "Walk Around" is more about the RNG than the content (I suppose I did a bad job getting that across). This might actually be a bug or an oversight, so Im not entirely sure if that criticism is justified, but I noticed in multiple instances I failed to get the Mafia Favor because I didn't get the Karaoke event often enough or if I have a date in the evening Id skip that date because Walking Around would skip straight to bed time forcing me into a little bit of meta-gaming with save + reload until I get the correct time.
If I may be so bold, one solution I can think of would be to have Subplots (Karaoke, Market, ...) be available to the player after they've stumbled across it once by chance through "Walking Around" and after that is able to visit these places at their own discretion. This would ensure that you can finish the story lines you started, allow you to ignore the ones you don't care about more easily and give players ways to fine tune how they spend their free time, that control could then be used to have certain events be time restricted (e.g. Karaoke only during Dusk/Evening) further deepening and expanding the World Building. From there its easy to add another location to.. let's say visit your love interest on a weekend without her approaching you first.
As for missing dates because of time skips, having more places to visit can offer more flexibility on how time passes (going to the Strip Club would likely last until Night whilst the Market would only last till Dusk, etc). Being able to only sleep to a specific time at home would be a solution. I think it would be very interesting if you could watch TV at home (till Dusk/Night/...?). TV could be interesting to background information to some characters enhance the World Building or "advertise" in-town events that you can ask someone out on. Most importantly, it would be an easy way to include some Lucky fanservice which the game is in dire need off
I'm going on and on about this, apologies. Thank you again for the game, Ill be following your progress :)