Zou

Man, I feel you. I'm so closed off of the rest of the world that when I speak with people I don't know bringing up any normie related topic is difficult, but mostly boring. I have to really get back into anime though. Been too much into Visual Novels lately, so much so that I cannot keep with what otaku watch these days.

If you think Aokana looks interesting, go ahead and play Walkure Romanze instead... similar scenario, much better execution.  As for Clover Days...  as an alternative, I'd suggest something like Otome ga Tsumugu Koi no Canvas or Ren'ai Karichaimashita (if you can't stand trap protags).   For Grimoire no Shisho... as an alternative (if you aren't just looking for a borderline nukige) I'd suggest Ou no Mimi ni wa Todokanai (if you want the fantasy setting) or Erect (if you want fantasy-ish girls in a borderline nukige).  Both are several levels above Grimoire no Shisho in quality. 
If you just want to go the Spartan route I mentioned above, I'd suggest playing Yurikago yori Tenshi Made instead of Leyline because 1) Leyline is essentially one game cut into three and 2)  Leyline uses the ladder-style story progression, which can be irritating.
Edit: Aokana is primarily a letdown because the protagonist is an irritating hetare who has an inferiority complex that drove me crazy throughout the entire VN.  The heroines all have their own issues, but that is a matter of taste...

I kind of found it interesting that the choices you did make were so... eclectic.  Aokana is just an outright mediocre game, Grimoire no Shisho is a borderline nukige (really a nukige, pretty much), and Clover Days is about as vanilla as it gets for moege. 
Leyline isn't really a good choice for a first game, unless you are going to go the Spartan route by deliberately choosing medium to high reading difficulty VNs from the beginning. 
I haven't updated that list in a long time, but I essentially chose those based on a combination of reading difficulty (4 or 5 on a scale of 1 to 10) with decent characters and/or story.  There are even a few kamige in the second tier (second tier tend to vary between five and six on the difficulty scale).  I'd give Leyline a 6 baseline and a 7.5 upper limit on reading difficulty, though it goes up if you aren't familiar with some of the terminology. 
Generally speaking, anything with a difficulty below 4 is a nukige, so unless you want to start with nukige, it isn't going to get any easier than the midline.

Ley Line is pretty easy, but it has a good plot and you wouldn't like to miss things, so just in case start with Clover Days, which is a charage, to see how you hold out, then read Ley Line.

Nice! It is very fun. Chapter 2 is a bit more dry and there is not much comedy to go around, but for me it works. Ramius best girl by the way.

I agree with your statement. Young people nowadays have a wide variety of media to get distracted with, specially with mobile phones. I don't know how it is in Japan, but the PC market must be pretty niche still, and very young males will either have a crappy PC which they barely use or none at all. If they have a good one they use regularly, they'll mostly play western games via platforms such as Steam, since that's the best bay of using a powerful PC. As for grown ups, and this is my personal opinion, they'd probably get pretty bored playing a dumb slice of life moege with a highschool setting after maybe 8 or 9 hours at work. If I had that kind of lyfestile with pretty limited free time and a lot of cash to spend on, I'd always go for plotges, nakiges or chuuniges. Of course, I'd always find the time to play a good comedy slice of life eroge from time to time, but if they are not interesting to play then it'd feel like I'm wasting my time since I'm not enjoying any good story or well developed characters. This has been more of a logical explanation based off my knowledge of Japan and also my personal preferences, but that's why I think the O so powerful charage/slice of life genre is dying.