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So, you do prefer the older anime over the LN. huh? Well, that was definitely unexpected. I have always seen both of them as two different things that cannot be compared to each other by any means. While the novels are more of a psychological drama, the older anime adaptation is clearly a horror one with so many psychological elements. Unlike so many people, I actually think that Boogiepop anime>Lain. One interesting thing about this anime is how it fits perfectly in Boogiepop series in general. You can, without any problem, place it between the first and second volume and nothing will ever change. From a wider point of view (coming from a person who has re-read the first 3 volumes and owns physical copies for them & re-watched the older anime 3 times), Boogiepop(2000) is downright one of the smartest, if not already the smartest anime I’ve ever seen. It maintains the novel’s very same structure of expanding the stories’ threads, one after another, then connecting all the pieces to form the whole picture while completely changing its genre to dementia. It’s dark, grotesque, and truly manages to be frightening. But there is something about the anime that makes it clearly inferior to its novels. Despite saying that both of them are quite different, Boogiepop Phantom doesn’t have direct or straight-forward thematic approaches that are all connected. I can see you disagreeing with me, but what Phantom gives you is basically some scattered, over-the-place, and disjointed themes throughout the entire story. It surely ties up all the threads in terms of narrative and story but never tried to do so when it comes to its themes. The novel, however, has a much stronger sense of place and themes. Also, being horror is not Boogeipop style at all, even if I said that it was an excellent choice. However, I can see where you are coming from since you seem to be a big fan of Cyberpunk works in general.

Bu the way, since you are a VN reader, do you have a Vndb account?

Interesting to see a fellow fan of Boogiepop series. But what picked my interest is that you placed it above Lain, which made me wonder: You like Boogiepop more than Lain?

Sure, sorry to keep you waiting - my discord is 掟上今日子#1182

The general consensus is that the best routes are Arcueid and Hisui and I would tend to agree, though I think Akiha's is pretty underrated. Ciel's (particularly the good end) manages to be so bad it's good.
It's far from the best VN I've played, but people tend to seriously understate its long-term influence.

Since you seem (proportionately) more into Light Novels than most people and you like Bakemonogatari's anime, I'd recommend giving Nisio's stuff a read, especially Zaregoto and Boukyaku Tantei.

I take it you like Tsukihime?

Oh hey. Don't think I've seen you before. Glad to see another Marylander at least.

The length certainly plays a good factor, but mostly because I've watched both Index series back when they aired and disliked almost everything about them, so I just don't have any interest in the franchise.

Discord is valefordm#5815, hit me when you want

Don't ask me, I dislike Index immensely and I unfortunately know why lol.
The commitment is pretty big, up to know probably 40+ volumes, it would take weeks even going with a whole volume per day

Just read the first two books of Zaregoto and forget they even exist, there is a lot to like in the medium and almost none of it is available in a satisfactory fashion in English. Qualia the Purple is amazing, and the translation is quite okay, but as a general rule light novel take far too much commitment than manga and are less striking than anime so I read a few selection of them, usually when I already liked the respective adaptations.

You'd probably like Dostoevsky's Crime and Punishment, Karamazov Brothers and so on, books written two hundred years ago but still very relevant nowadays in their content. Nabokov is also a good choice but despite exploring lots of stuff I wouldn't really call him edgy.
LGBT is a tad difficult, I've never explored that kind of literature myself and there are few works giving it an observant take, Orlando by Virginia Woolf comes to mind immediately.

Did you have any genre in mind, plot-oriented, character fiction, fantasy, realism, weird, classics or something?

mood since episode one tbh

Most certainly, over the years I've read some of Kitoh's works that were arguably "ungood" but Bokurano and Narutaru still hold solid to this day.

Aye there was an edgy time of my life where I just looked for everything with the tragedy tag on it. I call that time adolescence.
Bokurano was actually one of the first and best thing I managed to find like this.

Tsukihime is not very good, but there's plenty of better VNs out there that may interest you.