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Simulators generally require more study and orientation than arcade games, and the best simulators are also educational.
Off the top of my head I'd also recommend Majikoi, which is currently only readable through a fan translation but will be released by JAST USA sometime in the future.
And again Sakura Wars: So Long My Love and Majikoi are very good (and Majikoi's fan translation is complete).
Thanks for all the tips, I've added what I could to my list on Steam and started looking for the rest in other places.
Here are dating sims listed by ranking and just visual novels in general, again listed by ranking.
The only one I've played is Katawa Shoujo, it's free. The guy you play as kinda sucks but I could connect with it a bit 'cause the game is all about these ppl with disabilities.