Da Capo and Da Capo 2 are great. Both meet all your requests. Highschool setting, slice of life, an osananajimi heroine, a loli heroine, and translated. I have a few more if you are interested later.
My laptop is actually decent enough to play a lot of games on. I can't play any of the newer ones but I can play some pretty good ones like Fallout, Skyrim, Civ5, and Assassin's Creed.
I'd say you and Steve would be great friends.
I'd also say that Little Busters is one of my favorites. Kud's route really got to me as well, and so did refrain.
Welcome to the forums, it's great to see some new people showing up around here. Feel free to ask anyone for any help.
I had a desktop a couple of years ago, windows XP I think it was, but it blue screened and I just decided to get a laptop. I don't really miss it, I like being able to take it with me and sit where I'm comfortable while I watch or work.