Someone who, by all means, should've been "up there" academically but isn't because of teachers' arbitrary grading? And in order to get back, gets itself in big trouble for crime X or whatever against said teachers?
Or, someone who seems very lax, but if things get heavy for the player, s/he "takes care" of things. The wrong way. And then you can option #666 with it.
Or, I guess some arrogant brat who's cocky because it started its own business, and then fails and falls into a depression. That'd be kinda amusing to watch. And then when brat tries to lean on you, you get the option of abusing it, dropping it, or the generic Mary Sue "I'll take care of you".
An actual feminazi that will not be missed by anyone in the school. Any action you do holds no weight on the rest of the playthrough, simply because no one cares what you do to her, since any change in her personality is welcome so long as she shuts up.. Everything's essentially a moral grey with her. Could weave with the "caretaker" path.
This one's actually two characters, but depending on who you "knew" in your childhood, an ugly truth sprouts out of either of them. If you knew the rich one, the path develops so that the poor one is stupid, impulsive, and presumptuous of everything the rich kid is. What's sad is that the rich kid is nowhere near a snob...unless you chose the option that you knew the poor one, where the rich kid bullies the poor because rich kid thinks it's self-entitled to do so. You have the choice to intervene in subtle, direct, or extreme manners.
A pretty smart, kinda charismatic person who roleplays, essentially opening you up to a minigame and erasing conceptions about DnD. And then you get to beat up geeks because they fuck up things for the rest of the community.
If all else fails, you chance upon the "perfect" one in terms of personality, interest, direction, etc., though appearance-wise it's average. You can only ask it out near the end by being very, very direct with it, because apparently, it doesn't have a damn clue that you were making advances. Oh, and ofc, your competition are impulsive idiots that are frustrated in more ways than one. Makes for an easy playthrough, except for the fact that you'd have to boost up your relationship quickly while still maintaining relatively high stats for the family approval.
Gender for any of these types shouldn't matter, I don't think. Especially for the idiots.