Someone once said that, "You start loving someone the moment they tell you 'I love you'." Or I read that somewhere, anyway.
I think a week is definitely too little to develop a meaningful and deep relationship. If you're worried about portraying a realistic relationship, you may consider leaving the ending 'open': perhaps, say, the main character confesses to her, and she doesn't immediately turn him down. It hints that the relationship will begin, however rocky or swell it starts. I think gekigan said it already, but it bears repeating.
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Nana-chan is a typographer and would never date a bozo that uses Comic Sans in his Master's thesis
A completely reasonable sentiment.
I wouldn't date a person that uses Comic Sans in their Master's thesis.
The idea to make choices intuitive is by presenting the options and
explaining what the result may be. For example, suppose the main character is prompted with the choice of what font to use. You may write it as this:
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All right. A love letter it is. As anyone knows, even someone as hopelessly inept at love as I am, the most important part of a letter is looks. Well, for a love letter, anyway.
Things like what colour paper, what colour font... heck, even the font type.
Speaking of, what font should I use? Nana-chan's a typographer, so maybe using the default font isn't such a good idea... on the other hand, I don't really have experience with fontology. I may somehow pick a disastrous font. Wasn't there some saying that 'love letters in Garamond never lead to anything'?
-> Go with the default.
-> Garamond's never failed me before.
-> Let's do daring: Lucida Handwriting.
Okay, it's not perfect, but the narrator has already explained the considerations for making a choice. It may be an idea to rather involve Nana-chan's typography in some earlier scene, so the reader is encouraged to take interest in the girl and actually remember things about her. In any case, a choice becomes meaningful when the reader understands the impact it have and can more-or-less understand the result of making that choice.
"Going left or right" without knowing anything about either choice makes it a crapshoot, and that's much less interesting: you don't have a specific method to work towards the ending you like.
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Hmmm, cute girls in hospital beds. It never fails.
Cute girls doing _____, fill in the blanks. Instant success.
As for on balancing characters... consider the audience. If you're writing for otaku, you know there are a few character archetypes that're popular. If you specifically aim for, say, the maid-loving otakus and the tomboy-loving otakus, put in a tomboy and a maido. Add characters based on audience, and cater to that specific audience... and you'll find that a lot of audiences aren't aimed towards only one character.
When a character is written to be as interesting as possible to its intended audience, people outside of that audience will see the effort and will be able to care about that character as well.
Lastly... I wouldn't worry too much over whether readers will be angry, or feel cheated out, or whatever. You should write a story that
you think is worth telling, in a way that you think it is worth telling. There is no "wrong" way to write a story; a specific audience may not like it, but then that is not your target audience.