Could you?...In real life?

[brythain]

Don't worry, that's not because of you. It's just because Monopoly is a shitty game

Them's fighting words!!

I think all your quotes are in the wrong order.

[RaginFro]

If they were likely to be as interested in me as they were with Hisao I would not have had as many issues as Hisao did with misunderstandings and being blind curtain situations.

That aside I would have most likely be interested in either Hanako or Lilly romantically. The rest I would be attracted to but we would not share enough interests for me to see them as anything more than friendly acquaintances.

Being Hanako and Lilly's friend would have been cake for me but romance would have been much more difficult for me as I was a coward. The second things became more than friendly I am sure I would have became quiet. If I had the time to fight past that I am sure I would have done much better than Hisao in many of the situations.

I think I would have told Hanako I was interested in her before her birthday (who knows if that would have helped or not). With Lilly I am sure I would have asked her to stay way before Hisao did because I think I am more selfish than him.

I was not great approching girls in HS but with a smaller school and more opportunity to befriend these girls anything could have happened.

[b12c2018]

As for the thread topic:
1) I'd want to get with Emi, but I'd never have the balls to stay out of her affairs and not judge her
2) Get along swimmingly with Hanako, but stick her in the friend zone
3) Hopefully get together with Lilly and she would hopefully smarten my former self up before I did in Uni
4) Have a decent friendship/rivalry with Shizune, especially when it come to board games
5)Avoid Rin and get annoyed by her
6)Almost certainly be best friends with Misha

Let me contribute a little:
1) Emi: Not boasting myself or anything, but since the scene "Detached", when they started to have problems, I had been yelling at the game, "Please, idiot, say 'I love you' to Emi. It's the only way to solve the problem!" All the way until "Saving Throw", when I found that the idiot finally spoke the three words that broke through Emi. But, yeah, I don't like stubborn girls, so I would still have to be careful not to bump into her walls.
2) Hanako: Same, friend zone. She is too fragile for me to touch.
3) Lilly: I made all the correct choices, and I would have chased her to the airport too.
4) Shizune: Definitely refuse to cheat against her. I would have taken more initiative though, given that she is the only one that Hisao formally confessed to her first. I would have chased her more. Maybe because she is my favorite girl. I am pretty confident that if I were Hisao, I would have gone more aggressively and would surely bring her back home.
5) Rin: Cannot communicate with her.
6) Misha: Same, but definitely no cheating. Cheating hurts.