Heyyo, just providing some much needed context for Shiloh because I totes felt the same way when I first played through Our Life! He's actually treated that way for a reason. Shiloh, objectively, is not a good person. He's actually a love interest from another game in this universe, XOXO Droplets. If you ever play through that, you'll find out a lot about him, Jeremy, and even Nate(dude that was hella rude to you and Liz when Shiloh pretended not to know you). Note: all of the love interests in XOXO Droplets are jerks, all of them. Part of the game's premise is the MC is also an insensitive jerk, too.
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Thanks for the reply. I haven't played that game, but I have to say even if that's true, I assume the characters in OL don't know anything about Shiloh other than what we see of him in OL, and neither do I as a player. So even if he is actually revealed to be a bad person in another game, that shouldn't inform judgment about his actions in this one. It just makes it confusing and uncomfortable for me as someone who was unaware of his other game but understands and somewhat relates to the way he is in OL.