If you prefer to watch a video instead of reading the guide, feel free to do so. There is a playlist that covers every trophy on my YouTube channel. If you'd like and subscribe or even become a member, it would mean a lot to this channel!
▶ Watch the full playlist on YouTube
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In our first playthrough we have to make every object fall in love with us and keep an eye on getting physical with them once we realize them. It is by far the longest playthrough, taking 10-15 hours. Following the video guide for it is highly recommended.
Our second playthrough takes roughly 8-10 hours and focuses on building friendships with all objects. This time we only need to realize 10 objects to get access to Hero-Hime and make 2 objects hate us, so we can become friends with Reggie. Again, the video guide is highly recommended.
Our third playthrough is the shortest and focuses on the darker aspects of the game. We will need to make everybody hate us. The video guide is once more highly recommended for this playthrough. After the playthrough we clean up collectibles. But it shouldn't take long. Hate everyone + all missing collectibles should take another 8 hours.