I'd have to say Eye of Cthulhu, at least for me personally. I believe its expert mode mechanic is the most difficult to deal with. Since he attacks you sometime after your HP reaches 200, and is likely the first Expert boss you encounter...chances are he takes you by surprise just as you're trying to properly prepare yourself for him.
@Baconfry , Skeletron can be a good boss but is not the hardest. @Tsuki , he can be dodge easily, when he swing right I go left. EASY. @Koala, Plantera is mad during expert so you need to have a good arena. While the fish, I have no Idea.
Eye of Cthulhu or Moon Lord. Eye is just annoying and frustrating early on, while Moon Lord is just really damn hard. btw I'm totally not shaming you or anything because of how easy Plantera is if you know what you're doing
For me it is Moon Lord. Being the final boss of the game and only being able to beat it in a very specific way for now and with several potion buffs. Expert Mode Plantera does come close as well. Among those 2, they are probably the hardest.
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