I can see some Izumo, Shura, Yukio and even Rin... but in the end, I was thinking the most of Amaimon. Despite him not taking things seriously most of the time, I think he comes the closest to your personality because he is one of the most collected characters in the series. Not to mention his playful attitude (when he does show it openly) kind of corresponds to your mischievous, snarky and cunning side as he's not playful in the normal sense of the word, either. He does fit a lot of your key traits, too, such as independent (he did hang out with Mephisto, but I don't think he enjoyed it very much), strong-willed, thoughtful, rather determined (again, in a weird way, but I thought he was rather determined about fighting Rin once he was interested?), patient, curious, observant, private, smartass when annoyed, proud, stubborn, sometimes moody, anti-social, calm with a berserk button. When I think about it, the only thing that doesn't fit critically is the serious part, but actually he does know how to get serious, I imagine he probably was just kind of bored for a while, so he developed this sort of indifferent take on things, not taking much seriously. Amaimon's not super cautious, but he is probably more on the pessmistic/realistic side, he's calm, cynical, introverted & persistent. Not sure about the rest of your personality types, but I think The Independent Thinker fits him quite well, too! I imagine Amaimon doesn't care about ending conflicts, nor enjoying them unless he provokes them himself, which doesn't seem to be the case very often, as he was only ever interested in Rin. He'd also hate being responsible for someone's life and "Apparently they aren't intelligent enough to know what a queue is, what can you do." is totally something I think he would say, lol.
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