Monokuma is often described as easygoing and cheerful at first glance, but with a very sinister undertone. However, he always rather quickly reveals his evil nature by describing killing games and his desire for despair, and he is very well known for his habit to say and do whatever he wants to. He loves hysteria, violence, and chaos, summarized in one of his catchphrases "thrills, chills, kills!". He also has his own signature laughs, a sadistic "puhuhu" and a mocking "ah-hahahaha". In many ways, Monokuma represents duality both in design and personality, with his white good side and black evil side. He can sometimes act polite or cute and innocent, even patronizing, and during rare moments he even seems to give genuine positive and wise advice. However, he is mostly known for his malicious and cruel side, possessing a twisted sense of humor and a tendency to torment others and do anything for the sake of despair. He can switch between these traits at the drop of a hat, making him unpredictable for his students to deal with. He usually gets excited about the Class Trials and does everything he can in order to make them entertaining for himself.

Monokuma enjoys the suffering of others, which makes him madly excited. And in turn, he gets bored and disappointed if the situation doesn't have as much despair as he hoped. Occasionally, he is so bummed out by the lack of despair that he seems to lose some of his energy and withdraws to make new plans. It's been shown that he can also get hypocritical about his ideology of despair, as he is very much willing to lie and cheat if he gets desperate enough. Still, even he seems to have some standards, as some people are so vile that they disgust even Monokuma. He is immature and childish, often acting sarcastic and mocking towards the students, and occasionally dramatically pretending to be offended when rightfully accused. In general, he cracks a lot of jokes (especially bear puns) and breaks the fourth wall often. He doesn't seem to take the students' situation seriously, though he claims that despair is a very serious matter to him. He seizes every opportunity to belittle the students, dodging the blame and claiming that they are the ones responsible for everything bad that happens in the school. He also tends to ignore the students or act like he doesn't understand what they're talking about whenever they expose him with correct evidence.

Monokuma can be quite impatient and might attack people with his claws, his self-destruct function, threats of execution, or any other means if he is annoyed or threatened enough. However, most of the time he holds himself back, under the claim that he cannot hurt his "beloved students". In the case of the students, Monokuma generally dislikes those who don't obey him or have such optimism or intelligence that they are harder for him to manipulate, and he tends to describe these people as "annoying". He is also very arrogant and tends to treat others in a rude manner. Fitting his arrogance, he has multiple fake stories about his past, many of them nonsensical and with silly, dark or even thoughtful message in the end. Strangely, he seems to take great pride in his supposed role as the headmaster, demanding respect for the rules and getting angry if he is called a teddy bear instead of headmaster. Notably, he seems to be strongly against any shameful acts that could taint his respectful school, yet he himself often incorrectly accuses the students of having dirty motives and goes into way too much detail about his suspicions. Even though he acts like he is above all that, he can aim perverted comments at his students, boys and girls alike.

If you could sound similar to his English VA, Greg Ayres, that would be great, but it is not required!

I don't have any English VA examples as there is not many I can find on Youtube, so if you could try and match the dub voice, it would be great, but again, it is not necessary.