Honestly this is kind of difficult because all the AnS characters are so beautifully complex and it's hard to fit them into one class, but I tried my best

Shirayuki - Cleric/Ranger

I think Shirayuki might be the most difficult to classify. When I think of her, the first word that comes to mind is healer. She's very focused on using her skills, knowledge and research to help people. In the AnS universe, she's not a fighter. Not physically, anyway, although the longer the manga goes on the more skilled she becomes with using words to cut and discover. But Shirayuki is primarily a healer, and the Cleric class is the closest I could get to that. In the D&D world, she might be more of a fighter and maybe(?) have a god she devotes herself to? (There aren't really any deities or religious systems in the AnS world that I know of).

This is the closest I could get, and maybe Shirayuki could multiclass into a Ranger or something, since she also has a strong connection to nature and could probably use that knowledge to survive out in the wild.

(Plus I just love the idea of Shirayuki with a bow. Very Yona-like.)

Zen - Paladin/Fighter

I feel like 3/5 of the Zen Squad will be either Paladins or Fighters, tbh. Zen, Kiki and Mitsuhide could all multiclass into one or the other. The lack of any deity or religion makes it difficult to classify the knight-figures as full Paladins, which is the closest I could think of to Zen's princely natures.

Fighters can easily be knights too, but they tend to focus more on the art of combat and physical prowess. Paladins have a stronger sense of justice, right and wrong, and a desire to uphold goodness, which I feel characterizes Zen very well. He's a prince, and his primary responsibility will always be to his kingdom. Zen has a strong sense of duty but also fairness and rightness, which is why I classed him primarily as a Paladin and not a Fighter.

I mean, "knight in shining armor" heLLO?

Obi - Rogue/Monk

HOOOOOOOO BOY. If you know me at all you know my obsession with the Obiyuki ship (I WILL GO DOWN TO HELL OR UP TO HEAVEN WITH THEM) and Obi as a character particularly.

Obi is obviously a Rogue. For so many reasons. I even rolled up an actual D&D character for a campaign based off of him. That's how much I love him. Obi in the D&D-verse would be amazing.

"A scoundrel who uses stealth and trickery to overcome obstacles and enemies" (DNDBeyond) if that doesn't SCREAM Obi, idk what does. Especially pre-Shirayuki Obi. Before he met the Zen Squad, Obi was the classic rogue. Master of a wide variety of skills, putting those skills to use in mostly illegal or at least illicit activities, prioritizing cunning over brute strength...yeah. I don't really need to go on.

After Obi joins the Squad and becomes an official knight, he's not really a stereotypical rogue anymore in that he has a family, a home, something to protect beyond his own self-interest. He becomes much nobler, more loyal, a true knight. He just happens to be a different sort of knight than most others, putting his skills and cunning to use in a different capacity.

I would also definitely multiclass Obi into Monk because of the martial arts. Obi has extraordinary control over his physical self and can use his body to devastating effect in several ways, which is very Monk-like (sword-flipping handstand AHEM). I debated making Monk primary, but I realized pretty quickly that Rogue fits Obi first way more. The biggest reason against putting Monk first is that Obi doesn't have much of a spiritual connection to his skills, nor did he come from a monastery/academy nor have traditional training. Definitely a Rogue first.

Mitsuhide and Kiki - Fighter/Paladin

Mitsuhide and Kiki's fighting styles are very similar, especially because of their occupation as Zen's aides and guards. "Well-rounded" specialists" is a good way to describe them. They are dedicated knights and skilled warriors for sure.

The only reason I wouldn't make them Paladin-Fighters like Zen is because they have different goals and duties. Their primary goals as Zen's knights is to protect him. They don't have the same responsibility of running a kingdom and navigating politics the way Zen does. Okay, maybe Kiki does somewhat as the heiress of Seiran, but still not in the same capacity as Zen. They have strong senses of justice, etc, but it's just not the same feeling as Zen. I think of Mitsuhide and Kiki as warriors first and diplomats/nobles second, which is why I'd make them Fighter-Paladins.

I'm not gonna go through the whole cast of characters of course, I mainly wanted to describe the Zen Squad. But I'll add a few more here:

Ryuu - Wizard

Ryuu is a NERD™. Yes he's a healer like Shirayuki, but he's always been more prone to scholarly pursuits, staying up until ungodly hours to research something highly specific. He also has a fantastic memory, and of course he's a pharmaceutical prodigy by age 12. The kid's a genius, and he would be very much at home in any library, researching plants, medicines, diseases and cures.

Ryuu is very much a Ravenclaw, and Wizard is the most Ravenclaw, nerdy class there is. Learning magic from books, scholarly knowledge of the arcane, that's what Ryuu would be doing.

I could multiclass him into either Cleric for the healing powers like Shirayuki, or Ranger for the nature connection and knowledge. I mostly see him as just a wizard though, probably specializing in compounds and minerals to create complex magical effects.

Izana - Paladin/Wizard

Our King Izana is hard to classify, man. He's such a complex character but we don't know all that much about how he thinks or works. He might be even harder for me to classify than Shirayuki.

I don't really see Izana fitting any of the D&D classes strongly. He's very much a skilled warrior for sure, like Zen, but he doesn't really fit the Paladin bill in the same way his younger brother does. He's much more mysterious. He's also very very smart, skilled in politics and diplomacy. He's good at manipulating people too and using any means necessary to protect what's close to him. Very much a Slytherin. There's not really any D&D class that deals with the political side of things a whole lot. Charisma and Intelligence yeah, but most of the classes are focused more on fighting style or something else like music/art (Bard).

If I had to choose, I'd probably go Paladin anyway, just because of Izana's relation to Zen and the Paladin's focus on Strength and Charisma. I'd make him an Int-heavy Paladin though, and multiclass him into Wizard because of the strong emphasis on Intelligence and Wisdom.

Izana's tricky man

Raji - Bard

This one's mostly just for fun

Solely because of his violin skills

Also Bards have a reputation for being horny af, and although I feel bad, I think of how he wanted to make Shirayuki his concubine at first just because of her beautiful hair

I know Raji has changed and I think he's a great character who obviously learned from his mistakes

But it's just funny

In Mitsuhide’s line of work, there is a line that shouldn’t be crossed.

It is drawn, indelible and stark, on the ground before his feet. Across his vision. Against his skin. And he is never more aware of it than when he’s with his partner.

There is nothing gentle or slow about what he feels for Kiki. She is built of ice and diamond and the strength of a thousand of the royal family’s best and brightest. She has eyes like the sky before a rainstorm, deep and intelligent and almost-purple. She is sarcastic and glib and she likes watching him flounder, trip over himself, blush.

She is a million little things, and so much more, and Mitsuhide is in love with her.

And that is most decidedly across the line.

He’s probably too obvious about it. Subtlety isn’t exactly in his nature; he’s too exuberant, too emotional - Kiki’s exact opposite, maybe. If she is a winter’s morning, blindingly brilliant and sugar-spun and cold, he is a summer afternoon.