How would they react at first if they realized they like you?
✧ OSAMU DAZAI
Most likely, Dazai would act as if he’s joking. He’d be brutally straightforward, not letting you breathe too much in the agency office or finding any excuse to irritate you.
“I’ve heard our most beautiful colleague even has time for my documents too, isn’t that right, bella?”
Even if your heart sometimes beats faster when he compliments you or when he stares at you with that hollow yet intense gaze, Dazai still manages to annoy you far too often.
“You heard wrong.”
Snatching your mission report out of your hands, he made you flare up, rising from your chair to grab it back unsuccessfully.
“Or…I can help you draw your conclusions faster, bella! Trade for trade.”
His smirk grated on your nerves even more. You muttered, “I hate you.” though malice laced it.
Your eyes widened as he gripped your waist, your documents held above your reach while his gaze pinned you down, looking straight at you from above.
“Aww, I truly don’t wish to upset my favorite colleague.”
And yet, no matter how much Dazai jokes, avoids seriousness, or dodges his own feelings, if your life were ever in danger (even if sacrificing you would perfectly serve his strategy) he would never hesitate to save you. Excusing himself with the idea that he’ll surely come up with another plan, though deep down he knows he can’t admit yet that you’re far more important to him than you should be.
✧ CHUUYA NAKAHARA
Chuuya couldn’t stand you from the very moment you entered the Port Mafia at the same time you refused to put up with his arrogance, always firing back whenever he provoked you.
Chuuya barely managed to keep his irritation in check, to stop himself from rolling his eyes when Mori assigned the two of you on the same mission.
“I don’t contest your skills at organizing us, but do I really have to be teamed up with her?”
You answered with the same subtle tone, yet throwing provocation in his face.
“Afraid you’re too weak to keep up?”
And still, Chuuya was utterly stunned when he saw you in action. How resilient, how strong you were. His eyes widened in admiration. Catching him staring, you couldn’t resist teasing, even if his gaze made your own heart hammer.
“Like what you see, foxy boy?”
Chuuya narrowed his eyes in annoyance, even if a betraying flush crept up his cheeks.
But his hidden emotions would only come out when fear overwhelmed him. When your life was truly at risk, he would break completely. Confessing everything in a shaken, frantic voice.
“Don’t you fucking dare die, [Name]! Don’t you—Shit! I can’t lose you. I-I really—“
Your lips twitched faintly as your eyes fluttered shut, exhaustion dragging you down.
“I know, Chuuya. I know. Me too.”
✧ FYODOR DOSTOEVSKY
He would never say it outright. For him, acknowledging interest in someone is a colossal weakness, especially in someone working at his side. He would blame it on admiring your intellect, on your obedience, on nearly accepting that he actually trusts you.
Instead, his methods are far from moral.
“You know you’re the best one along my partners, right, [Name]?”
He tilted your chin up, smirking down at you, his eyes attempting to hypnotize you and nearly succeeding.
You smiled back, gaze dropping to his lips before returning to his eyes with that addictive, dangerous look.
“How can I help you this time, Fyodor?”
And still, he would not treat you as he does everyone else. Avoiding (logically, strategically — as he calls it) using you as a mere sacrifice.
✧ RANPO EDOGAWA
Ranpo was utterly confused at first. Why weren’t his deductions working? Why did his heart pound inhumanly fast whenever you stood too close? Why did his body warm up when you praised him for his insights, but not when anyone else did?
It took him a long time to realize he actually liked you, and once he did, the best solution was to confess. And yet… without you, he doubted he would’ve survived it alone.
One day, after a mission, Ranpo came to you, catching you off guard.
“Hey, Ranpo. Are you okay?”
“Why do you always care how I am or what I do?”
You blinked. Once. Twice. You couldn’t tell if his tone was harsh or curious.
“Ranpo?”
His hands twitched, and when his eyes slowly opened, soft in a way you had never seen, you froze.
“Tell me why. Because I’m going insane thinking I’m the only one seeing you in a way I shouldn’t. It makes no sense.”
When you kissed him, Ranpo forgot all the months of headaches this had caused him, melting completely into your touch.
✧ RYUUNOSUKE AKUTAGAWA
For Akutagawa, realizing he had feelings for you would be unbearable. Disgusted with himself, he’d rather lash out at you like a child whenever you were too “naive” for your own good.
“Are you fucking serious? Why did you come here? What if something happened and I wasn’t there?”
But the moment he raised his voice, he hated himself even more, especially if your expression showed the slightest hint of hurt. Frozen a second too long, he never apologized (not at first), choosing instead to storm off, guilt gnawing inside.
Yet, after a mission, when you came to clean and bandage his wounds with fierce determination, his chest throbbed violently. Your gentle hands touched his face, far too softly for someone like him.
“Why are you doing this? I only saved you because you were in my way.” His voice was low, yet not angry.
Your gaze met his as you murmured against his face, focusing again on his bruises.
“Every time?”
Your ironic jab irritated him, but he froze again when you leaned too close to grab another set of bandages.
“Because I trust you, Akutagawa. And because you’re stronger than you think. Scream all you want, but I know you have a good heart, Ryuu.”
His muscles tightened, eyes wide with fear and vulnerability. Overwhelmed, he couldn’t even move. All he managed was a weak scoff, hiding his gaze. Still, your smile start forming when you caught the blush on his cheeks.
✧ ATSUSHI NAKAJIMA
Atsushi would be flustered beyond belief, confusing you endlessly at first.
If you hugged him too affectionately, he’d stammer an excuse and flee somewhere else.
If you were too sweet with him, praising him, he’d flush crimson and hide his face as quickly as possible.
But if there were even a hint of danger for you, he would be the very first at your side to protect you.
It would be impossible not to notice in the end—most likely kissing him after a heroic act, catching him completely off guard.
“[Name], what—“ You leaned into him, brushing your lips against his before resting your forehead on his. “Y-you like me too?”
You smiled, nodding and that was all it took for him to cup your cheeks and press his lips to yours in a soft, tender kiss.
✧ DOPPO KUNIKIDA
Doppo would deny his feelings outright, embarrassed to even clear his throat or tug at his tie as though he couldn’t breathe—only whenever you teased him about how responsible he was.
You leaned your head beside his chair, watching him so closely he nearly spilled his coffee. Smiling with your eyes shut, you spoke.
“You’re so serious sometimes, Doppo! Can I help you relax a little?”
“I-I… Nevermind. No! No need…”
You chuckled as he exhaled loudly, teasing him before planting a kiss on his cheek.
“A real embodiment of a husband, did you know that?”
He would be shocked and flustered the entire day. Still, it would be the serious push he needed to finally invite you out properly with every minute and place meticulously planned.
✧ YUKICHI FUKUZAWA
You wouldn’t realize it at first. Even though you’ve known him your whole life, if Fukuzawa ever noticed his feelings drifting beyond platonic, his instinct would be to create distance.
Until you intervened.
“Even if you’re the President of the Agency, that doesn’t mean you can boss me around however you want, Fukuzawa!”
He sighed, rising from his desk and walking toward you. His hands folded beneath the green yukata under his black haori.
“It’s necessary to separate these matters. Our personal lives shouldn’t affect our work.”
“Oh, so you’d rather push me aside? What does that have to do with what’s between us and our personal lives?”
For a fleeting second, you caught Fukuzawa’s eyes widen.
“It’s not that I’m pushing you aside, [Name]. It’s simply—“
“You’ve developed feelings for me, haven’t you, Fukuzawa?”
He was not a man who lied. So he chose silence. Only action. He raised his hands slowly, his knuckles brushing your cheek gently. Devotion glimmered in his eyes, tangled with restraint.
✧ SAKUNOSUKE ODA
Oda was a serious man, respecting anyone who respected him, kind whenever he could be. And yet, when he realized his behavior toward you was different, he didn’t hesitate to speak—awkward as he was. For him, communication was the best solution.
After a long day, he waited for you, one hand hidden behind his back, ready to offer you a flower regardless of your answer. Apologizing or celebrating together.
“Oda?”
He swallowed, hesitant but steady
“If I’ve got the wrong impression, or if this makes you uncomfortable, please tell me. No pressure. I just want to confess that…I like you…and that I’d like to know you better.”
His thoughtful sincerity filled your heart more than you ever expected.
✧ ANGO SAKAGUCHI
Difficult. He was torn between avoiding the whole ordeal (such a headache) and admitting that he was helplessly drawn to you.
Still, one hint from you was enough to tip the scale.
After a few glasses of whisky, you convinced the bookworm to join you on the dance floor.
At first, he preferred to just watch you, leaning against the bar. But then, under his breath, Ango murmured, “Fuck it.” When you crooked your finger at him with that dangerous smile, he surprised you — his lips pressing onto yours, cupping your cheeks right there in the middle of the dance floor.
✧ SIGMA
Sigma would panic at first, afraid to ruin what he had with you, yet guilt gnawed at him for keeping such a secret.
His voice sabotaged him.
“I need to confess something.”
“What’s happening, Sigma?”
Your worried look only deepened his guilt. His head lowered.
“I’m so sorry…I hope you don’t think I’m a horrible person, or that I had any ulterior motives. You’re such an incredible person… and I’ve…developed feelings for you. I know it’s inappropriate—“
“Sigma…” Your shocked voice made him lift his gaze. “I wouldn’t have thought… And… I—I feel the same way.”
Now it was his turn to be shocked.
“You do?”
You nodded. Silence stretched between you, until both of you smiled, meeting halfway in a slow, gentle kiss.
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we need more dazai osamu being an awkward mess ... ♡ — dazai x gn!reader
⠀⠀⠀⠀how odd ...
⠀⠀⠀⠀the port mafia didn't leave room for the weak. he knew that better than anyone. as the boss' right hand man, he knew he was one of the smarter kids his age. he'd toughed out much harder battles, than this, strategised through far worse.
⠀⠀⠀⠀and yet, he was brought to his wits end by a very, very common problem ... his crush was in tears.
⠀⠀⠀⠀ you, in your teary state, were sitting on a park bench beside him, sobbing as you curled up into yourself. you barely reached his nose (he liked to say he couldn't see you, he definitely could. too much., actually. he couldn't take his eyes off you). and the only word he could think of to describe you was ... cute. for the first time in his short life, he's felt an inexplicable urge to cling to someone, despite everything. he knew you'd be torn away from him the minute he got to close, the second he got complacent but even then, he couldn't help be drawn closer each time he sees you.
⠀⠀⠀“im sorry you had to see this,” you mumbled. you were crying over an argument. “i was hoping to wait a while before i cried, but ... i couldn't help it. im so sorry.”
⠀⠀⠀⠀at the moment, you face was red from crying, nose especially so from all the tissues, eyes were bright with tears. the only sound between you was the soft noise of sniffling and the eventual tears that flowed back. it felt pathetic, how little he could think of to say at the moment.
⠀⠀⠀⠀he could feel his hands twitching at their sides, itching to be doing something, he wasn't entirely sure what. he'd never recieved any form of comfort. he lived in a shipping container for god's sake and the only visitors he had there were stray cats in the dock looking for fish. when he was sad, he'd merely pet them. they'd all gotten familiar with him after a point, and they purred like engines when he gave them any attention. he vaguely remembered that petting stray cats calmed them down so ....
⠀⠀⠀⠀before he could even think twice, his hand was right on your head, gliding through your hair, where it stayed, drifting through your locks.
⠀⠀⠀⠀“wh–what?” he looked up from the strands of hair. she seemed to be looking at his hand ... “what are you doing, ‘ai?”
⠀⠀⠀⠀ oh. oh god.
⠀⠀⠀⠀⠀it was only now that he noticed that he was practically petting you like a cat ...
⠀⠀⠀he pulled his hand back into his lap as fast as possible, as if he's been caught stealing. he seemed to be trying to play it off with a distant expression. it wasn't working too well, however. his ears were far too red to be fooling anyone.
⠀⠀⠀“sorry,“ he replied curtly. “i thought it would help.“ he was picking at his nails as he did.
⠀⠀⠀a moment of painfully awkward silence hung over the two of you as dazai looked away in pure embarrassment and you looked back with confusion.
⠀⠀⠀next thing he knew, you'd had grabbed his hand again, placing it on your head, right where he previously had.
i swear, when i first read stormbringer and Murase appeared - that one ray of light who could have pulled Chuuya to the other side - i was ready to cry
and i did cry when that bright little ray of light went out. everyone who wanted to help Chuuya ended up dying.
i really think Chuuya was always drawn to the light. he’s a man of principles and honor, and that makes him a good person at heart (and that’s also one of the reasons why he can’t leave the mafia). in the ada, he would be valued as a human first, not as a weapon. he could have built a good, happy life there
Kafka-sensei once mentioned that Chuuya could have run away with Dazai, and that would have been really interesting to see!
in the manga we can see how upset he looks, so it feels like he wanted to leave together with him too. Dazai is the one who brought him into the mafia, and in many ways Chuuya is loyal to him more than anyone else. they have limitless trust between them, and Chuuya had a similar chance, but he never managed to walk toward the light. in the end, Dazai left to change himself, and Chuuya accepted it, wishing him the best
Chuuya is the only character i truly sympathize with, and his story really touches me. in the end, he will probably become the next boss of the mafia, which makes me a little sad (even though i understand that it would make sense). he went through so much pain - he deserves the best
