Work Text:
As you gently sifted through your dirty laundry you sighed in concern. You'd dug through your entire hamper at this point, and everything was... exactly how it should be. Eyes narrowing in suspicion, you once again cast your gaze around your messy room. It had been clean when you entered, everything organized and where it should be. All your things were in exactly the right places, and that was a normal occurrence for you when entering after a long day.
You peered under your bed and found nothing out of order. Of course, you'd checked the bedsheets first, it's often your bedsheets, but those had be perfectly clean as well. In the last half hour you'd upturned your entire room to find everything as it should be. It had been this way for the past few days, and your concern was rapidly gnawing at you. Eventually you sighed again, deciding to leave cleaning the mess until later, and you picked your way through the piles of your possessions to confront him about it.
Tomura Shigaraki's bedroom was right next to yours. You often heard him up and playing video games into the early hours of the morning, but thankfully he stayed relatively quiet. The walls of the current hideout were thin, and it concerned you that you might hear something you shouldn't, but you never did. Your boss kept mostly to himself and mostly quite, and you were grateful for that. You'd never been inside Tomura's room before, but as your hand rested on the cold door handle, you decide there's a first time for everything. Most people would think twice before entering the bedroom of one of Japan's most wanted, but judging from what you could hear, he at least didn't seem busy.
You turned the handle and gently pushed the door open, sucking in a sharp breath as you wondered if this was a good idea after all. As you looked up and around the room, you were met with the sight of paper everywhere. Paper littered the floors, walls, and even the ceiling somehow, all covered in the same scrawled handwriting. In the middle of the mess on the floor was your boss, gently tapping his pencil against his bottom lip and looking lost deep in thought. "Can I help you?" he asked with annoyance in his tone, not even looking up from whatever he was doing. When you didn't answer, deep red eyes flicked over to meet your own as your stood almost awkwardly in the doorway. "uh, what are you doing?" You replied with your own question, regretting not having thought this interaction through beforehand. Shigaraki scoffed, breaking your shared gaze and scanning over his papers once more. "Planning" he grunted, clearly not interested in small talk right now. "Right," you began, "so is this why you haven't visited my room in days?" You asked.
The villain stiffened, a small movement you almost missed. "I don't know what you're taking about. Stop bothering me, I'm busy" he grumbled out, turning slightly to face more away from you. "Oh Tomura," you sighed, ignoring his request and closing his door behind you. His back faced you and he kept deathly still as you walked towards him, your footsteps accentuated by the old creaky floorboards. You stood above your boss, waiting for his next move, but when he didn't make it you crouched down beside him, and placed you head on his shoulder. "You don't know what I'm talking about?" You asked talking directly into his ear in a way that made the villain shiver. "No" he replied decidedly, before turning his head to meet your eyes defiantly. "Well maybe you could help me solve a little mystery then" you said, backing away to sit on the floor behind him. He turned around, looking at you and waiting for you to continue.
"You see, for many months now I've been returning to my room to find some kind of weird substance coating my things. Bedsheets, clothes, underwear, you name it. Sometimes there's just puddles of the stuff on the floor, and I have no idea where it's coming from" you explained, watching your boss closely. Shigaraki isn't stupid, he could tell you'd caught on. Unfortunately his pride wouldn't allow him to back down now, so instead of admitting to covering your belongings in his thick, sticky semen, he hummed in consideration. "That's odd" is the reply he settled on, eyes never meeting your own. "Very," you started, still staring your boss down, willing him to just be honest with you. "I've had to get down on my hands and knees and scrub it off the floor on a few occasions, not to mention the time it takes to clean it off everything else". Shigaraki squirmed at the thought of your hands being so close to his cum. A light blush crept up his face, and honestly he'd been hard since the moment you entered his room. "You okay there boss?" You asked. But Shigaraki didn't answer. Instead his eyes once again met yours, filled with barely contained desperation. You watched your leader squirm under your harsh gaze, enjoying the scene of discomfort that was surely deserved with him lying to your face. But not long passed before you took pity on the man, and your expression faded to one of sympathy. "Oh Shiggy I'm not mad okay? I'm just worried about you. It can't be healthy to go so long without a release" you cooed. And the villain tilted his head in confusion, convinced you'd get mad at him for defiling your possessions. He remained silent, gazing up at you in confusion, with a light pink blush settled on his cheeks. You let out a concerned sigh, and reached forward to run your fingers through surprising soft light blue hair. He flinched at first, as you moved towards him, but the second your fingers brushed gently against his scalp he melted into your touch with a soft sound of pleasure.
"You're so good to us Shiggy," you almost whispered, "such a good leader. Always planning our next move to ensure our success". Tomura had closed his eyes at this point, leaning into your touch, following it, trying to conceal how desperate he was for it. "Want to be a good leader" he mumbled, voice low and raspy and surprisingly soft. You shuffled towards him, careful to not crumple his papers, until your knees brushed against his. Cupping his face with a gentle hand, you took in the sight of the man before you. His eyes were wide, watching closely for your every movement. Skin more irritated than usual, and dark circles around his eyes from a lack of sleep. You hummed in disapproval. "You are a good leader Tomura, but you've not been taking care of yourself have you? How do you expect to lead us to the best of your ability if you're not looking after yourself?". The leader in question looked away, "been busy" he replied, staring down at the paper which littered his floor. "Hmm" you hummed again, as your eyes lowered to his crotch. You'd never usually make such an inappropriate move, especially not so boldy and unashamedly, but your fierce leader was acting surprisingly docile, and you really wanted to see how much deeper his blush could go.
As he caught on to what exactly you were looking at, his reaction time was not up to its usual speed, he tried covering his clothed erection with his hands, wide eyed and blushing fiercely. As he painfully dragged his gaze up to meet your own once more, he expected you to laugh at him, to call him pathetic and disgusting. His shame only grew at the way those thoughts made his cock twitch. But you didn't laugh, or call him names. What you did was far more humiliating, as instead, you placed your hand high up on his thigh and whispered "if you want, I'll take care of you Tomura". And he fucking whimpered. A high pitched and entirely embarrassing noise escaped his throat, and you took pity on the poor guy who was obviously unused to this kind of attention. Tilting his chin up, you waited for his eyes to meet yours before asking "Do you want that Tomura? Use your words baby". And he replied "yes" his voice already wrecked, his body already shaking, his breathing already heavy. He looked delicious, and you couldn't wait to devour him.
Not wanting to ruin his work, you sat on his bed, and motioned for him to sit beside you. His legs were shaky and he swallowed heavily as he stood, the friction of his jeans against his aching cock already feeling far too good. He sat beside you nervously, although you noticed that he was seated so close to you he might as well be on your lap. 'Well there's a nice thought' you thought to yourself, but filed said thought away for later. Right now you had your boss to take care of. "Mind taking these off for me?" You asked sweetly, tapping his jeans. He nodded slowly, seemingly conflicted over whether to be embarrassed or to give into his eagerness, but apparently decided on the latter as he breathed in and unzipped his jeans, quickly pushing them down around his ankles and kicking them to that ground. It was your turn to blush now, as you were unexpectedly met with your leader's bare dick, standing proudly before you. "No underwear huh?" You breathed, taking in the cock before you. It was large for a start, averagely girthy but longer than you'd ever seen personally. It's skin was pale like the rest of him, making the pulsing viens that ran up the length of his shaft all the more visable, and the tip was flushed a pretty pink, already wet with precum. "It's more comfortable" he mumbled hands fidgeting at his sides before he sat down next to you once more. "I'm not surprised, you're bigger than I expected. Can I touch it?" You breathed, rubbing his thigh reassuringly. He nodded, taking in a sharp intake of air the second your fingertips grazed the underside of his cock.
You looked at him disappointedly and retracted your hand causing him to whine softly. "See this is what happens when you don't take care of yourself Tomura, you're so sensitive now" you lectured him. "I'm sorry" he mumbled picking at his fingernails nervously. "It's okay baby, I'll make it all better for you. But you have to promise to be a good boy and look after yourself" you stated, watching as his blush darkened at the nickname you gave him. The villain was breathing heavily at this point, from arousal or frustration, you didn't know. "I promise" he whispered, refusing to meet your gaze. Sliding your hand up his thigh, you leant forward to plant a kiss on the tip of his pretty dick. "Good boy" you praised, before sitting up straight once more and wrapping your hand around his leaking cock. Your leader moaned and whined softly as you slowly pumped up and down his long cock. His own precum making your movements smooth and slippery, he was in bliss, and it was almost the wrong side of too much. He dug his hands in the bedsheets behind him remembering to keep his pinkies up, and sucked in a sharp breath as the heavenly stimulation became near on painful. "Wait" he moaned through gritted teeth, and you immediately stopped your actions and let go of him. You brought your gaze up to the villains face, which was a delightful shade of pink, and noticed tears in his eyes. "Are you okay? What's wrong baby?" You asked worriedly, cupping the side of his face in your hand. "Too much" he replied, voice wrecked and raspy as he fought back tears, entirely unsure as to why he was on the verge of crying. You stroked his hair softly and kissed his forehead. "It's okay baby, we can take a break if you want?" you asked, and he nodded.
The two of you sat in silence for a few minutes, side by side, with your hand in your leaders hair, fingers running through it gently. After a while, you felt his hand move up to press into your boobs gently. "Shiggy?" You questioned, turning to look your leader in the eyes. He'd calmed down, breathing returned to somewhat of a normal, and no more tears. But still, he was as hard as ever, his wet cock looked like it ached from the lack of stimulation. "Wanna see your tits" the villain stayed simply, pulling you from your thoughts. "Yeah, okay" you replied, removing your shirt and bra quickly, knowing how impatient your boss could be. He gasped as he took in the sight of your tits, and you felt your face heat up from his reaction. "Can I?..." he started before closing his mouth, seemingly unsure as to how he should complete his question. Laughing softly you placed your hand on his thigh once more and said "go ahead baby, do whatever you want". His eyes widened in shock and awe before he leant in closer to you, placing his mouth in front of one of your breasts before he sucked. His lips enclosed around your nipple and he moaned as he sucked and licked at you, bringing both hands up to grab at each of your tits. You couldn't help but moan at this new feeling he brought you, and as he switched to lap at your other nipple with his hot, wet, tounge, he took one of your hands and guided it down to his aching cock, whining desperately. You immediately started stroking him, slowly at first, but speeding up as he dragged his teeth gently along your breasts. You felt him panting against your now damp chest, and you guided his mouth back to your nipple as your hand glided up and down his dick faster, making sure to swipe across the head with your thumb as you jerked him. His sucking at you became more frantic as his need to cum mounted, and before long he threw his head back and moaned as he shot his release over your stomach and thighs. He panted heavily as you milked him of the last few drops of cum, and you gasped at how much of it there was. "You okay there Tomura?" You asked, watching as his breathing leveled out. "Yeah, thanks" he panted lightly, turning to face you. His pupils were blown wide, and strands of his blue hair stuck to his damp forehead. He smiled at you, the near manic way he smiles when he knows he's winning, the thrill of everything that just occured pulling at the corners of his mouth. "Can I fuck you now?" He asked, his eyes lidded as you looked down to his cock to find it still as hard as it was before. There was a different aura about him now, one of strength and confidence, a complete opposite to how he was before. From the look in his eyes you knew you'd gone in way over your head when you'd offered to help him. "Yes" you replied, becoming particularly aware of the heat between your thighs as he leant towards you. Grabbing your shoulders with four fingers, he turned you around and layed you down on the bed gently. He moved to sit between your legs and hesitated, but after you gave him a nod of reassurance, he stripped you of your clothes on your lower half, and exhaled sharply upon gazing down at your bare pussy. "What, you've never seen one before?" You muttered in embarrassment as he stared between your thighs. "No, not in person" he replied nonchalantly, placing his large hand at the top of your thigh, and using his thumb to spread your labia apart. You moaned quietly as he moved his thumb up to rub at your clit, and he dragged his gaze up to you almost in fascination. "I want to taste you, but not now" he said softly. You felt yourself blush at the idea of doing this with him again, about the promise of a next time. Your leader has always been attractive to you, even before he began to show his face around the members of the league. This was a dream come true.
Dragging his thumb away from your clit and down to your hole he looked up at you. "Is this okay?" he asked, and you were touched by his want to make sure you were comfortable. You nodded, "hurry up, I want your cock inside me" you panted out, and he groaned as he pushed his index finger inside you. "It's so warm, so wet" he moaned, reaching down with his other hand to gently rub along his length. The feeling of your soft walls around his long finger had the villain drooling, and as you gazed down at him you saw he still held that grin on his face, softened by the blush dusting his cheeks. As he slid another finger inside you, you couldn't help but gasp and writhe under his touch, crying out as he hit the right spot inside you. "Tomura please" you choked out as he ground his fingers into your g spot. He let out a low sound akin to a growl, and was on you in an instant. His face so close to yours that your noses almost touched. Heavy cock in his hand, weeping tip pressed lightly up against your dripping hole. "Now?" He gritted out, and all it took was a single nod before he began pushing himself inside you.
You could feel him dragging against your walls, the stretch almost to much, the sting dulled by the pleasure that came alongside it. You couldn't hold back your soft sounds of pleasure, slowly increasing in volume as he stuffed you to the brim, bottoming out with a high moan of his own. You were panting heavily, eyes rolled back before he'd even started. "Oh, don't tell me you're cock drunk already". His words so heated, drawled out like he was purring to you. You felt yourself become somehow wetter at just the sound of his voice. "Move, please" you begged weakly. Because he was right, you were already drunk on the pleasure. 'I could see myself becoming addicted to this', you thought, and it was all you had time to think before he pulled his large dick almost all the way out of you, before slamming back all the way in.
You practically screamed as he began fucking you, he held power in that slim frame you were not at all prepared for. His hips drove him deeper and deeper inside you, growls and grunts and moans leaking from his cracked lips. His closed fists came to rest either side of your head, and his lidded gaze came to meet yours. "Not...not gonna last long, sorry" he panted out, his breath hot and wet against your skin. "Neither" you agreed, already feeling your orgasm approaching rapidly. His thrusts became frantic and sloppy, heavy balls slapping against you as he sped up, his long cock hitting all the right spots inside you and bringing you closer and closer to the edge. "Come on Shiggy, be a good boy and cum for me" you moaned, and his eyes widened, his hips stuttered, and he came hard with a scream. The feeling of his fat cock jerking and spilling inside you tipped you over the edge, and your own orgasm washed over your body, your pussy squeezing and contracting around him, milking every last drop of cum from his balls.
He flopped down on top of you, head resting against your chest as he came down from his release. He slowly pulled his softening dick out of you, a whiny moan pulled from him as he watched copious amounts of his cum flood out of you. "You okay there? You really came a lot, huh?" you asked wrapping one of your arms around him and using the other to stroke through his hair. "Mmm thank you, needed that" he said quietly, blush deepening once again. "Do you need anything? Any water or anything?" You asked, somewhat concerned at his odd behaviour. But as you looked down, you realised you'd never seen your boss so relaxed. All the stress and frustration that usually sharpened his features had melted away, leaving a gentle smile and a sleepy look in his eyes as he moved to get somehow closer to you. "Just stay here a while, here with me?" He didn't look at you as he said this, almost as if he was preparing himself for rejection. "Of course Tomura, I'll stay as long as you need".
The two of you awoke a few hours later, bodies pressed tightly together and held there by the villain's arms. The happiness you felt at awaking next to him quickly turned to discomfort as you remembered that you had failed to clean up after your previous activities. You grimaced as you moved to get up, but were stopped by Tomura reaching up to twirl a finger through your hair. "Shower?" He asked, that grin on his face and an almost evil look in his eye. And as he shuffled closer to you to press his hard dick against your thigh, you couldn't help but wonder what exactly you'd gotten yourself into. But at least, you thought, it seemed like your boss was going to start taking better care of himself now.