Way to Your Heart ༊*·˚
18+ MDNI !!!
Pairing: Tom Riddle x Fem! Reader / You
Summary: Riddle has had his sights set on Reader as his perfect high society wife for well over a year, but you are proving rather difficult to woo. He finds himself in your room one evening, not sure what drew him in, yet you seem to know exactly why he's there.
Tags: Oral (f receiving), Sub! Tom Riddle, Light dom/sub, Kneeling, Praise, Courting, Riddle is smitten, Probably a bit out of character, Pureblood culture, Mild fluff, Reader has she/her pronouns.
Word count: 3.3k
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Authors note: This is basically just Riddle being a secret munch and Reader not bothering to beat around the bush cos she's a baddie. It's been a while and I can't really promise anything but pls know I am always thinking about fanfic ideas. This wasn't really proofread... Hope you like it anyway mwah ( ◕◡◕)っ ♡
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Tom Riddle had done the impossible, if he did say so himself. Born loveless, raised in an orphanage, he had clawed his way up the social ranks at Hogwarts to where he was today. It had taken precise layers of charm and deceit, convincing those around him that he was worthy of more than the cards he had been dealt. It hadn’t hurt that the one blessing his parentage had offered him was his looks, which made convincing certain people of his worth much simpler, but ultimately, he would be nowhere without his perseverance. He had done it, built himself from nothing, and nobody could take that from him. Here he was now, almost at the very top of the social hierarchy at Hogwarts, elected Head Boy, coveted by every witch at the school. There was only one step left between him and the legitimacy he craved: a wealthy pureblood wife. If he were to access the jobs he was after, the power he desired, he needed proximity to a good family. Most of his peers were simply born with this privilege, and while he had been invited to many high society balls over the years, he knew he had no family who would vouch for him when it came to getting a good job. At the moment, he was an impressive oddity to be admired. How strange, this handsome, intelligent man with a name we do not recognise, hasn’t he done well for himself? But the novelty would fade once his pureblood peers were getting their undeserved positions in the ministry, and Riddle was left behind to take the apprentice route like everybody else.
You were the ideal candidate to be his wife. In fact, Riddle has had his sights set on you for quite a while now. Your family was perhaps the wealthiest and best-regarded of all the pureblood families. Your father wasn’t the Minister of Magic, but the power he held in his position meant he may as well have been. If the wizarding world had royalty, it would be your family. That was exactly the kind of connection he needed to get where he was going. You and Riddle were to be wed; the only problem being that you were difficult. Very difficult. It was a large part of why he’d set his sights on you in particular. Despite your wealth, status and beauty, your dismissive and abrasive attitude to male suitors meant that not many men had dared to seek your hand. Less competition, Riddle had thought perhaps a little naively. He didn’t mind a challenge: he could charm almost anyone. Almost.
His attempts to woo you had begun last year, starting simple with approaching you in the hall and telling you that you looked lovely. Without fail, you would brush him off, your face set in a seemingly permanent scowl. Riddle persisted. He left gifts at your desk, fancy chocolates, ribbons for your hair, luxurious hand creams in scents that reminded him of your perfume. Each gift was accepted, but you never looked that enthusiastic, offering the chocolates around to your friends, using the ribbons to tie your textbooks rather than your hair. However, the fact that you hadn’t thrown them back in his face was a win in Riddle’s book, as he had witnessed you do a few years ago when being pursued by an older student. He continued his efforts, approaching you in the library in the hopes of speaking with you at least once a week. His charm was always fully switched on, a handsome smile on his face, his voice soft and full of compliments. Still, you were unfazed. If he was lucky, the two of you would exchange a few sentences before you told him you wished to be alone; most days, he would get nothing from you at all. Your lack of other suitors kept him going, because at least he knew your aloof attitude wasn’t related to being promised to somebody else.
After over a year of this behaviour, you had begrudgingly grown used to it. On days he was sick or busy with Head Boy duties, it would be odd not to receive a little gift or be showered with compliments before class. You didn’t miss it as such; it was merely the change in your routine that bothered you. You were always a little more friendly with him the next day, without strictly meaning to be. Riddle basked in his success each time, the fact that you would actually speak with him a little. You were intelligent, funny, perfect. Each little bit that you let him in only strengthened his resolve to marry you. The two of you would be the perfect couple; everybody would admire you both, be sick with envy. You would give him that last step up he needed toward the future he deserved. The thought was what kept him going on days you were particularly challenging.
Although Riddle was not much of a partier himself, he knew appearances were of the essence in building up his image and maintaining the position he had worked so hard for. So despite having no interest in such mindless frivolities, he had dragged himself to the party in the Slytherin common room this evening and made his rounds, making sure people took note of his presence. He had hoped he would catch a chance to speak with you at this party, but as he approached your group of friends, he immediately noticed a distinct lack of you. As casually as he could, he inquired about your whereabouts, secretly a little sick at the thought that you might have found a quiet corner with some boy.
“She’s in her dorm, said this party was a trivial affair and that she wanted to enjoy her time alone,” your friend Agnes quotes you, rolling her eyes. Riddle couldn’t help but smile. It sounded like you. It sounded like him. He wasn’t sure why you couldn’t seem to see that the two of you were a good match. After a little more polite conversation, he deems it acceptable for him to excuse himself. Making his way up the stairs toward the toilets for a moment alone, he hesitates at the landing, his eyes drawn down the corridor toward the seventh-year girls' dorms. Toward where you were. He could see some light peeking out from under one of the doors, presumably yours. After checking he was alone on the staircase, his legs carried him down the corridor toward you. He knew it was improper, but he couldn’t seem to stop himself. He reaches the door, seeing your nameplate, which confirmed you were inside. He could hear soft, melodic humming from inside, your voice. He had never heard you so carefree and takes a moment just to listen. The tune is vaguely familiar, but he can’t quite place it. With a deep breath, he places his hand on the doorknob and lets himself inside.
You were sitting at your vanity, curling your hair and humming to yourself, enjoying being alone. With your dormmates away, you had been taking some time to indulge in yourself, experimenting with a new hairstyle without anybody telling you to hurry up so they could use the vanity and allowing your mind to wander to things you couldn’t think about with others around, fantasising. You caught sight of Riddle in the doorway through your vanity mirror, your eyes meeting for a moment before you turned in your seat to face him.
“Oh, you,” you look him up and down, unimpressed. Riddle gives his best charming smile, which almost makes you roll your eyes.
“Just came to check on you, shouldn’t you be socialising with your housemates?” He steps inside, shutting your door behind him, shutting you in together.
“I tried to avoid it, but you give me no choice, as usual,” you huff, turning back toward the mirror and examining your freshly curled hair. Riddle takes a few slow, measured steps until he stands behind your chair, watching you admire yourself in the mirror. He spots a facial moisturiser that he had gifted you a few weeks ago, open on your vanity, clearly used. It makes him smile. “Well, since you’re here,” you begin, meeting his eye in the mirror once more, arranging your hair. “What do you think of the curls?”
“Beautiful,” he answers simply, reaching out to gently trace a finger along a strand of your hair, twisting it around his finger and letting it go. He’s surprised that you don’t object, but you seem preoccupied with scrutinising your hair.
“Well, do you think a tighter or looser curl would be better?" you urge. He chuckles because he hardly knows a thing about this, lucky that his hair waves attractively on its own.
“I am sure any type of curl would suit you,” he murmurs, leaning his forearms on the back of your chair, his head now close to yours. You roll your eyes.
“You’re useless, you would say I looked beautiful no matter what I did,”
“It’s not my fault that you’re so gorgeous,” he hums, catching your glare through the mirror, laced with a blatant affection he isn’t used to seeing from you. You seem much more relaxed than usual. Considering he’d barged in here without warning, it’s a little odd. “You don’t seem that bothered about me being in your room,” he comments, his eyes straying toward what you’re wearing. A simple white nightdress and a silky robe wrapped around you. The fact that you aren’t trying to cover up is also strange, but he isn’t complaining.
“I figured you were here to offer to eat me out or something,” you shrug. Riddle freezes, pulling back a bit so he can look at your face rather than simply your reflection. He’s sure he hasn’t heard you correctly, or if he has, that he does not understand the implication correctly.
“Eat… you?” he asks slowly, studying your expression.
“You know, go down on me,” you clarify. If Riddle wasn’t so baffled by your words, he would have been embarrassed by the flush of pink that dusts his ears and cheeks. He has never heard you talk this way.
“I… what?” he blinks, trying to come up with what else you might possibly be referring to. You can’t possibly be casually suggesting he came here to… His eyes dart up as you stand from your chair, turning toward him. He hesitates, looking up at you for a moment before straightening up.
“I know what you want from me, and you’re running out of time, I mean, we graduate in two months… I figured perhaps you were here to resort to drastic measures to earn my affections,” you explain, watching in amusement as the composed, brilliant Tom Riddle practically stutters before you. He swallows, trying his best to get back in control of himself.
“Would it work?” he asks quietly, watching as you twirl your hair. He’d never expected you to be so direct, but he cannot deny the hardening of his cock, he likes it. You shrug with a smirk, unsure why you’re being so brazen. It was his fault for walking in on your fantasising time. You were already a little aroused when he walked in; you could hardly even admit to yourself that he’d been on your mind even before he entered. He takes a moment to consider the risks of what he’s about to do. If you’re simply messing with him, this could completely squander his chances with you. Yet the glint in your eye as you look him up and down is new. And strong. Whatever has gotten into you is something he hopes never leaves. “Then yes, you caught me,” he swallows, slowly moving to kneel before you. “I came here in the hopes of kissing your cunt,”
“Riddle!” you giggle at his lewd language, shocked and excited, a jolt of arousal going through your body. He smiles up at you, almost sheepishly, moving your vanity chair out of the way so that you can lean back against the vanity and he can move in between your legs. His whole body trembles as he leans in and presses his lips to your skin just below the hem of your nightdress, leaning his forehead to your thigh and closing his eyes. This was not where he had been expecting this evening to go: he took several deep breaths to calm himself down. His hands slowly slide up the outside of your thighs, lifting the hem of your nightdress. His lips followed suit, tracing their way up the plush skin of your thighs with little kisses. Your eyes met as he looked up at you, making sure that you weren’t about to kick him off of you. You merely watch him like you are curious, like you could not believe he was doing this, he could hardly believe it himself. The fact that you were allowing him to do this was a great shock to him, but if this was what would finally win you over, he would do it for hours, until his jaw locked. He bunched your nightdress around your waist, taking a moment to admire your underwear, pink and satiny. Seeing the wet spot already there, he could not resist, leaning forward and pressing his nose to you, taking a deep, blissful breath. Vaguely, he registers you giggling in surprise once more, but all he can focus on is the smell of you, the drool pooling under his tongue at the idea of tasting you. He cannot compare your scent to anything he has smelled before, and yet somehow his body already knows you are delicious. First, he presses a light kiss to you through the fabric, then another, then another. His tongue presses against your core through the thin fabric, and you moan in shock, his tongue running back and forth over the fabric until it is wet and he can properly feel you through it. The wet fabric slides against you as he attempts to get as close as possible to you, forcing your legs to spread further to accommodate him. The hints of your taste he gets through the fabric drive him wild; he wants more. Pulling back just a little, he opens his eyes to look up at you, grabbing at your underwear.
“May I take these off?” he breathes. He feels like a dog at its master's feet, begging, but he finds that when you look down at him like that, cheeks flushed and pupils blown, he really doesn’t mind. With a nod, he is working the fabric down your legs with abandon, slowing down to manoeuvre the fabric over your feet, placing gentle kisses just above your white cotton socks as he frees you of the garment and tosses it away into the room. As he wedges his way back between your legs to return to his work, he sees you, bare and dripping with the nectar of the gods. He shivers, taking a moment to kiss your thighs and just above the patch of hair protecting you so he could properly fill his lungs. He feels your eyes on him, and he relishes in it. After one last deep breath, he dives in. His hands grip your hips as his tongue slides through your wet folds, taking in every drop of you that you can spare. You’re both moaning, his vibrations feeling excruciatingly good as his tongue finds its way to circling your clit. One of your legs drapes over his shoulder to give him better access to you, pushing himself as close as he possibly can get in order to lap at you properly. His tongue flicks over your clit more often as he swirls his tongue, testing your reactions, listening for your noises and paying attention to the twitches of your body. Your mind is swimming with pleasure, hand threading into Riddle’s hair, which he only takes as a sign to pick up his pace, his whole mouth working to bring you over the edge. He mumbles something against your clit, something about your taste that you cannot make out, but his sheer enthusiasm tells you it must be something good. You feel the cool glass of the vanity mirror against your back. Riddle’s hands gripping your rear are the only thing protecting you from the edge of the table. Your body thrashes as his lips close around your clit, suckling and flicking his tongue just right.
“Riddle– ah! Tom–” You whine and whimper, your grip on his hair growing tighter, nails digging into his scalp, not that he seems to mind. Your cry of his name spurs him on; he’s determined to prove himself, continuing to alternate between sucks and licks. He feels your whole body tensing up, knowing you’re nearly there, he makes sure to keep doing exactly what he’s doing, burying his face against you. Your body goes stiff as you explode, a prolonged whine leaving your lips, hips thrashing against Riddle’s face. You struggle for breath, your vision going white behind your eyelids, and warmth spreads through your entire body. Still, Riddle keeps going, working you through the waves of pleasure as they crash over you and basking in the taste of your release melting on his tongue. You twitch weakly as Riddle soothes his tongue over your pulsing core until you have finally ridden out your full climax. He sits back and looks up at you, licking his lips and letting go of your nightdress. It falls back down past your hips, though now it is all wrinkled. You stare at each other, both panting with exertion.
The reality of what has just transpired begins to set in. Neither of you is sure what to say or do now. Riddle remains knelt at your feet, ignoring his raging arousal, waiting for you to say something. The silence stretches on so long that he almost hopes you tell him to leave and never come back, so at least he might have some clarity. He swallows, still waiting. Never in his life has he felt so unsure, so out of control. How had he ended up here? And if this was possible, why had he not been devouring you every night for the past year? He stares up at you, cogs turning in his mind.
“You can stand,” you finally say, voice a little hoarse.
“Oh, right,” he clears his throat and stands. It’s almost a little strange to look down at you again. He quite enjoyed looking up at you. From his standing position, his lingering arousal is much more obvious. You chuckle, smiling at him. “It’s a pretty natural reaction to doing something like that,” he defends himself quietly. You nod. Another silence stretches between you. “So… have I won your affections yet?” he asks as casually as he can muster. You think on his words and realise, yes, he has. In fact, he had quite a while ago, you had just enjoyed his chasing you.
“Yes,” you smile. He raises a brow, thinking for a moment that you’re messing with him until you step forward and embrace him. Although it’s a little unnatural and stilted, especially as he has to angle his hips away from you, he embraces you in return. He isn’t used to affection, or the idea that his pursuit of you might have finally paid off.
“I sort of thought I would have to chase you forever,” he chuckled against your hair, which had lost a lot of its curliness from the exertion. You chuckle in return.
“Oh, yes, you do, don’t get complacent on me now, Riddle,” you tease. “I still expect presents and compliments and… your oral talents that you so generously demonstrated this evening,”
“I would not dream of getting complacent, you minx,” he purrs. “I will happily show you my talents each and every day. And anyway, I thought you were calling me Tom now,” he pulls back to look down at you. You roll your eyes, blushing a little. Yes, that had slipped out, hadn’t it?
“I will hold you to that… Tom,”
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