NSFW Alphabet with Tom Riddle
All characters are of age, set in 7th year.
CW: Some sections are quite dark so interact with caution. I won't list everything, but this includes heavy dom/sub themes, receiving and giving, dirty-talking, condescending undertones, descriptive filth, cockwarming, cum-play, brat-taming, spanking, and overstimulation.
A= Aftercare (what theyāre like after sex)
-If you're merely a hookup, do not expect any coddling or care from Tom. You've arrived, served your purpose, and now, it's time for you to leave. Despite it being way past curfew, Tom will not allow you to stay. He's made it clear from the start that the sex is purely transactional.
-The next morning, you wake up to find a familiar scribbled note paired with a fluorescent vial on your nightstand. "Fetus deletus," the label on the vial reads, and the note: "Take it before breakfast."
-But if you're dating, aftercare is vastly different. Tom will wipe you down with a warm towel, and run you a bath with epsom salt and your favourite scented essence. He'll probably do it with an expression that makes it look like a chore, but the tentativeness of his touch says otherwise.
-Definitely, he's the type to take precaution. "Go to the bathroom," he'll instruct, in that non-negotiable tone of his. He always makes you pee after sex. And as you do so, he makes you a warm cup of chamomile tea with a few droplets of the contraceptive potion he'd acquired from Madam Pomfrey. No way he'll let his girl be burdened with pregnancy whilst they're still in school.
-If he'd been particularly rough or had any reason to leave marks on your skin during sex, he'll lay you on the bed and apply some soothing balm or ointment to ease the sting.
-If you're hungry, he'll bring you to the kitchen, using his Head Boy privilege to bypass curfew, or summon an elf to bring in a light snack. Then he'll make sure you get adequate sleep to not fall behind in class tomorrow, watching you fall into a state of deep slumber, before he is able to rest himself.
-The softness that he displays is a stark contrast to the way that he usually manhandles you in bed.
B= Body part (their favourite body part of themselves as well as their partnerās)
-On himself, Tom likes his hands. They're long, nimble, and nicely shaped. They're his greatest tools, in duels, in conjuring, in practising his skills.
-They also make you writhe and twist in pleasure, and they make a pretty necklace when they're wrapped around your neck. His favourite thing that they do, however, has to be the reddened imprints that they leave on the curve of your ass when you give him a reason to. On the days following, he'll check up on them, almost feeling a sense of satisfaction watching them slowly fade away, though you always test him enough for him to add more before the old ones have completely vanished.
-On you, Tom likes your lips. The way they purse so easily and pout when you don't get the way you want. The way they huff and spew clever remarks, only for you to be chastised and pinned beneath him until you're whining apologetically for saying the things you said.
-He likes the way they look after a hungry kiss, the way they're slightly bruised and swollen but still asking for more. The way they part and stick out your tongue when he asks you to "open", they way they look painted and smeared with his cum.
C= Cum (Anything to do with it basically)
-As aforementioned, Tom likes the way his cum looks smeared across your lips. He is also not opposed to cumming on your face, especially when you cross him and he's in a particularly jealous mood. The sight is almost demeaning, and he feels oddly turned on that you'll let him.
-He'll always demand that you swallow to the point that he doesn't even have to ask anymore, just tapping the head of his cock on your lips or on your cheek. He watches as your throat works, the small wince at the slightly salty and bitter taste, then stick your tongue to show that it's gone.
-His favourite place to cum will always be inside you though. This way it feels like he's not wasting anything at all. Tom appreciates the view of the Black Lake at night, and the constellations that splay across the sky at the Astronomy Tower, but his favourite view is when he pulls out of your tight pussy and sees as his warm, sticky cum spill out of you, dripping down your thigh.
-He takes his fingers and scoops them, fucking it back into you, mentally fantasising of the day he doesn't need you to take the anti-pregnancy potion anymore and you can finally be swollen with his heir. Then he stuffs his finger in your mouth for you to suck. "Clean your own mess. Good girl."
D= Dirty secret/ fantasies (pretty self explanatory)
-Due to Tom's possessive nature, he's had some pretty...dark thoughts that keep him sated when his mind spirals.
-First, there's the temptation of fucking you on Dumbledore's desk, simply to spite the Professor that he's never been able to charm.
-Then there's the fantasy of fucking you in front of his knights- the Knights of Walpurgis- to stake his claim and make a statement. He'll have you bent across the head of the table or spread open for all of them to watch, reminding that you are only his to touch and have, whereas the rest of them can only ogle like starved dogs. This thought is most prominent when you flounce around in your short skirt that he disapproves of, or dare to flirt with Rosier or Dolohov to get his attention. Maybe if you push him enough, he really will make this true.
-Now, now, Tom would be lying if he says that the thought of using a curse on you has never crossed his mind. Perhaps not Crucio, or any of the ones that will really hurt or scar you. But one that will shock you or sting just enough when you least expect it, imagining the way that the pain will blend with bliss and you'll tighten around him further, gripping onto him like a lifeline.
E= Experience (how experienced are they? Do they know what theyāre doing?)
-Contrary to what some may think, Tom is quite experienced.
-Even though he's always been ridden with responsibilities, patrols, appearances at Slug Club, studying, and secret meetings with the Knights, Tom occasionally also needed a sexual outlet for his frustration and stress. Hence, before you came along, he had hookups.
-Tom was just so incredibly careful with who he selected (to hookup with) and secretive with them- demanding silence and confidentiality from every women that warmed his bed- that no one knew about it.
-When you started to date, you realised just how good, no, outstanding he is in fucking, just like everything else he does. He knows your body so much better than yourself, almost like he studied the female anatomy to know exactly which places to press and hold, where to angle his thrusts, and how to bend his fingers.
F= Favourite position/s (this goes without saying)
-Tom prefers positions where he's on top or feels empowered. Positions where he has the upper hand and can control what you see, feel, or how much you can move.
Doggy: He likes to have you bent over, cheek pressed into the mattress or face buried into his pillow, muffling your sounds. He'll have his hand on the back of your neck or hair wrapped around his palm so that he can tug your head back and control how deeply you take him. Oftentimes, he has a hand placing pressure on your lower back, correcting your arch. "You can do better than that, love. Stay up right, or don't even think about coming." "Arch. More. Spread your legs wider."
Flatiron: Similar to doggy, but you're fully flat on the bed. He likes how this position allows him to hit deeper spots inside you and give more stimulation, drawing more sounds from you.
Cockwarming: Okay. Not a position, but whenever he's doing late night studying or finishing an assignment but you're getting restless, he'll have you push your panties to the side and sink down on his cock. Tom will have you sit still, burying your face in the crook of his neck until he's done, murmuring a warning, "Don't you move." If you start to become whiny, squeezing around him, he'll disengage immediately and deliver a sharp smack to your ass.
- Cockwarming is also used by him as a form of punishment. But when it is, he'll have your back facing him instead, a hand wrapped around your front to hold you in place as he holds his wand to your swollen and sensitive clit. Then he'll use a stimulation or vibration spell on you until you've made an utter mess on his lap, forming a creamy ring on the base of his cock without him needing to even thrust once.
G= Goofy (how serious are they in the moment? Humorous ect)
-No. You're out of your mind if you think Tom would ever crack a joke or do something like tickle you.
-In fact, if you ever laugh at him, he'll probably narrow his eyes and go harsher, rougher, harder.
-Then, when you've drifted off to sleep, it would plague his mind and Tom would stay up for a long, long time thinking about it because what did he do that could've possibly been funny?
H= Hair (how well groomed are they and what do they prefer in a partner?)
-Personally, Tom is always going to be trimmed. He takes hygiene and cleanliness very seriously and it feels unkempt to not tidy himself. Just as the hair on his head is always impeccably groomed, so is the hair down below. He'd never fully shave though.
-In a similar manner, he'd expect his partner to also be groomed and tidy. Maybe not completely shaven bare, but at least, also trimmed. It's not for aesthetic purposes but rather, he takes it as a form of selfcare. If you forget to and it's a little overgrown, he won't care too much. He'll still fuck you, of course, but it's just a preference.
-If you're a hookup, Tom cannot care less.
I= Intimacy (how do they act during sex? How do they express intimacy?)
-Before you, sex was not an intimate thing. But things have changed, and intimacy can be seen in the way his thrusts are deeper and more measured, given in longer strokes, in the way he holds you more possessively, rather than fast and quick, with little regard to the receiver's pleasure.
-Eye-contact is intimate to Tom. He'd strictly fucked his hookups from the back and taken them in positions where they're restricted so he can see all of them, but they can only feel. With you, he'll let you face him and see the expressions on his face (or the rare glimpses of them, at least).
-Most importantly, aftercare is intimate. As aforementioned, the difference in aftercare if you're dating and someone he cares about is stark compared to what you get if you're just a hookup.
J= Jack off (do they and how often)
-Like I said, Tom has always had hookups. He's never been shy of having women throw themselves at him, offering themselves, desperately wanting to warm his bed.
-Tom has a high libido but an even higher sense of control. In rare cases, when he really needed to relief himself, then he'd find a hookup, or later, you.
-Tom can probably count the number of times he'd jerked off with his fingers. The main reason he has done so in the past is because he's exhausted you too much and thinks you've taken enough for a night or fallen too deeply asleep.
- In those cases, he'll palm himself, swiping a thumb over his leaking tip, and delivering hard strokes whilst imagining that it's you instead. Even better if you're lying next to him asleep.
K= Kinks (what theyāre into whether itās for their partner or themselves)
Condescension/Dumbification: I can't explain it. He just does. It might be because it strokes his ego or that it serves you well when you're being a brat. Tom just loves knowing the effect he has on you and thoroughly enjoy seeing your delirious, brainless trance when he fucks you rough.
"Look at you, is that brain of yours still working?"
"The only time you're quiet is when you've got your mouth stuffed full of my cock. Starting to think you do this on purpose."
"What's wrong, love? Too much for you to handle?"
"Have I fucked you stupid? Maybe this is all that you're good for, love."
"So pathetically wet. Be honest, do you think before you act, or do you just think with your cunt?"
Brat-taming: Tom tolerates no disrespect, no backtalk, no disloyalty. But it never fails to amuse him that despite the amount of times he has you bent over his lap, writhing and pleading, telling him you're sorry for being a brat or flirting with a Knight to get on his nerves, you still manage to do it again. Each time you reoffend him, his punishments grow harsher, his spanking harder, his thrusts rougher.
"Please Tommy, I'm sorry, I won't do it again-"
"Quiet." Smack. "Now, count. Twenty. Forget or count wrong and we'll be here all night until you get it right."
"You think you're so smart, don't you?" Smack. "Being a brat, bending over the desks and brushing Abraxas' hand." Smack. "He knows who you belong to. The question is whether you do."
"If you want attention, speak to me instead of acting like a child. Do you understand?"
Praise: Surprise surprise! To Tom, praise is all about control, as is everything else. He enjoys praising you because it's so rarely given out from him, that the reaction he receives each time always amuses him. He knows his lack of praise makes you work harder to earn it, and it makes it all the sweeter when you finally get it.
"You can be such a good girl when you want to be, hm?"
"Taking me so well, that's my girl."
"The best girl for me, aren't you? I wish the others could see how good you can be when you decide to behave and listen."
Honorary mentions: somnophilia, dacryphilia, overstimulation, breath-control, restrained sex
L= Location (where are they doing the do?)
-The most frequent place you'll be summoned to is the Room of Requirement. It is private, secretive, convenient, and lacks a personal touch which makes it perfect to reinforce that sex is purely transactional.
-He would refrain from bringing you back to his room because there's no reason why you need to see his personal space. He also wouldn't want you touching or coming into contact with important documents, confidential notes or correspondances.
-Before 7th year, he had to share a dormitory with his Knights, and even though they would all disperse and let him have the dorm to himself if he ever asked, he didn't like sharing a space because he never had a place of his own as a child.
-So it used to be his prefect's office during school hours or the prefect's bathroom after curfew so that you would be alone without distraction.
-Then came 7th year and his personal dorm because of Head Boy privileges. That became the primary space although he still calls you into his office when the situation is dire.
-If Tom ever trusts you enough, he'll bring you to the Chamber of Secrets.
M= Motivation (what turns them on and gets them going)
-Tom is very prideful, and if he ever feels challenged or jealous, he'll often reclaim control through sex. Once you realised this flaw of his, you would purposely try to rile him up to get his attention when he's busy, and this is what leads to you being brattamed.
-Another motivation is when you wear something of his or make it known to others that you're his girl. This includes wearing the necklace he buys you, telling others that you're proud of his achievements, or clinging onto him publicly even though he'd probably push you away a little or act like he doesn't like it. He makes a mental note to reward you that night.
N= No (things that they absolutely wonāt do and turn offs)
-Tom's childhood experience of being alienated from the other children and lacking a sense of belonging means that he'll never allow himself to not have the upper hand again.
-He'll never submit or relinquish his control, no matter how much he trusts you. You can beg and beg for days to let you take control just once, but every time, he'll be firm and tell you know. Push and you'll be punished or he'll pull away.
-The only time you'll be on top of him besides cockwarming is if you're riding him. Even then, he's the one with the ultimate reign, holding your hips to guide, manipulating your movements, thrusting upwards.
O= Oral (how skilled are they with their mouths? Givers or receivers?)
-Tom prefers receiving, always. Seeing you on your knees for him, so eager to drop down, and looking up at him with expectant eyes will never not turn him on.
-The sensation of your warm mouth and soft lips wrapping around his cock, your tongue tracing the length of him and the way your eyes grow glossy as you take him too far is a picture he'll never forget. Especially when you swallow or have his cum smeared over your lips (as discussed under 'C').
-This doesn't mean that he won't give. And the fact that he's never once gone down on any of his hookups most certainly does not mean he's not good at it. Oh, he's immaculate.
-However, Tom will only give head if you've behaved extraordinarily. It's given as a reward, and only as a reward.
-He'll have your legs propped on his firm shoulders, as his tongue draws shapes on your clit that has you seeing stars, sucking and licking with just the right amount of pressure to have you squeezing your thighs around his head and tugging on his hair for more.
-The ultimate move is when his tongue thrusts into your sopping hole, fucking into you, before his mouth closes on your clit again, resuming on sucking as he pushes two of his long, thick fingers inside, stretching you open to provide the most shuddering and incredible dual sensation.
-The entire time, his gaze is transfixed on you, observing and noting every reaction, seeing you fall apart on his mouth.
P= Pace (Do they usually go rough and fast? Or slow and sensual?)
-The usual pace that Tom sets is fast and rough, but deep. Always deep. His thrusts are so deliciously measured, always satiating you, hitting every spot, drawing out every sensation.
-When he's jealous or angry or feeling possessive, he's even rougher, and you often have to ask him to "slow d-down, Tommy, please," and "it's too much-" only for him to respond by intensifying further, "Take it. I'll tell you when we stop." or "You'll take what I give you, and afterwards, you'll say thank you. Understand?"
-However, sex is even more consuming and fervent when it's slow. Now, again, this will only ever happen if you've been extremely good or he's feeling guilty about something (such as missing a date at Hogsmeade).
-He'll have you in missionary or with your knees pressed to your chest, folded like a pretzel as he withdraws until only the tip of him remains before gradually feeding himself back in, making his thrusts long and languid, fucking into you nice and slow. Every sensation is prolonged, and your orgasm comes in waves, even more powerful than usual, making your back arch and thighs tremble, until you're crying out his name and shaking.
Q= Quickies (their opinion on quickies and how often it happens if it does)
-With his hookups, it was always quick and brisk, with minimal contact, and doing only what was necessary.
-However, with you, he'd like to take his time and do things slowly. Even if the most common pace he sets is fast and rough, he likes to stretch out the foreplay, teasing you slowly until you're at edge of the pinnacle, before pulling away and starting again.
-As aforementioned, sometimes, he does need you urgently or in between classes. In those instances, he'll send for you and pull you into his office or an abandoned classroom (albeit rare), brushing your skirt down when he's done and pressing a small kiss to your temple before the two of you resume your routines.
R= Risk (are they a fan of taking risks? Do they like to experiment?)
-Just as he has a dark fantasy of fucking you and putting you on display in front of his knights, Tom has an unexplored desire of exhibitionism. Although, it's less about the risk of getting caught, but rather a matter of staking control, showing you off, and reinforcing to his subordinates that they can watch, but never touch.
-Internally, this heavily wars with his need to keep the vulnerable side of you private and solely his. A side of him wants to ensure that he's the only one that can see you bare and hear the sounds that he rip from you.
-Those are one some of the only things that belong to him, and he's in constant contemplation of whether he will ever share it.
S= Stamina (how many rounds can they go for? How long do they last?)
-Usually, he will expect at least two rounds from you. Once as you fall apart on his fingers or grinding against his thigh or lap, and once as he fucks you on his cock.
-Two rounds is the normal and what usually tires you out, but sometimes, after you've come around him, squeezing him tight, he'll contort you into another position and go again.
-Tom has high stamina and can last for a long time, but this is because he needs far more stimulation to release than you do. For every two or three times you come, he'll probably come once.
-Maintaining two rounds is for your sake. But if you egg him on and give him a reason to overstimulate you, he will continue for multiple rounds. If he is determined to edge you, be prepared to be sexually frustrated for hours.
T= Toys (do they own any? Do they use them?)
-Tom's wand is the only tool he needs. Besides, toys feel like a muggle thing and the thought of buying them from a shop feels beneath him.
-Instead, he'd conjure up invisible restraints to tie you up and restrict your movements, holding your hands above your head and binding your ankles together so that you're unable to move when you're being particularly difficult.
-He'd amplify your sensations using a spell before casting a vibrating enchantment, pressing his wand against your tortured clit if he wishes to overstimulate you.
-For anything you can think of, Tom can find a way to achieve it with his wand and magic, and accomplish a better job than a measly toy ever can.
U= Unfair (how much do they like to tease?)
-Nothing is ever fair with Tom Riddle, come on. Academically and socially, he's never been opposed to using deceit and his cunning to rise. What makes you think that he'll be fair in bed?
-After denying you of orgasm for an hour, he'll tell you, "one more and you can come," only to deprive you again. His only response is, "I changed my mind."
-Whereas he can be fully clothed with his dignity intact, he'll have you fully stripped and bare, exposing every bit of skin as you grind down on his covered thigh until you've made a wet patch on the fabric of his pants.
-Sometimes, he'll have you blindfolded, ridding you of your vision, and have you tied up, ridding you of your ability to move, as he spends hours to tease and touch you until you break apart with your remaining senses heightened.
V= Volume (how loud are they? What sounds do they make?)
-Tom is not too vocal during sex. But he's a grunter and groaner more than he moans. They're low and rare from him, and mostly only slip past his lips when he comes undone.
-His pleasure is shown in the way his movements change imperceptibly, the faltering of his rhythm and the pulse of his cock for just a moment. Besides, his sounds are often drowned by the loud and wanton ones he pull from you anyway.
W= Wildcard (an unexpected headcannon for the character)
-Well, Tom's mastery of Legilimency is one of the core reasons why he's so good at controlling your body, reading your micro-expressions, and why it's impossible to trick him and sneak an orgasm when he decides to deprive you.
-Not that he needs to use Legilimency, especially when he's grown to be so attuned to your patterns and signs, but it definitely helps.
-You'll feel a slight pressure in your mind, almost like he's whispering for you to let him in, and hear his low hum in approval when you relent. When he's inside your head, the connection is nearly indescribable, like you're submitting to him in more ways than one. The pleasure is also always stronger, like the two of you are one instead.
X= X-Ray (letās see whatās going on beneath those clothes)
-Everything about this man is long. His fingers, his vision, and of course, his cock. Around nine inches, thick with girth too.
-The head is flushed with a darker pink, with a more prominent vein running from the tip to the base on the underside that you can feel so clearly when it drags against your walls and stretches you out.
-Slightly curved to the left and up, perfectly hitting all the spots inside you that make your eyes roll to the back of your skull and vision white with pleasure.
Y= Yearning (how high is their sex drive?)
-High, but like I said, it's mostly restrained.
- He can choose to address it or not, though he's always had a way to solve it. Whether with his old line-up of eager hookups, or now, with you.
Z= Zzz (how fast do they fall asleep afterwards?)
-Tom has undiagnosed insomnia. This might be due to his difficult childhood at Wool's Orphanage, and the conditions he had no choice but to fall asleep in each night, with the distant cries of the other children and the cold seeping into his bones beneath the thin scrap of a blanket he had.
-He often occupies himself with late night reading, notetaking ahead of class, or making himself a warm cup of tea, watching as you fall asleep.
-Hours later, he'll finally join you, tucking you into his side and brushing a light strand of hair from your face with a vulnerability that no one else will ever experience or see.
-Even though he struggles with sleep, the best he's had is definitely with you lain next to him.
A/N: This took me way too long and is definitely the most that I've ever written, but I hope I did Tom justice y'all. All likes, reposts, comments are appreciated!!
