#a.n. : yay, I finished this! Next I'll probably get down to headcanons... But only probably. :D
Version: Housewardens — First Years — Second Years — Third Years (you're here).
!!Warnings: m!dom!top!reader, suggestive or exclipit content, very slight mention of overstimulation (Lilia), reader has a HUGE stamina in Lilia's part and he is too, mention of public nudity (Rook's part, but it's rather silly than serious), mention of porn (Cater).
CW: dom top reader, reader has a cock, cock can be read as strap
Rook Hunt is a lover of all things beautiful. So when his lover suggested putting a blindfold on him, he wasn't thrilled. You still managed to talk him into it. After all, you can always take it off for him. But only if he can say it makes your intimate moment ugly.
And that's how he ended up here, panting heavily with your fist in his hair and your cock deep inside him.
He hated to admit it, but the way the blindfold heightened his other senses brought out another beauty he had yet to experience with you. He loved hearing your breath beside his ear and being so alert to every slight touch on his skin. He shudders under you, moaning your name as you gently trace a finger across his body, teasingly sliding down his back that arches under your guidance.
Was reading your obey me master list and your mating press ask for the boys and sides made me wonder about perhaps pressing the Twst third years?
Mating press with the TWST third years
MINORS DNI
Cater really loves the position! He looves that it forces you to pay such close attention to him. Oh you'd never be able to tell if he likes it more than any other position though. Cater is dumb and drooling just from having your tip pop inside of him, and having you push him into a mating press generates the same reaction lol. No matter what position you fuck in, he's gonna be drunk on your dick all the same. He'll brag to other people about you being able to fuck him in the position btw.
Trey looooves the mating press position. Part of his infatuation with it comes from the name of the position alone, for he has a massive breeding kink imo. Part of it though, is due to the fact that you’re so close to him, and he can see you better when he doesn’t have his glasses on <3 he loves being able to see your face and cling to you when you fuck him! Even if he can’t see you as well as he’d like, the sound of your balls and thighs hitting his skin is fuel to the fire cooking in his loins.
The mating press is easily Leona’s favorite position to do when you want to take him on his back. Typically I think he leans more towards being fucked doggy style or on his side, so his tail isn’t put in an awkward or uncomfortable position. But when you’re fucking him in a mating press he’s so lost in pleasure that he’s hardly paying attention to the feeling of his tail being pinned against the bed. All he can do is claw your back and beg you to fuck him full of some cubs.
Rook has more favored positions, but he has absolutely no complaints when it comes to the mating press. He likes that he can cling to you and show off how flexible he is! He likes that he can kiss you while you cum. He especially loves the way that your cock reaches so deeply inside of him. However he certainly doesn’t need to be fucked in this position every night to be satisfied. If you maneuver him into it every once in a while, it’ll the do the trick of getting him real worked up and seeing stars.
Vil will probably claim indifference towards the position, but he loooves it! He’s greedy for your cock, and loves having it feel like you’re churning up his guts with how deep you’re reaching. He likes that you’d have to be focused on him and his pretty face while fucking him. And he especially loves how it feels to have you cumming deep inside of him, making sure there’s not a drop that escapes him. He’s more than flexible enough to do the position nearly every night too.
Idia “hates” the position. He’ll tell you it’s embarrassing, and that it hurts but really he loves it so much. All it takes is one thrust in the position and all excuses die on his tongue. The first time you try it he cums so quick. That isn’t to say that it isn’t a bit embarrassing for him, being so exposed for you, or that it doesn’t hurt a bit (because we all know boy is NOT doing his stretches lmao). It's just that Being Seen a little by someone he loves and trusts, and the subsequent burn in his legs the following morning (that remind him of said fucking) are hardly "negatives". So really, he won’t complain much.
Malleus enjoys the position a lot! When you explained it to him, I think he really liked the implications coming with the name. He gets all flustered and excited thinking about you being his mate and filling him with babies. He loves having you manhandle him into the position, and the weight of you on top of him more than anything. When he’s deep into subspace having you so close is an incredibly comforting thing. Being the romantic that he is, he also adores being able to see your face while in the position.
I actually can’t see Lilia being wildly into the position. The things he’d love about it is being so small under you (the size kink goes wild with this position), and having you so close to him. However… I see Lilia as being a very active and squirm-y man. I think he’d much much rather ride you than be put in a mating press. He’s like the opposite of a pillow princess to me dkshgkah. BUT! If you did hypno with him, or maybe somno, he’s very into it and very pliant. He may be old as dust, but he can still stretch and bend like any other twink.
cw: sub!rook, blowjobs/cunnilingus/rimming (depends on ur biological sex or whatever u want), gn!reader (genitalia isn’t specificed)
rook would be the KING of oral. i can’t explain why but it makes sense. he’s so good with his mouth and he absolutely lives to serve and please you. he’d have such a passionate gaze as he looks up at your face, scrunched up with pleasure. his tongue moves almost expertly and if you looked into his eyes, you could practically see how smitten he was with you.
he wants to make his love feel good! he wants you to be so happy! he’ll obey any commands you give him, even if its telling him to stop and pull away. he’d be a little disappointed, since you taste so sweet, afterall. he wouldn’t even touch himself as he gets you off, though he could probably cum just from giving you head alone.
your twisted wonderland first time stories are so good! is it fine if i request you write about vil, rook, jade, leona, and cater next? i love top male reader stories but its hard to find ones about twisted wonderland :<
-🍤
»—> Vil's, Rook's, Jade's, Leona's and Cater's first time + Azul from another request.
#a.n. : my writer's block and problems in life are finally over and I'm writing again. An amazing sight, but still.
#cw/tw: top!male!reader, bottom!male!character, first time obviously, praise kink, fingering, teasing, and quite a vanilla sex in general, sex toy(Cater), riding(Leona), very little nipple play(Leona), dirty talk(Rook), Rook is a brat just a little.
This is definitely a planned action, simply from the fact that Vil more than knows about sex (I think Eric explained this to him as a child as needed). Therefore, it is at least planned on the part of your yes/no, preferences and the like.
I don’t know why, but it seems to me that it’s important for Vil that your first sex with him be vanilla and romantic. That is, so that this sex is not so much a show of your lust, but of intimacy, your trust in each other.
If you are not a virgin, by the way, you will think that you are a virgin. This guy will guide you as if he knows everything, where, what and why (although he didn’t go beyond jerking off, because he didn’t see the need for it).
But he will still give you control, almost completely, simply because... It’s more convenient for a virgin than to do it all himself.
“Mmm... Yeah, it feels good,” Vil mutters as your fingers poke into that sweet spot and his fingers curl into the sheets. “Please continue... A little slower, yes, like that.”
A quiet moan of pleasure escapes his lips as your fingers slow down ever so slightly, pressing with each slow but rhythmic thrust into him. He sighs shakily, his arms wrapping around your neck as he presses a chaste kiss to your lips.
"Vil? This..." You whisper, watching as he spreads his legs beneath you invitingly, a smirk blooming on his lips that turns into a smile of pleasure in a matter of seconds. "Too tempting for a virgin."
"In your opinion, I'm always tempting, no? Or do you think I don't notice your glances at my ass?" Vil asks, chuckling and making you laugh too and kiss his lips, in a deeper way, and push your fingers even deeper.
It is clear that the sensations will be strange. But he’s still pleased, and the main thing is that it’s you. And Vil is not one of those who goes back on his word, after all. And if he allowed you to fuck him, then you will do it (if you want, ofc).
Vil simply found some kind of peace in this first act. Slow thrusts, your hands touching his body, which has become like a continuous erogenous zone, your quiet voice whispering praises and compliments to him... It's wonderful.
“Ah, [M-Mc]... It’s so good, don’t stop, I beg you, my love,” Vil whispers, closing his eyes in pleasure, feeling the relaxed, slow tremors inside him; a whine escapes his lips as you lift his hips off the pillow, going deeper.
“So good... You take cock too well, handsome. Although it’s you, what else could I expect,” Your whisper is heard in his ear, and he melts at the sound of your hoarse laugh.
His nails dig into your back, creating crescent-shaped marks. His hips rock in time with your thrusts, meeting them. Moans and whines escaped his slightly reddened lips from the kiss, mixed with the sound of your name... Just perfect.
I'm honestly not sure if this was planned or not. Just from the fact that I can easily imagine something innocent with him developing into something obviously intimate and... I'll leave it up to you.
And you DO NOT need to discuss the main important things before getting into bed. He knows everything about you, which seems strange, especially if you have never even thought about it, but this is Rook... But he will tell you his boundaries and what he loves, yes.
He is absolutely calm before the penetration begins, absolutely. You even begin to think that he lied, that this was his first time. He's too... Stretched for a virgin. (Although let's be honest, I just think he was playing with himself. And I think he's one of the few people who did it with his hole, lol)
He doesn't moan at all before the penetration begins, like AT ALL. Rook just watches your fingers penetrate him with a satisfied smile and red cheeks and tells you all sorts of praise and some phrases that make you swear you want to simultaneously blush and hit him at the same time.
“Mmm... Your fingers are so good, Mon cher, it’s almost unbearably good. If you’re so good with your hands, then I can’t even imagine what it will be like when your dick is inside,” Rook whispers with a half grin, half smile on his face, his palms lie on your chest, drawing some invisible patterns there with his fingers.
A sigh escapes your lips and you lightly slap him on the back of his thigh, causing Rook to twitch slightly but only chuckle at your displeasure showing; his back arches when you make deliberate, harsh contact with his prostate.
“Rook, I ask you, keep quiet... Everything has its time. Have you heard of such a phrase?” You ask a rhetorical question, and a joyful glint appears in his eyes when he realizes that he has angered you just a little.
He's also calm when you finally insert your dick, it's like he's done this all before, seriously. Although moans are already beginning to escape his lips, he still does not stop these dirty conversations, they even intensify.
Although they soon turn into only convulsive declarations of love and praise when he approaches orgasm or this happens after the first orgasm.
"Ahh... You're so deep, it's incredible! Don't stop, please," Rook ululates as his face slams into the pillow again, squeezing it in his grip, causing it to tear pitifully.
“I didn’t plan on stopping, blondie, don’t worry,” He trembles when he hears and feels your whisper right next to his ear.
Your tender kiss behind his ear absolutely does not fit with the rough and rather sharp thrusts, creating a wonderful difference between roughness and tenderness... And damn, he can feel how his dick is getting hard again.
... No, I don't think it was planned, no. But this was not something wild too. It’s just that at some point you smoothly flowed into intimacy when there was the most suitable time and moment for this.
Although you have probably discussed similar topics with him many times before. I just think he's terribly curious when it comes to his partner, plus he probably doesn't have much of an idea of how sex works between someone who has legs.
An absolute mess. He gradually, but quickly enough breaks down under any of your actions, touch, word, even glance. He simply surrenders to these sensations headlong.
"Jade, are you okay? You haven't said a word since my fingers were inside..." A question leaves your lips as you watch Jade try his best to hold back any sounds that escape his lips, and he just nods, "Baby... Give me a verbal answer."
"Y-yes! This—... Th-this is so good, mmhmm... Plea-please don't, agh, st-stop!" Jade groans, barely able to utter the words, causing a chuckle to escape your lips, causing the moray eel’s already red cheeks to turn an even darker shade.
His body trembles, his hands grab at anything just to maintain a little sense of reality. His cheeks are completely red, his teeth are nipping at his bottom lip, his eyes are closed as tears stream down his face... What a charm, right?
You'll probably need to keep his mouth closed somehow when you finally enter him. He will no longer be able to control his moans, and he will moan so damn loudly.
He doesn't even feel discomfort, he just wants all of you. He wants you to go ahead and just fuck him like he deserves.
“Hush, precious, hush. You'll wake everyone up, these aren't soundproof walls after all,” You whisper as Jade's head is thrown back on your shoulder in pleasure, and your fingers are in his mouth, playing with his tongue to muffle him just a little.
Your other hand lowers and lifts his body on your dick, making him twitch and whimper every time. His thoughts are jumbled, if he can think at all right now. Now there is only you, him and your dick, which lies perfectly in him.
No, this is not planned. I think it was completely unplanned. For some reason, I imagine him sending you a repost of some video where there is something sexual and like, “Maybe we can do it too?))”
And if you agree, he is the happiest in the world. He expected that you would not agree and then he would have reduced everything to a joke, but since you agree...
He also probably once tried to finger himself, but he didn’t really succeed, because his fingers didn’t reach what he needed, so he maybe used toys, or didn’t touch his hole for the time being.
"Mmm, are you sure this thing is comfortable, pumpkin? Is everything wonderful?" You ask to make sure he's absolutely fine as he lies on the bed, fascinated by the toy below.
"Y-yes... It feels good, really," Cater whispers, moaning as the toy touches his prostate. It's just a prostate vibrator with a circle of rubber that attaches to the base of the penis... But he swears it's never felt as good as it does now.
An absolute mess when you penetrate him. He's quiet though, I guess. You feel so much better than anything in his life has ever felt. And... A real cock is probably more pleasant to have than rubber, glass or other materials.
And yes, he won't let you go. He will cling to you with all his might, but he will still hold on to you.
“Cater... Calm down, calm down. I’m not going anywhere,” You whisper as his nails run down your back for the hundredth time in these moment, leaving red marks there that will clearly make your tomorrow less rosy.
“So-sorry,” He sobs, wrapping his legs around your waist, practically hanging on you as you continue to thrust in and out of him at a slow pace, “You're just... So h-hot and wet inside... And twitching, too! Weird..."
I think this is more about presenting you with a fact rather than a planned action. He can just lie on your lap in the garden and then say something like “I want to have sex tonight” and start snoring a few seconds later, and you react however you want.
For the first time he is surprisingly active, I think. Really active. Of course, he doesn’t know how to do anything in practice, but if you want him to suck you off or something, he will do it. (And will still do it damn well)
Quiet asf. Just a few growls, maybe very quiet moans, but it’s hard to get him to other sounds. In general, I think that he is not particularly sensitive himself.
“Mmm, come on, herbivore... I'm not glass, damn it,” Leona mutters as you slip your fingers into him a little too slowly for his liking and he sighs contentedly when you speed up a little.
"Sorry, sorry. I just don't want to rush anywhere, okay?" You speak, specifically aiming for his prostate and he just makes some kind of guttural sound reminiscent of agreement.
He will ride you. Yes, you can fight me, I’m ready, but he will do it. Leona wants to control the pace of your first time, so he will do that.
Although, of course, when he gets tired, he’ll just lie on top of your chest and you’ll have to fuck him like that because it’s convenient for him, lmao.
"Ha... Leona, you look incredible when you're on top of me, you know?" You ask, looking at him riding your dick at a slow, but quite sharp pace, while his hands lie on your chest, sometimes squeezing it convulsively in his palms.
“Yeah, I always look incredible actually... But I'm glad you recognized my greatness in a position that no one else saw,” Leona whispers with a smirk, flicking your nipple lightly, chuckling as you twitch inside him, but then it’s his turn to moan as you lift your hips, meeting his bounce halfway.
Yes, considering him, this is planned. He was very nervous, thinking that something would go wrong, so he discussed it with you in advance and of course asked when, after the start of the relationship, you would feel comfortable taking this step.
He is absolutely nervous before starting, even if he has read a lot of educational literature on this topic. He thinks something will go wrong or you won't like something.
He... Something between quiet and loud, yes. The most common moans, whines and sighs. Although, if you overstimulate him or just bring him into some kind of faint state of ecstasy, he will sound like the girls from hentai, I swear.
"Azul... Relax, okay? You're pretty tight even for a virgin," You whisper, squeezing his thigh reassuringly, letting him know that you're here and you're not going anywhere.
He nods, wiping his eyes from the accumulated tears, although it didn't really help, because they almost immediately appeared again. Azul sighs deeply, taking one of his pillows and covering his face halfway as he continues to stare at you.
“Okay, sorry... It's just unusual, I didn't think people walking on two legs felt this way,” Azul mumbles, muffled by the pillow but surprisingly able to keep his voice unwavering, throwing his head back when you touch his G-spot.
The absolute prince of pillows, at least the first few times. It's not that he wouldn't want to do something. He's just embarrassed and has no idea what to do.
Definitely a very kisser. Firstly, to muffle his moans, which make him ashamed. And secondly, it seems to me that he has a sensitive mouth and tongue... And his throat too, if you have a long tongue.
Azul meets your lips with his own again as he lies on his back, his legs twitching on your shoulders from the thrusts inside him. His tongue slides awkwardly against you as you run the wet muscle over his teeth for the hundredth time that evening and then pull away.
“You're so cute, Azul... I had no idea you'd be so clingy,” He blushes when he hears you whisper against his ear and squeezes his eyes shut when you lick the shell of his ear.
“It’s not true, love... Don’t tease me,” Azul mutters, covering his face with his hands, although he immediately leans forward when you kiss him again.
