The little revenge that Cater starts makes Riddle whine, lose track of the conversation for long enough that he feels like he's going to need to slump against Cater again. He manages, long enough, to keep himself steady, taking in a sharp breath.
At least, in this moment, it's enough to keep him from teasing Cater too hard.
He nods, this quick little nod, one that he realizes moments later that Cater can't even see. ]
I want to.
[ Riddle murmurs, leaning in to press a kiss against Cater's chin, his jaw. It's a dangerous game, when Riddle gets more and more confident. There's nothing that's stopping him, really, from pushing this as far as possible.
He's breathless, struggling himself to think, but still has it in him enough to make another little demand-- ]
Help me get my pants off now. And-- let's get yours off. Is that okay?
[ He's squirming, needy - make sure to give him his answer quickly, Cater, or else he might just have no mercy on you. ]
[he's reluctant to pull away, but the reward should be greater, right? not that he can think much beyond obeying Riddle's orders. he leans back further, so that Riddle can at least raise his hips, opening his eyes to take Riddle in again.
this is really, actually happening to him right now. whack. not that he's complaining.
he helps shimmy Riddle's bottoms down once they're in a better position to do so, reaching up to do so—]
[ Right. They have to pull back. He makes a small huff in annoyance at this realization, slowly pulling his hand back and out of Cater's trousers and underwear, in favor of putting his hands on his shoulders.
Leverage, that helps him move his leg away from Cater's lap, to get himself fully off of him, which.
Really, he didn't want to do, but. It was kind of necessary in this moment, huh?
Anyways. He lets Cater help him start the process, before he stands up on his knees, shoving them down unceremoniously. He'll let Cater help the rest of the way, before he's laid bare in front of him. Then?
Then he's plopping down to sit on his knees, to begin tugging on Cater's own bottoms, his eyes focused down on him. ]
Do you have any.... um. What's it called...?
[ Also that would be hella incriminating if Cater does. But Riddle won't come after him.... right now. ]
[for a moment, Cater just watches Riddle, saturated in admiration. it still feels so dreamlike to watch Riddle do something like this, aside from the sensation.
he squints when Riddle first asks his question, but a second more and—]
—oh! Yeah, I, um—
[he pushes himself away, leaning all long and languid and naked to pull out the drawer in the bedside table, rustling around in it and pulling out— that's a candy he doesn't like, cool, tosses that aside— that's a piece of paper, not that, not—]
This one—
[there we go, clasped between two fingers are two different packets, one half-wrinkled but still intact condom and the other one of those packets of lube people tend to get thrown at them by health-conscious adults just trying to keep teen pregnancy rates down.]
[ Okay, okay. Cool. This is a totally normal situation to be in together, right? With a condom and some lube and--
And Riddle finds himself staring at both, his face flushed heavily. He should probably be the one to put that on Cater, right? It's only proper, especially if Cater ends up being the one getting him ready?
... What are the rules to this encounter???
Riddle reaches out, plucking the condom from his hand. ]
Do we put it on now?
[ A simple question, meaning a simple thing: do they wait to put it on until they're ready or do they do it now, so they can already be ready??
Anyways, they're both at least naked now, so that is. Somewhat easier. Except now Riddle's just sitting there on his knees, staring between the condom and Cater, blinking at him for answers. ]
[he is seriously having virgin-educating sex right now. there is perhaps some cosmic force throwing Cater a bone in that Riddle is not completely clueless (something that Cater simply is not equipped to handle), but it's still a little wild.
...but then again, it's normal, isn't it? he was on the other end once. no, what makes it wild isn't what it is, but who it's with. Cater sits up a little more comfortably and looks between the two of them, bare as they are and—
and actually, for all of Cater's worries and fears earlier, it doesn't feel as terrifying as he expected it to feel, to be seen like this by Riddle. maybe it'll kick in later, but right now it... feels easier, actually, that it doesn't have to be perfect. that Riddle's still just learning.
that this is a tutoring session between students who've been studying well together, not a test.
he eyes the condom Riddle has in his hand and—]
Uh... yeah, it's fine, those are the unlubricated ones, p sure. It's not gonna get, like, sticky...
[really it's a trade off between making Riddle sit there all glazed up waiting to get a condom on Cater or Cater waiting all bricked up while he gets Riddle to relax. either way, it's still a game of patience.]
[ There's something almost poetic about this. About the little knowledge Riddle had, and the ways they were navigating this together. Yes, it isn't Cater's first time, but it is their first time, meaning they still both had to figure out how to navigate that together, to talk and understand, listening to not only each other's words, but their body language.
Riddle was comforted, too, by the fact that it really didn't feel weird or bad. In the current moment, he really had relaxed to the point where this was just normal, something he could write off as being something he's meant to explore as a teenager, like some other rules he tends to 'break' while on campus.
With Cater's answer, he nods. Determined to do this part right! He's had sex-ed, briefly! He knows what a condom is!
So he tears the packaging. Shuffles closer to Cater, until their knees touch.
Then, he carefully pinches the tip of the condom, pressing it down onto Cater and using his other hand to stroke him, to properly finish putting it on. Maybe surprisingly, he got it on pretty much perfect. For good measure, he'll drag his finger up along Cater's length once he's done, inspecting him closer now that he's no longer covered up. ]
There. Then the next step... would be to make sure I'm ready, yes?
... Would... you like to do it, or shall I?
[ Probs going to have to get in a better position for it too, instead of the little proper way Riddle's sitting there on his knees. ]
[Cater'd probably kill to know Riddle feels so comfortable, too. if pressed, he'd probably have to fluff up how comfortable he was his first time. he'd do cartwheels to know Riddle isn't feeling weird about it. anything but that.
he watches Riddle touch him almost reverently, and for a moment those stupid, hormonal feelings are dulled by a flood of something else. it's stupid, probably, to feel so warm about someone just putting a condom on him. it's ridiculous. it's just supposed to be sexy. but Riddle drags his finger over him and his dumb, needy dick practically jumps, and Cater has to swallow down a wave of dizzying affection.
he ducks his head a little, leaned back, pondering Riddle's question, and looks at Riddle rather imploringly.]
Iiiis it cool with you, if I do?
[he wants to. not that he would mind the show, of course. but if this is his only chance, and he has the choice...]
[ There's no small amount of affection in the way Riddle puts that condom onto Cater. Maybe that's what pushes forth that dizzying affection in Cater? Either way; he's safe from Riddle noticing. After all, Cater's good at hiding it, at hiding what he truly feels over what matters.
The answer is unsurprising, though, to say the least. Riddle half expected Cater to jump at the opportunity. He did tell Cater to 'show him a good time'...
It's only right if Cater dotes on him.
The Housewarden tilts his head, presses one shoulder more forward, and- Probably doesn't even know he's giving Cater bedroom eyes at this very moment, before he nods. ]
It is. I was hoping that would be your answer.
Where do you want me?
[ Because, really, they have options!! Riddle could get back on Cater's lap, or lay on his back, where Cater could get a full view of what he's doing. Just depends on what Cater wants to see. ]
[oh score. nice. nice nice nice he picked the right answer. Cater's first response is a slow nod, eyes locked on Riddle's, though he realizes that is not an answer to Riddle's question and seems to process after that, starting to tear open that little packet he'd retrieved to slick up his fingers.
An upward nod, since gesturing otherwise would get messy;]
C'mere,
[—and he beckons, the memory of Riddle's arms wrapped around him driving him. that's what he wants. if this might be his only chance, then he wants Riddle to wrap him up in it all, to give him that adoring feeling from earlier. he takes Riddle's arm with his free hand, to guide him with a gentle pull.]
[ Somehow, the mood feels like it's shifted again. Sure, it's still sexual, still intense, but now? Now... there's this intimacy in the air that Riddle's feeling. He moves with that beckoning, allowing his arm to be taken.
He'll follow Cater's lead for the moment, getting back in position in his lap, straddling him just right.
His free arm moves, wrapping loosely over Cater's shoulder. He moves to rest his cheek against his own arm, eyes still focused up on him. ]
Is this right? Or should I move...?
[ He was just following Cater's lead, following what he felt would work best for the two of them, really! ]
[murmurs Cater in response, caught on staring at Riddle's face for another moment longer before he swallows and refocuses. refocusing just reminds him that he ought to take every chance he get, so he leans in to press a quick kiss to Riddle's lips while his still-dry hand cups one of Riddle's thighs to support him.]
I've gotcha.
[and then that other hand is between Riddle's legs, gentle, curious, but no longer as hesitant as Cater had been before. this is happening now, for sure. his grip on Riddle's thigh tightens as a slick finger presses against Riddle's hole.]
[ His other arm moves to mirror his first, wrapping around Cater. It's a gentle embrace, less filled with lust. Rather, he's showing this gentle affection, enjoying thoroughly the moment they've created between them.
That kiss was sweet, but too quick. Riddle lifts his head just slightly, to catch Cater's lips in another one. Something just as sweet, just as gentle. Then, he trails his kisses down. One small one against his cheek, his jaw. They're softer than the ones Cater might've offered him. Experimental.
As Cater's hand explores between his legs, Riddle's breath catches again, his hand resting against his back, fingers daring to curl and let his nails dig in. ]
Be careful.
[ Surely, it doesn't need to be said. There's not a world in which Riddle would think Cater would ever hurt him, unless it was absolutely necessary.
When he does start to push that finger in, he might find that, yes, he's tight because duh, look at him, but. His muscles also seem somewhat prepared to take him in, to let Cater explore his inner walls. ]
[it really is some special moment, isn't it? not that it lost on Cater before that Riddle is sharing something so important with him, but it really is like the whole thing's shifted. there's no going back from here. mostly, because neither of them wants to.
that's why it's easy for Cater to loll his head to the side, bat his lashes a little. he hums;]
Yes, Riddle.
[still a bit teasing, but neither the obedient use of 'housewarden' or the playful use of 'your majesty' comes. just Riddle's name.
even though he isn't the one being touched, touching Riddle in turn is still so satisfying. Cater is slow and careful, diligent and patient. slacker though he may be, Cater can be quite adept with the things he does care about, and oh does he care about the way Riddle relaxes around him.
Riddle's curious will you fit? rings in his head again and he has to clear his throat, has to breathe a little more even. they sure were going to find out.]
[ To fall apart against someone he cares for - it felt so perfect. Riddle can't think of a time he's felt so out of control of his own body's reactions yet so okay with that.
Another small kiss is given, pressed against Cater's neck. His breath comes out in small little pants against him, as Riddle acclimates to the feeling of Cater's finger inside of him. It feels so much different than when he touches himself, so much more diligent and patient, which.
Is kind of surprising, coming from Cater? He won't mention it, of course, but he is a little surprised to find him so careful with him.
And, it does make him feel cared for, adored.
Whining against Cater's neck, he moves his hips just slightly, needy. Asking for more, without even realizing he is. This time, he doesn't even beg for it, doesn't actually say what he needs- because he thinks, maybe, just maybe, Cater will get it.
Instead, he tries to focus again on those little pieces of affection he can afford Cater, and breathing. Breathing is pretty important. ]
[it's tough to stay patient, for sure. he wants more from Riddle, too, but it's worth the wait. it's worth it, for Riddle, who deserves to be treasured and safe doing something intimate. who deserves to feel good.
but patience doesn't mean he's holding back, either. another finger, more lubricant, and Cater works his (tiny, tiny) queen, reveling in the way Riddle opens up for him, in the way there's still pressure against his touch.]
Let me know if it hurts,
[he manages, his voice breathy and quiet. it's enough to hear, and that's all they need. deeper, more— Cater obliges Riddle, his own neediness growing alongside.]
[ Patience is so difficult, even when Cater isn't holding back. He whimpers in need, nodding lightly against him to say he heard. Yeah, he WILL tell Cater if it hurts - Cater doesn't necessarily need to tell him that for him to agree to do so.
Still, the reminder is good. ]
You're....-- doing well. It doesn't hurt, [ Riddle comments, taking in another shaky breath. ] I can't get enough--
[ This was overwhelming, in a way he didn't think was possible. In a way that, completely distracted him, kept his brain mush. The only thoughts he really had... were wanting Cater. ]
... but it's also so much.
[ He adds on, with a noise between a whine and a moan. He doesn't want Cater to stop- he wants more, but he's? Not sure he can take more???
[yeah okay he's gonna go ahead and save that in his memory forever, actually. the sound of Riddle's voice is addicting like this— overwhelming in its own way, but in a way that makes Cater hungry to be overexposed.]
Just relax.
[Cater's voice drips with his lust, still sounding almost teasing even if he's really trying to be reassuring. even as he tells Riddle to relax he spreads his fingers against Riddle's walls, coaxing at him and urging;]
[ One hand moves up along Cater's shoulder blade, coming up to the back of his head, fingers tangling there as if to help him stay steadied, to keep himself focused--
that is, if there were any focus in the first place.
He nods, moving to bury his face against Cater's shoulder, his other hand moving back up along his back, over his shoulder, to let Riddle wrap it around him from the front rather than over his shoulder. His fingers then press in against his shoulder blade, nails digging in. ]
Caterrr.... [ Riddle breathes out, shuddering and shifting, ] I-- don't want to finish before we try... and I'm- it's so much. You're going to drive me crazy.
[ His complaints are, for the most part, unfounded. Silly, in the way that he keeps shifting his hips, grasping harder onto Cater, practically begging him not to stop. ]
[if any of Cater's hesitation comes from his own fear, well, Riddle seems to be here to chase it away. he swallows again— jeez. talk about threatening him with a good time. there are ways, actually, in which he thinks it might not be so terrible to drive the former-tyrant housewarden crazy.]
I— I know,
[and he does. if Riddle were fragile, wouldn't he have broken already? under touch much harsher than Cater's? perhaps it isn't Riddle he's afraid of breaking. he sucks in a cool breath of air and lets it out slowly as he eases his fingers out of Riddle, tipping his head against Riddle's for some more support and softness.]
I know you're not.
[he feels around for that packet again, aiming to spend the last of its contents on the condom Riddle had so lovingly gotten on Cater before, and as he does so he presses another kiss to his impatient underclassman's rose-scented hair.]
[ Riddle can feel his face burning, the embarrassment of the words he'd spoken not quite hitting, but he knows he's being desperate and pitiful and pathetic. Who wouldn't be embarrassed about that?
He makes a quiet noise, one that sounds like he was slightly sad that those fingers eased out of him, but shifts his head to press it closer to Cater's, to use that gentle touch as comfort, support. To try and stop his heart from racing as much as it was.
He only lifts his head when Cater says he's ready for him, looking to him with those big eyes of his. This parts partially up to him, too, isn't it? He'd need to sit up on his knees, to ease himself down onto Cater. The process was sort of self explanatory, even if he didn't know how it'd feel, how easily Cater might fit inside or not.
Taking in a small breath, he raises himself up partially, onto his knees, bringing himself closer to Cater in the process. His hands still clutch onto him, though he does ease up, untangling his fingers from his hair to pet it and smooth it down rather than tug and pull on it. ]
Okay... alright.
[ Free hand coming down behind himself, he gently grasps Cater's dick, helping to line the both of them up, so that Cater's tip presses right up against his hole. ]
[Cater's quick to press his hands there they need to go, where Riddle wants them— one bracing a hip, the other cupping the opposite thigh. he bites his lip, staring down at— well, honestly, Riddle's cute little cock all hard and free like that is much more interesting than what he could look at of his own, actually. but he can feel his head press against Riddle and with his hands situated it's tough to keep himself from pushing up into him.
he shudders a little, assuring again;]
Gotcha,
[and nodding, helping Riddle to lower himself at his own pace, doing his best to restrain himself.]
[ Despite his earlier impatience, Riddle knows better than to slam himself don onto Cater. He's slow, making sure he's fine and not aching too much. Of course it hurts a little to stretch this much, but
That's not really a problem. Riddle is a mess atop Cater as he works on moving, whimpering and letting out little gasped moans. His head is spinning, his cock leaking with pre, his body shaking and hands clinging tight to Cater.
And. At once, there's the final push. Riddle, gasping and desperate, pushes himself the last inch down, until they're flush together, skin to skin. Only problem with that?
It causes him to cry out, with the speed he went and the feeling of being so full. Cater will inevitably feel and see his climax then and there, as he coats himself and part of Cater with his fluids.
[Cater is quiet for most of it, concentratign hard on witnessing this moment even though he's not sure he can handle it, either. it's hypnotizing, both watching Riddle nearly lose himself, and the heavy heady feeling of entering a warm body.
Riddle is so cute, so desperate, so sweet— but Cater doesn't realize quite how close Riddle is until Riddle is ejaculating in their laps, squeezing on poor Cater all the while. it chokes out a breathy moan from Cater, whose eyes are locked on the space between them, who's literally biting his tongue to bite back the sound. it is impossible for him not to roll his hips up and forward into the feeling, and his eyes flick back up to Riddle's sweet face.]
Riddle—
[he has to keep control of himself, right? he has to. overwhelming Riddle isn't an option whether or not Cater was ever going to get a second round. besides, surely he can fight the needy monster in him to just revel a little longer in his beautiful queen's loss of composure.]
[ Cater rolling up into the feeling doesn't help in the sense that it makes him whimper, already so sensitive from how full he felt, from his orgasm, from the warmth shared between them. He's having a hard time keeping his composure, his eyes welled with tears that he couldn't help.
His walls are squeezing down on Cater so tightly-
Riddle gasps, pants, tries to catch his breath. A hand comes up, hiding part of his face out of the embarrassment that floods through him. He hadn't MEANT to climax then and there.
But, ]
I--...
[ He rolls his hips slightly, reveling in the feeling of over sensitivity and pleasure, his small body trembling atop Cater. His hands, too, tremble as he grasps at Cater's shoulders to steady himself. ]
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Date: 2025-06-02 04:54 am (UTC)The little revenge that Cater starts makes Riddle whine, lose track of the conversation for long enough that he feels like he's going to need to slump against Cater again. He manages, long enough, to keep himself steady, taking in a sharp breath.
At least, in this moment, it's enough to keep him from teasing Cater too hard.
He nods, this quick little nod, one that he realizes moments later that Cater can't even see. ]
I want to.
[ Riddle murmurs, leaning in to press a kiss against Cater's chin, his jaw. It's a dangerous game, when Riddle gets more and more confident. There's nothing that's stopping him, really, from pushing this as far as possible.
He's breathless, struggling himself to think, but still has it in him enough to make another little demand-- ]
Help me get my pants off now. And-- let's get yours off. Is that okay?
[ He's squirming, needy - make sure to give him his answer quickly, Cater, or else he might just have no mercy on you. ]
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Date: 2025-06-02 05:23 am (UTC)[he's reluctant to pull away, but the reward should be greater, right? not that he can think much beyond obeying Riddle's orders. he leans back further, so that Riddle can at least raise his hips, opening his eyes to take Riddle in again.
this is really, actually happening to him right now. whack. not that he's complaining.
he helps shimmy Riddle's bottoms down once they're in a better position to do so, reaching up to do so—]
Gotcha. Let's— do that.
[score. he actually got the words out. nice.]
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Date: 2025-06-02 05:45 am (UTC)Leverage, that helps him move his leg away from Cater's lap, to get himself fully off of him, which.
Really, he didn't want to do, but. It was kind of necessary in this moment, huh?
Anyways. He lets Cater help him start the process, before he stands up on his knees, shoving them down unceremoniously. He'll let Cater help the rest of the way, before he's laid bare in front of him. Then?
Then he's plopping down to sit on his knees, to begin tugging on Cater's own bottoms, his eyes focused down on him. ]
Do you have any.... um. What's it called...?
[ Also that would be hella incriminating if Cater does. But Riddle won't come after him.... right now. ]
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Date: 2025-06-02 06:13 am (UTC)he squints when Riddle first asks his question, but a second more and—]
—oh! Yeah, I, um—
[he pushes himself away, leaning all long and languid and naked to pull out the drawer in the bedside table, rustling around in it and pulling out— that's a candy he doesn't like, cool, tosses that aside— that's a piece of paper, not that, not—]
This one—
[there we go, clasped between two fingers are two different packets, one half-wrinkled but still intact condom and the other one of those packets of lube people tend to get thrown at them by health-conscious adults just trying to keep teen pregnancy rates down.]
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Date: 2025-06-02 06:25 am (UTC)And Riddle finds himself staring at both, his face flushed heavily. He should probably be the one to put that on Cater, right? It's only proper, especially if Cater ends up being the one getting him ready?
... What are the rules to this encounter???
Riddle reaches out, plucking the condom from his hand. ]
Do we put it on now?
[ A simple question, meaning a simple thing: do they wait to put it on until they're ready or do they do it now, so they can already be ready??
Anyways, they're both at least naked now, so that is. Somewhat easier. Except now Riddle's just sitting there on his knees, staring between the condom and Cater, blinking at him for answers. ]
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Date: 2025-06-02 07:29 am (UTC)...but then again, it's normal, isn't it? he was on the other end once. no, what makes it wild isn't what it is, but who it's with. Cater sits up a little more comfortably and looks between the two of them, bare as they are and—
and actually, for all of Cater's worries and fears earlier, it doesn't feel as terrifying as he expected it to feel, to be seen like this by Riddle. maybe it'll kick in later, but right now it... feels easier, actually, that it doesn't have to be perfect. that Riddle's still just learning.
that this is a tutoring session between students who've been studying well together, not a test.
he eyes the condom Riddle has in his hand and—]
Uh... yeah, it's fine, those are the unlubricated ones, p sure. It's not gonna get, like, sticky...
[really it's a trade off between making Riddle sit there all glazed up waiting to get a condom on Cater or Cater waiting all bricked up while he gets Riddle to relax. either way, it's still a game of patience.]
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Date: 2025-06-02 07:47 am (UTC)Riddle was comforted, too, by the fact that it really didn't feel weird or bad. In the current moment, he really had relaxed to the point where this was just normal, something he could write off as being something he's meant to explore as a teenager, like some other rules he tends to 'break' while on campus.
With Cater's answer, he nods. Determined to do this part right! He's had sex-ed, briefly! He knows what a condom is!
So he tears the packaging. Shuffles closer to Cater, until their knees touch.
Then, he carefully pinches the tip of the condom, pressing it down onto Cater and using his other hand to stroke him, to properly finish putting it on. Maybe surprisingly, he got it on pretty much perfect. For good measure, he'll drag his finger up along Cater's length once he's done, inspecting him closer now that he's no longer covered up. ]
There. Then the next step... would be to make sure I'm ready, yes?
... Would... you like to do it, or shall I?
[ Probs going to have to get in a better position for it too, instead of the little proper way Riddle's sitting there on his knees. ]
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Date: 2025-06-02 08:08 am (UTC)he watches Riddle touch him almost reverently, and for a moment those stupid, hormonal feelings are dulled by a flood of something else. it's stupid, probably, to feel so warm about someone just putting a condom on him. it's ridiculous. it's just supposed to be sexy. but Riddle drags his finger over him and his dumb, needy dick practically jumps, and Cater has to swallow down a wave of dizzying affection.
he ducks his head a little, leaned back, pondering Riddle's question, and looks at Riddle rather imploringly.]
Iiiis it cool with you, if I do?
[he wants to. not that he would mind the show, of course. but if this is his only chance, and he has the choice...]
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Date: 2025-06-02 01:52 pm (UTC)The answer is unsurprising, though, to say the least. Riddle half expected Cater to jump at the opportunity. He did tell Cater to 'show him a good time'...
It's only right if Cater dotes on him.
The Housewarden tilts his head, presses one shoulder more forward, and-
Probably doesn't even know he's giving Cater bedroom eyes at this very moment, before he nods. ]
It is. I was hoping that would be your answer.
Where do you want me?
[ Because, really, they have options!! Riddle could get back on Cater's lap, or lay on his back, where Cater could get a full view of what he's doing. Just depends on what Cater wants to see. ]
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Date: 2025-06-02 04:58 pm (UTC)An upward nod, since gesturing otherwise would get messy;]
C'mere,
[—and he beckons, the memory of Riddle's arms wrapped around him driving him. that's what he wants. if this might be his only chance, then he wants Riddle to wrap him up in it all, to give him that adoring feeling from earlier. he takes Riddle's arm with his free hand, to guide him with a gentle pull.]
I want you, here.
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Date: 2025-06-02 05:11 pm (UTC)He'll follow Cater's lead for the moment, getting back in position in his lap, straddling him just right.
His free arm moves, wrapping loosely over Cater's shoulder. He moves to rest his cheek against his own arm, eyes still focused up on him. ]
Is this right? Or should I move...?
[ He was just following Cater's lead, following what he felt would work best for the two of them, really! ]
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Date: 2025-06-02 05:28 pm (UTC)[murmurs Cater in response, caught on staring at Riddle's face for another moment longer before he swallows and refocuses. refocusing just reminds him that he ought to take every chance he get, so he leans in to press a quick kiss to Riddle's lips while his still-dry hand cups one of Riddle's thighs to support him.]
I've gotcha.
[and then that other hand is between Riddle's legs, gentle, curious, but no longer as hesitant as Cater had been before. this is happening now, for sure. his grip on Riddle's thigh tightens as a slick finger presses against Riddle's hole.]
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Date: 2025-06-02 05:43 pm (UTC)That kiss was sweet, but too quick. Riddle lifts his head just slightly, to catch Cater's lips in another one. Something just as sweet, just as gentle. Then, he trails his kisses down. One small one against his cheek, his jaw. They're softer than the ones Cater might've offered him. Experimental.
As Cater's hand explores between his legs, Riddle's breath catches again, his hand resting against his back, fingers daring to curl and let his nails dig in. ]
Be careful.
[ Surely, it doesn't need to be said. There's not a world in which Riddle would think Cater would ever hurt him, unless it was absolutely necessary.
When he does start to push that finger in, he might find that, yes, he's tight because duh, look at him, but. His muscles also seem somewhat prepared to take him in, to let Cater explore his inner walls. ]
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Date: 2025-06-02 05:55 pm (UTC)that's why it's easy for Cater to loll his head to the side, bat his lashes a little. he hums;]
Yes, Riddle.
[still a bit teasing, but neither the obedient use of 'housewarden' or the playful use of 'your majesty' comes. just Riddle's name.
even though he isn't the one being touched, touching Riddle in turn is still so satisfying. Cater is slow and careful, diligent and patient. slacker though he may be, Cater can be quite adept with the things he does care about, and oh does he care about the way Riddle relaxes around him.
Riddle's curious will you fit? rings in his head again and he has to clear his throat, has to breathe a little more even. they sure were going to find out.]
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Date: 2025-06-02 07:45 pm (UTC)Another small kiss is given, pressed against Cater's neck. His breath comes out in small little pants against him, as Riddle acclimates to the feeling of Cater's finger inside of him. It feels so much different than when he touches himself, so much more diligent and patient, which.
Is kind of surprising, coming from Cater? He won't mention it, of course, but he is a little surprised to find him so careful with him.
And, it does make him feel cared for, adored.
Whining against Cater's neck, he moves his hips just slightly, needy. Asking for more, without even realizing he is. This time, he doesn't even beg for it, doesn't actually say what he needs- because he thinks, maybe, just maybe, Cater will get it.
Instead, he tries to focus again on those little pieces of affection he can afford Cater, and breathing. Breathing is pretty important. ]
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Date: 2025-06-02 08:31 pm (UTC)but patience doesn't mean he's holding back, either. another finger, more lubricant, and Cater works his (tiny, tiny) queen, reveling in the way Riddle opens up for him, in the way there's still pressure against his touch.]
Let me know if it hurts,
[he manages, his voice breathy and quiet. it's enough to hear, and that's all they need. deeper, more— Cater obliges Riddle, his own neediness growing alongside.]
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Date: 2025-06-02 08:42 pm (UTC)Still, the reminder is good. ]
You're....-- doing well. It doesn't hurt, [ Riddle comments, taking in another shaky breath. ] I can't get enough--
[ This was overwhelming, in a way he didn't think was possible. In a way that, completely distracted him, kept his brain mush. The only thoughts he really had... were wanting Cater. ]
... but it's also so much.
[ He adds on, with a noise between a whine and a moan. He doesn't want Cater to stop- he wants more, but he's? Not sure he can take more???
What a complicated set of feelings. ]
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Date: 2025-06-02 09:43 pm (UTC)Just relax.
[Cater's voice drips with his lust, still sounding almost teasing even if he's really trying to be reassuring. even as he tells Riddle to relax he spreads his fingers against Riddle's walls, coaxing at him and urging;]
Just a little more.
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Date: 2025-06-02 09:55 pm (UTC)that is, if there were any focus in the first place.
He nods, moving to bury his face against Cater's shoulder, his other hand moving back up along his back, over his shoulder, to let Riddle wrap it around him from the front rather than over his shoulder. His fingers then press in against his shoulder blade, nails digging in. ]
Caterrr.... [ Riddle breathes out, shuddering and shifting, ] I-- don't want to finish before we try... and I'm- it's so much. You're going to drive me crazy.
[ His complaints are, for the most part, unfounded. Silly, in the way that he keeps shifting his hips, grasping harder onto Cater, practically begging him not to stop. ]
I can take it. I'm not-- not fragile.
[ Impatient brat- ]
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Date: 2025-06-02 10:15 pm (UTC)I— I know,
[and he does. if Riddle were fragile, wouldn't he have broken already? under touch much harsher than Cater's? perhaps it isn't Riddle he's afraid of breaking. he sucks in a cool breath of air and lets it out slowly as he eases his fingers out of Riddle, tipping his head against Riddle's for some more support and softness.]
I know you're not.
[he feels around for that packet again, aiming to spend the last of its contents on the condom Riddle had so lovingly gotten on Cater before, and as he does so he presses another kiss to his impatient underclassman's rose-scented hair.]
We can— yeah. I'm ready for ya.
[since apparently Riddle's so ready for him.]
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Date: 2025-06-02 10:42 pm (UTC)He makes a quiet noise, one that sounds like he was slightly sad that those fingers eased out of him, but shifts his head to press it closer to Cater's, to use that gentle touch as comfort, support. To try and stop his heart from racing as much as it was.
He only lifts his head when Cater says he's ready for him, looking to him with those big eyes of his. This parts partially up to him, too, isn't it? He'd need to sit up on his knees, to ease himself down onto Cater. The process was sort of self explanatory, even if he didn't know how it'd feel, how easily Cater might fit inside or not.
Taking in a small breath, he raises himself up partially, onto his knees, bringing himself closer to Cater in the process. His hands still clutch onto him, though he does ease up, untangling his fingers from his hair to pet it and smooth it down rather than tug and pull on it. ]
Okay... alright.
[ Free hand coming down behind himself, he gently grasps Cater's dick, helping to line the both of them up, so that Cater's tip presses right up against his hole. ]
Hold my hips - help me a little...?
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Date: 2025-06-03 12:45 am (UTC)he shudders a little, assuring again;]
Gotcha,
[and nodding, helping Riddle to lower himself at his own pace, doing his best to restrain himself.]
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Date: 2025-06-03 01:27 am (UTC)That's not really a problem. Riddle is a mess atop Cater as he works on moving, whimpering and letting out little gasped moans. His head is spinning, his cock leaking with pre, his body shaking and hands clinging tight to Cater.
And. At once, there's the final push. Riddle, gasping and desperate, pushes himself the last inch down, until they're flush together, skin to skin. Only problem with that?
It causes him to cry out, with the speed he went and the feeling of being so full. Cater will inevitably feel and see his climax then and there, as he coats himself and part of Cater with his fluids.
Whoops. ]
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Date: 2025-06-03 02:48 am (UTC)Riddle is so cute, so desperate, so sweet— but Cater doesn't realize quite how close Riddle is until Riddle is ejaculating in their laps, squeezing on poor Cater all the while. it chokes out a breathy moan from Cater, whose eyes are locked on the space between them, who's literally biting his tongue to bite back the sound. it is impossible for him not to roll his hips up and forward into the feeling, and his eyes flick back up to Riddle's sweet face.]
Riddle—
[he has to keep control of himself, right? he has to. overwhelming Riddle isn't an option whether or not Cater was ever going to get a second round. besides, surely he can fight the needy monster in him to just revel a little longer in his beautiful queen's loss of composure.]
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Date: 2025-06-03 05:44 am (UTC)His walls are squeezing down on Cater so tightly-
Riddle gasps, pants, tries to catch his breath. A hand comes up, hiding part of his face out of the embarrassment that floods through him. He hadn't MEANT to climax then and there.
But, ]
I--...
[ He rolls his hips slightly, reveling in the feeling of over sensitivity and pleasure, his small body trembling atop Cater. His hands, too, tremble as he grasps at Cater's shoulders to steady himself. ]
We don't... need to stop.
[ He finally manages out. ]
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