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Well, Every Inch Counts

Summary:

Caitlyn gets sized trained.

Chapter 1: The Art of Adaption

Chapter Text


“Faster,” Caitlyn gasps, worn out and broken, “your fingers, please, faster.”

“Where?” Vi runs another finger, lingering beside the first, trailing in between her folds as a little encouragement. 

Caitlyn’s face is pressed into the sheets, on her knees, ass raised high in the air. 

She knows what they’d agreed, knows nearly exactly how Vi will respond, but she can’t help but ask anyway.

“My ass, please, I need it”

“No,” Vi removes her hand from her cunt. Smooths her fingers down the side of her hip. “Bad girl”, Vi laughs, and slaps the curve of her backside “That isn’t what we agreed, is it?”

For as long as she can remember, Caitlyn has always fantasised about being bent over, being pounded into, railed until her ass is a gaping mess, until she’s drooling. 

That isn’t the plan though.

At least, not tonight.

The last time they’d found themselves in this exact position, things had gotten so heated that Caitlyn had forgotten, well, not quite; she’d almost forgotten that she’d never done this. Not exactly.

It wasn’t like she hadn’t experimented. Sure, late at night she had explored her own body, had slid a finger into herself while on the brink of an orgasm, had asked Vi for the same when she was feeling adventurous, and when her pride could take it, but she’s never actually had anal sex before. 

So, she had agreed, as she often does, to let Vi take the reins. And Vi has decided that the only thing Caitlyn is getting in her ass for the foreseeable future is one of the many training plugs due to arrive any day, and worse, Caitlyn has no say in how they're used. She’s not allowed to decide anything about them, when they're used, or even if they’re used at all. That part is entirely Vi’s domain.

When the first plug arrives, wrapped in delicate paper and tucked inside a neat little box, her thumb lingers on the edge of the lid, tracing the faint give of the wrapping. She steels herself and manages to wait for Vi to get home before opening it. She lifts it from its paper, letting it rest in her palm. It’s heavier than she expected, the weight pulling her fingers down slightly, and just a little bigger than she’d imagined for a beginner's plug. She turns it slowly, letting her eyes trace the shape, feeling the cool smoothness against her skin, as she imagines what it will be like to finally use it. 

Later, Caitlyn lies across the length of the bed, ass raised under a pile of pillows.  

She feels uncomfortably full as Vi pushes the plug further into her, full in a way that makes her cunt twitch. It slowly gets wider and wider, and she whimpers as the bulge passes through her tight ring of muscle, before the plug suddenly thins out, and Vi presses the base flat against her cheeks. 

“How does that feel, pretty girl?” Vi asks softly. 

“Mmpph feels good, I’m so full” 

“Ohh, I know you are, baby” 

Vi strokes between her folds, teasing her with her thumb, before moving it away, instantly replacing it with two fingers that spread her open. She presses down firmly on her clit, dragging the little bud of nerves hidden in its hood. Caitlyn’s hands curl into fists from the abrupt change of not nearly enough to yes, yes, please. It feels so good, she can't believe she has to lie still and not react. She can’t help herself. 

More”, Caitlyn whines as she pushes her ass out. 

“Shhhh,” Vi whispers, “I know, sweet thing, no more, I’m not touching you there tonight, you know the rules”, she coos, as she returns her attention to her clit. “But you can take it. Try and focus on your clit. Feel how swollen it is, so ready? Yeah, that’s it, just relax”

Caitlyn feels her hole squeeze around the plug as she comes, and she so badly wishes it were Vi’s cock, but Vi has told her she’ll have to wait, so that’s what she’ll do. 

Vi tells her she needs to sleep in it. So she does. 

And Caitlyn has always been horny in the mornings, wakes up at the crack of dawn, always has. Which means she is nearly always awake far earlier than Vi, who sleeps like she’s dead. 

It’s now gotten to the point where Caitlyn wakes up, insides twitching around the plug, body responding before her drowsy mind has had a chance to catch up. She’ll squirm, as her pussy clenches, trying to stay quiet, wishing she was allowed to use her hands to push on the base of the toy deeper, to move it against her soft, pliant insides now that she’s used to it. Instead, she has to settle for squeezing her thighs together and clenching her muscles, willing herself not to touch herself whilst Vi is sleeping next to her. 

When Vi finally wakes up, and nuzzles against her neck. Caitlyn breathes a sigh of relief as Vi takes one look at her and knows exactly what she needs. 

“All fours, baby”, she murmurs, still half asleep, as Caitlyn flips over on her stomach and raises her ass high in the air, back arching as Vi cups a hand between her legs, rubbing and pushing and prodding at the base of the plug and moving it in circles. She’s already soaking.  

“I can’t wait until it’s me spreading you open and wrecking this pretty little ass. Until it’s my cock making you slobber all over yourself like you are now,” Vi breathes. 

She wants to protest. Beg. She can take her strap there, she thinks. She knows she can. Now ideally. But she doesn’t have the brainpower to string two words together, and little desperate noises are escaping her with every breath. She’s a tangled mess of want and need as she rocks her hips back and forth.

It’s almost too good, so it takes nearly no time for her to cum. It’s embarrassing, really, how little it takes for her to become a sloppy, moaning mess, how little it takes to push her over the edge, as Vi almost fucks her with it, pushing it right down deep, as she rocks back into the plug, hands fisting the blankets, so overly sensitive, hole squeezing around the toy. “Such a good girl for me,” Vi soothes as she lies there, panting, “My perfectly trained little hole”. 

And that small plug turns into a bigger one, and this one she has to wear even when she’s not sleeping. She finds herself being hit by waves of embarrassment at the most unsuitable times. She feels herself blushing, all of a sudden, when she’s picking up a coffee, mid-order at the counter, or when she feels the dampness in her underwear that makes the material stick to her skin as she walks the streets of Piltover. 

What if someone noticed?

The thing is, it’s fine when she’s standing, mostly. She can feel that it’s there, sure, nestled inside her, but it’s so hard not to sink into the pleasure that rushes through her body when she’s sat down, when the base pressed again something hard it sinks deeper, pressing against the inner counters of her body, when she can move her hips, discreetly in little circles, and feel it press against those soft sensitive areas that feel every whisper of touch. 

“Are you okay?” a colleague asks with a frown, as Caitlyn sits down in the cramped briefing room, bustling officers settling in for yet another case discussion. 

You look like you’re burning up. Are you not feeling well?”

“I’m fine,” she answers quickly—far too quickly. “Just… feeling a little warm, is all.”

Vi smirks at her from across the room, that slow, knowing pull of her mouth and the slight raise of her brow that makes Caitlyn want to sink straight through the floor.

“Maybe you are getting sick, Cait. Because it’s definitely not hot in here, I’m actually a little chilly.” 

Caitlyn’s face burns.

Her body feels so tender and sensitive that just light, gentle movements have her squirming, have her really fucking wet, her packed hole begging to be fucked. Of course, nobody could know that there was a toy filling her up, keeping her tight little hole stretched.

But Caitlyn knew.

Vi definitely knew.

And that was more than enough to mortify her.

But it became the new normal for Caitlyn to feel full to the brim, to feel so achingly full. She found herself feeling like something wasn’t quite right in the absence of a toy inside her. She catches herself clenching around nothing whenever Vi lets her go without. She misses the sense of being claimed so completely. She catches herself wanting the fullness back, the feeling of being stuffed.

The worst part of it all is that Vi still isn’t fucking her there. Not really. She’ll play with her, push the toys in deeper, and even let Caitlyn fuck herself with it, just about, but she’ll never let it pass the bulge; she’ll never take it out and put it back in again. She‘ll never plough into her the way Caitlyn fantasises about, how she daydreams when she’s playing with herself, red-faced and ashamed as her slender fingers work at her clit, legs splayed open as she leans against the bathroom cubicle, and she slips her hand underneath her panties. She’s trying to take care of herself, trying to take the edge off, at least long enough to be able to concentrate on her work for more than an hour at a time.

So, instead of fucking her with it, Vi makes her come over and over, plug deep inside her. She has her on her knees, sucking her cock, has her back as she fucks her wide open, filling her pussy the way she wants to be filled elsewhere. Caitlyn can feel Vi’s cock rub against the bulge of the plug inside her, and that alone is nearly enough to make her cum. But she wants more. She always wants more. 

But Vi seems incredibly entertained with how much of a wreck Caitlyn was becoming. 

"Please, Vi... how long? Please, just tell me."

"You said you're a good girl," Vi's voice was steady, teasing. "You've been so good for me, haven't you?"

Caitlyn bit her lip, trying to hold herself together, but the words made it harder. "I... I have.”

"So you need to keep being good for me," Vi murmurs. "You need to be patient, baby, going to have to be patient. I’m going to fuck you so fucking hard when we are finished training you, I promise.”

Caitlyn gets embarrassed by how she behaves whenever Vi gets her a new one. How desperately submissive she becomes when she's on her hands and knees. Vi instructs Caitlyn to lift her ass high in the air, as she takes her time teasing it out. And, every time, she finds herself begging for Vi to reach in between her legs and push her fingers inside her empty hole until she’s satisfied. But she doesn’t, of course, because that’s not what they agreed.

The latest toy Vi has plugged her up with is a lot bigger, stretching her even further. The largest Vi has stretched her with up until this point, both in how deeply it rests in her ass and in girth. This stretch is enough to be painful this time, a deep, satisfying ache that is mostly overruled by the pleasure that courses through her. She can’t ignore the friction it creates whenever she has to move around, making it hard to focus on anything else. She winces when she sits down, and she feels tightness, the pressure that pushes against her inner walls. Caitlyn begins to feel like if she doesn't get her ass railed soon, she's going to lose all sense of control. 

Vi has been busy out of the office lately, working tirelessly on an operation in Zaun that requires all of her focus. So Caitlyn is surprised when she saunters in at the end of the working day, bag slung over her shoulder. 

"Do you want to grab something to eat?" Caitlyn asked, hoping her casual tone hid the curiosity sparking in her chest.

Vi gives her a sideways glance, a smirk tugging at the corner of her lips. "Mmm, not really hungry." She leans against the doorframe, arms folded, her gaze lingering. "But I am in the mood for...something else."

Caitlyn freezes for a split second, and pauses what she’s doing “What... here?” 

“Take it or leave it, cupcake”

She feels herself flush, mortified at how the wetness instantly begins to gather between her legs, and she becomes weak-kneed at the suggestion. All she can think about is how full she is, how much she craves the feeling of being pounded into from behind and broken open. How long she’s been waiting. It goes deeper than the sensation now, the sexual thrill, she needs to feel it, that sense of being taken and owned and claimed.   

She can already feel herself slipping into that headspace, where she becomes soft and pliant beneath Vi’s hands. The space where the noise in her head stops thrumming against her temples, and she can simply exist as the world fades to a distant hum. 

“I…I can’t believe you’re only letting me out of horny jail if you can fuck me in my office” 

Vi shrugs, completely unbothered.

”How do you want me?” 

Vi reaches for the door. The soft click of the lock makes her heart skip.

“Naked, for a start. Strip”

She strips off her clothes a little too quickly, the fabric slipping from her skin with urgency. Normally, she would fold each piece with careful precision, placing them neatly in piles. Her hands tremble slightly as she drapes her clothes haphazardly over the side of the plush chair in the corner of her office, the fabric pooling on the arm. 

“Front and centre, Cait”

The anticipation pulses through her, and if she’s honest with herself, she’s as nervous as she is excited, more nervous than she expected. She knows what’s coming; knows the rules. The way Vi will fuck her bent over the desk, the way she’ll do whatever she says, be whatever she’s told to be as Vi takes her apart and puts her back together again. 

Vi comes to stand behind her, and she’s acutely aware of how naked she is in comparison, and the vulnerability makes her shudder. 

“Bend over” 

Her nipples are already hard, but they grow harder with contact from the slick, cold wood as she positions herself, feet apart. She swears that she can feel Vi’s eyes hover on the plug nestled inside her, filling her up, and she feels a blush creep from the back of her neck to the tops of her ears.

“Spread yourself open for me” 

Caitlyn reaches behind her and grips her cheeks, her fingers melding into the soft skin as she spreads them. Vi teases the plug out, and Caitlin gasps as the bulge passes out through her hole. 

Caitlyn can hear the clinking of buckles from behind her, the quiet, methodical fiddling of straps and buckles. She hears the rustle of foil and the shhhh sound of packaging being torn open as she imagines Vi placing a condom on the tip of the strap and rolling down the latex all the way to the hilt.

“Now I know you’ve kept your ass spread and open for me, since I didn’t tell you that you could close it”, Vi says as she turns around "There we go, what a good girl”.

Caitlyn buries a slight yelp into the hardness of the desk as she feels a lube-slicked finger circling her entrance. Her thumb rubs around her rim in slow, torturous circles. Vi taps a second finger against her, and her breath hitches, as she arches slightly in silent encouragement

She feels the head of Vi's cock brush against her clit, and Vi draws it up towards her hole, a faint pressure pushing at her rim. She could feel it now, the delicate tension in the muscle as it resisted, just barely, but it was a familiar resistance. The kind that was no longer as sharp as it had once been, the months of training, slowly stretching, coaxing her body to accept the intrusion. The tension burning inside her feels like she’s about to explode; she needs Vi inside her now, she thinks. 

Vi finally, finally starts to move. She begins to push forward, sliding the head of her cock in, whilst Caitlyn whines and wriggles like she’s being split in two, sliding it in until her hips press against Caitlyn’s bare ass and they’re both shivering from the sensation.  

“Do you feel that? I’m all the way inside of you.”

“Fuck, fuuuuck,” she manages to whine out. She can barely register Vi’s words. All she can think about is how she’s stretching around Vi, how full she feels. How good it feels having her so far deep inside her. 

“Does it hurt?” Vi asks, tentatively, her hand at the edge of her hip. 

“Mn,” Caitlyn whimpers. “Little bit, but it feels good, it’s good, don’t stop—”

She’s never felt so—so full, so stretched and used and claimed. This is exactly what she wants. How she’d pictured. 

”I wish you could see yourself right now, baby”, Vi murmurs, as Caitlyn whimpers on the end of her cock. 

Caitlyn feels her clit pulsing. She can feel everything.

“Gods Cait” Vi pants, her voice becoming deeper and more breathy as she speaks. Vi drags her cock back out slowly, torturously, before she pushes right back into her “I can feel the way your cunt is twitching without even touching it” 

Caitlyn is almost sobbing with need as she tries to pull her scrambled mind together. "Harder”, Caitlyn pleads, “Please, I need to feel you  more, I can take it—I promise” 

“Needy girl,” Vi murmurs, “I should tell you ‘no’ cupcake, but you’re gorgeous when you’re this desperate.”

Vi grips her thighs and experimentally rolls her hips in a proper weighted thrust. The force of it shifts her whole body forward over the desk, and the motion sends scattered papers drifting down from the edge of the wood onto the floor. 

She’s stuffed so full that she genuinely can’t breathe; Vi everywhere, inside her, around her, pressing down on top of her as she fucks her into dark, polished wood. Her nails drag along the desk, leaving faint scratch marks in the polish as she scrambles for something to hold onto. 

Caitlyn’s legs start to shake, and her eyes roll back; she drools against the wood of her desk, head lolling to the side. She can’t think, can’t breathe, all she can do is lie here now and take what Vi is giving her. The ass fucking of her life, well, the only ass fucking of her life, but gods is it a good one. If she’d have known that it could feel this good, this different, she would have never waited so long to ask Vi to split her open like this. 

Nobody has ever….uhghh…f—fucked me like this Vi—mph—fucking hell”, she manages to push the words past her teeth, just barely. 

“Jesus Cait nobody has ever been able to take me this well baby, not even fucking close” she groans, and now Vi realises that she’s drooling as well, salivating like some sort of wild animal as she leans over Caitlyn, fucking her viciously, plunging her cock in an out of her hole, right up to the base, no resistance at all.

"Fuck, Caitlyn," Vi gasps as she wipes her mouth it the back of her hand, drawing trails of spit down the side of her face. Vi pulls her ass flush with her hips, holding her in place whilst she grinds into her, and with the motion, she can gain a little bit of friction on her clit as she’s pushed against the wood. 

"Oh, pretty girl, your ass was made to wrap around my cock” 

Vi's hips pick up speed, rutting frantically against her ass until the pleasure finally peaks, her muscles tighten until they hurt. The orgasm washes over her, so fucking intense, it forces her body tight and still as she cries out, clenching down around Vi’s cock. Caitlyn feels waves of euphoria crash down and roll through her, and then Vi is coming with her, comes and comes and comes, moaning, groaning long and deep as she does, grinding hard and slow into her ass.

Caitlyn collapses over the desk, utterly fucked out. The soft glow of the desk lamp casts a warm light over her face, and she feels almost weightless. Her limbs are loose, her thoughts slow, her pulse steadying in a warm, blissful hum.

Vi’s presence is still there, close behind her, and Caitlyn can hear the quiet rhythm of their breaths as they both begin to come back to themselves. Time feels stretched, as if it's slowing just enough for them both to catch their breath and find their bearings. 

Vi leans into Caitlyn’s back, pressing a soft kiss to the nape of her neck.

Caitlyn lifts her head slightly. She laughs softly, a breathy, half-shaken sound that’s more from the release than anything else. “That was… fucking hell.”

Vi chuckles lowly, her voice vibrating through Caitlin’s chest as she carefully helps her to her feet.

A few minutes later, she sips happily from the hot chocolate Vi brought back from the office machine, her legs swinging idly as she smiles to herself. Vi, attentive as ever, has already begun to tidy up, arranging her desk, just the way she likes it, collecting loose papers, and transforming the clutter into careful, orderly piles.

Vi glances up from her task and catches Caitlyn’s eye, a small, affectionate smirk tugging at her lips. "Was it worth the wait?"

Caitlyn’s response comes without hesitation, warm and dreamy. “Absolutely.”

Vi raises an eyebrow, teasing. “That confident, huh?”

“I never wanted it to end.” Caitlyn feels a delicious rush, almost delirious, drunk on the thought that she can have this again. She feels dizzy with it. The idea of being taken care of like this makes her stomach flutter. “I still can’t believe I get this. With you.”

“You can have it whenever you need it,” she says softly. “You just have to ask… or, knowing you, make it obvious in your own little way.”

Caitlyn’s cheeks flush; she doesn’t argue.

Vi leans down, pressing a gentle kiss to her forehead. “Come on, princess. Let’s go home.”

Caitlyn nods, slow and sleepy, and lets Vi help her stand. Her legs wobble a little, and she pretends not to notice, and Vi pretends not to smirk, but she automatically leans into her, head resting against her shoulder as they walk.

She’ll spend the night curled around Vi, feeling completely at ease. Totally satisfied.

And she’s not thinking about tomorrow….yet. But the moment she steps into her office and her eyes land on that desk, she’ll feel the heat rise in her face. Her ears will burn, and she’ll have to pretend it’s just the heating acting up again. But only she and Vi will know why she sits, squirming in her chair, clenching her thighs together when she glances at that neat stack of papers on the edge of her desk. She’ll take a deep breath and exhale slowly, counting down the hours till she gets to go home.