Harry has a big **** (Patreon)

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(4.1k+ words)

vii.

The date was set. 

Y/N had never really planned the date or what day she was going to have sex with someone. She typically had a general idea and vibe that she might be fucking someone on a particular day, so she cleans herself up accordingly, but it is never said aloud or set in stone. If it happened, then it happened; if it didn’t, then it didn’t – she tried not to hold much stake in that. A year ago, Adam used to keep a Google Calendar with all his hookups and bootycalls scheduled out so he didn’t ever “double book” because it happened to Niall once and had haunted him since he heard the story. Plus, he and Niall always sort of need to have a general idea of when it was going to happen – Niall mostly bottoms and Adam’s a switch depending on the way the wind is blowing, so they need to do a little more in preparation. 

But Y/N has also never been with someone whose dick audibly made her gasp at the sight of it, so things were bound to be a little different. Harry told her that he would feel more comfortable if they had a specific date by which it would happen, so he could get everything he might need for it, whatever that means. Y/N was okay with that, because it actually did take a little bit of the anxiety away, knowing when exactly she’d be getting her insides stretched to max capacity. That way, she could do her own preparations. 

She has a couple of toys – none were anywhere near as big as Harry because she wasn’t crazy (before him, at least), but they were various sizes, at least big enough for her to dip her toes back in the water. She’d not had anything phallic inside of her for a very long time, which was just asking for disaster when you really think about it. So when they decide that Friday is when they’ll sleep together, Monday Y/N pulls her toys from the chest under her bed and gets to work. 

Ideally, she’s turned on while she’s doing it. She reads her favorite smutty stories and watches her favorite porn (ethically sourced), and thinks about how Harry looked with his lips wrapped around her clit – and that usually worked to work her up. She’d alternate for a little while between lulling her swollen bud beneath her fingers until she felt close to the edge, before sliding her hand away. She’d get to the edge again, then pull away before she could cum. That was what made her the wettest, she thinks, and no matter the amount of lube she could use, she needed to be horny to open for anything at all. 

It lowkey feels like something is going on inside of her for the first time, the bulbous head widens until it narrows out, and her hole practically sucks it in. The first orgasm is to get her relaxed, all loosey goosey, and then she could focus on stretching herself a little – seeing what she could tolerate before it was too much. So she gets herself off, her thighs shake with it, she’s breathless and twitching and sensitive, and honestly – she’s tuckered out. The thought of trying to stretch anymore is tiring, so she thought maybe Harry could push her a little. 

Send me some encouragement immediately 

You can do it, baby! 

Unless it’s bad, then don’t do it. 

What are you doing? 

Stretchingggg

Oh? Did you sleep weirdly? 

Oh wait. . .

Wait, like ‘stretching’ or /stretching/

🙂

Call me

Y/N call me!!! PLEASE

PLEASE!!!

Y/N did call him, because she isn’t evil. She pouted at him on the phone and explained that she had just came but was feeling too sensitive and tired to keep going. 

“Then you don’t have to, baby. Why don’t you take a break and go to bed?” 

“Because then that defeated the whole purpose of me getting off in the first place! I’m doing this for business, not for pleasure.” 

It was Harry’s turn to pout at her, “There should always be a little pleasure involved if you’re putting something inside of you, angel,” he told her softly, clicking his tongue, “You give me no choice but to stay with you on the phone to help you out, okay?” 

Harry did – he’s soft in his instructions but firm when he asked to see the toy. “It’s bigger than the one you used before?” He inquired, and Y/N nodded, then realized he couldn’t see her before responding verbally, “Hmm, and was that one hard to take?” 

“I mean. . .I haven’t had anything inside of me for a while,” she admitted, “So it was a little tight, yeah. Sort of hard on my own.”

He cussed beneath his breath, and Y/N watched him tilt his forehead against his forearm with a chuckled sigh, “God, you’re going to ruin me for anyone else. Do you know that?” 

Harry talked her through it. He tells her when to put it in and how slow to do it. He praises her every time she whines, gasps, or huffs a breath because it’s overwhelming. Harry promises her with sweet, soft words that when they’re together, she won’t have to worry about any of this – that he’ll do all of the stretching, and make sure she’s nice and open for his cock. Eventually, it goes from business to not-so-business-like because Y/N is moaning and Harry is watching her through the phone with a wide, wrecked gaze, and she cums again. It’s a lot to handle – she’s extra sensitive then, and even pulling the dildo out of herself makes her hiss, feeling her cheeks warm when it leaves her with a soft (but wet)pop. 

“Ah, pretty thing,” he sighed, tilting his head back and then letting out a soft groan, “I feel like I’m going crazy. You’re driving me crazy.” 

“Sorrrry,” she replied, “Call me pretty again.” 

So, every other night, Harry would get on the call with her while she stretched herself with her toys. She didn’t get any new ones, and her biggest one wasn’t as big as Harry, by any means, but she was getting better at it, she thinks. At least the toy didn’t feel like it was splitting her open or anything. Still, even with this development, by the time Y/N is sitting in bed with Harry on Friday night, she’s so nervous. Her legs are crossed in front of her, while Harry sits on his knees, resting his bum on his heels with a soft look in his eyes. 

“Baby, you know we don’t have to do this right? This is completely optional,” his hand rests on her ankle, a soft, gentle stroke of his thumb along the bone, “I can just get you off, yeah? Or we don’t have to do anything at all, we can just watch a Silent Hill “video to fall asleep to,” you know I love those.” 

Y/N frowned, bottom lip pouted, “I want to fuck, and then I want to watch one of those videos.” She sighed, “I want to, Harry, I want to so badly. I just feel like a virgin again,” she pointed at his prick, “You’ve got a horse in there.” 

He chuckled warmly, still petting her ankle, “If you want to, then let me stretch you out first, yeah? Wanna show me all your hard work? You’ve been practicing so hard for me.” 

Y/N nodded, letting her legs fall open for him, “Yeah, I have been,” she agreed, “It’s been really hard.”

Harry pouted at her, “Yeah? My poor baby,” he urged her to lean back, so she did, falling back into his pillows – they smell so good, like the scent beads she told him she used, and his shampoo. Y/N shivered because Harry had this condescendingly sweet way he would speak to her sometimes, and it made her belly twist with arousal, burning hot. Harry dropped down and kissed her knee softly, “I’ll treat you to something nice for how hard you worked for me.” 

He peeled her underwear off slowly, dragging it all the way down her thighs, over her knees, until he was carefully pulling them from around her ankles. Harry pauses to kiss the ankle that he’d lifted in the air to take her panties off completely. Then decided he wanted to continue to pepper kisses down to her thighs, nipping and nibbling the whole way. Y/N is all twitchy and jumpy with it, gasping when his teeth dig in a little firmer the closer he gets to her cunt. 

One would think that, with how nervous she is, she would not be as turned on as she was – but she is. Where his breath washes over her is warm and wet, pulsing from the anticipation of everything. His tongue, his fingers, and what was to come after those. Y/N knew that she would cum at least once tonight for sure, with this. She doesn’t know if it’ll be possible while he’s fucking her or if she’ll be so overwhelmed that her brain psyches her out of it. Either way, afterward – if she wasn’t too sore – she knew he would make sure she got off again if she wanted it. 

Harry’s tongue is warm and wet too, soft when the first lick parts through her folds. One hand presses on the bottom of her thigh to hold her open a little more for him, while he lulls his tongue up and down, feeling the texture of his taste buds, then the smooth underbelly. The air leaves her lungs in a soft gust when he pulls her swollen clit into his mouth and suckles at it once, before going back to lick against all of her again. 

The approach Harry takes to eating pussy seems a bit methodical at first, until the wetter she gets, and the more turned on he becomes, the messier he is. Same with their cute little stretching sessions over the phone; at first, he’s calm, collected, and guides her through it with an expert ease that makes her tingle all over. It sends a warm buzz through her veins, gets her head all cloudy, like he’s transitioning her from logical thinking to her horny hindbrain. Then he, himself, descends into carnal wants and needs – his tongue gets a little sloppier, he’s slurping her up, he can’t stay in one place for long because it seems like he wants to be all over her. That’s when he sucks on her clit all nasty, puckering his around the button and pulling on it before letting it pop back into place. He’s less mindful of his spit, drenching her like he can’t help but salivate around her, like she was the best thing he’s tasted. Harry breathes in deep between her folds, digs his nose against her, wets his face with her, and moans like someone’s got their mouth on him instead. 

He spits on her, letting it slick down her slit before he licks back through it. Harry gets so filthy, truly, like he’s starving for it. Y/N likes how into it he gets – it’s like he likes it so much he doesn’t care how it will make him look. She truly has never met a man so invested in her pleasure before, but even so, she thinks this is somehow just as much for him as it is for her. Especially when he gets a little lower and fucks his tongue inside. 

Y/N’s hips buck toward his mouth, and Harry follows her, lets her – encourages it when he slips his fingers under her bum and has her grind on his tongue until her hips tire. Only when she plops back onto the mattress, thighs burning from the amount of effort she had to put into rolling against him (she really needed to start working her legs out, she thinks – if she ever wants to ride him, she wanted to at least last a couple of minutes), does he finally introduce his fingers. 

He gets two in off the bat, moaning when her walls squeeze around him, and going back to sucking on her clit. Y/N whines, her heel digs into his back beneath his shoulders, “Harry, fuck, I –” she mewls, whimpering an almost pathetic sound from the back of her throat, “I’m g’na cum, please, don’t stop, don’t stop.” 

“Mhm,” he hums against her, keeping the same pace and flick and suck of his tongue. It’s when he curls his fingers against her spot, rubbing at it in the most circular formation that he could, that Y/N cums. Her back arches into him, her thighs squeeze around his head, pressing herself closer to him until the sudden burst of sensitivity makes her jerk away. He follows her, his mouth never leaving her pussy as he works her through it, slowly stopping the stimulation on her g-spot and instead just stretching his fingers, scissoring them out in a circular motion. 

When he parts from her, he looks so gone. His pupils are blown wide, and the entire bottom half of his face is slick. Y/N would have felt embarrassed if not for how relaxed she was – boneless, legs still twitching when he leaves two sweet, sucking kisses over her clit. He’d probably do more if she didn’t start whining, flattening her palm to his forehead and shoving. 

“God, you taste so fucking good,” he murmurs, then slips in a third finger. It fits a little easier than she thought it would – probably because he caught her off guard and her bones and muscles felt like they’d melted into a puddle, “I could stay between your thighs all day. Wish I could shrink in size and just stay in your panties, I’d nestle right up to your clit and lick it for hours.” 

Y/N laughs, breathless, “Freak,” she replies, nudging him with her foot, “You’d try to crawl inside of me too.” 

“And I’d be so happy in there,” he slides in a fourth, and Y/N gasps a little – the stretch is a lot for this – 4 of his fingers are quite unforgiving. All of her toys sort of got skinny toward the base, so she really only ever had to deal with the initial intense stretch right at her entrance, where it was more sensitive before the rest slid into her body. “You’re opening up so well for me, baby. This little pussy is g’na be gaping by the time I’m done with it.” 

That had never been something Y/N was interested in until Harry said it right now. Suddenly, then, it was all she could think about, stretched open wide for him. If he didn’t use a condom, he could creampie her and watch it drip out – or, well, knowing him, he’d probably suck the cum out of her instead. Eat until she shoved him away again, then came up and shared the messy mix of them both in a filthy kiss. 

His thumb finds her clit for a second, but when she jumps, still a little tender from the first orgasm, he pets down her slit instead. Her folds are swollen and slick from his spit and her own arousal – the sound his fingers are making is a little embarrassing, she’ll be honest – especially when he grabs for the lube and squeezes a ton on her pussy. She was already wet, but now she’s soaking, slick, and slippery. The squelch is so loud that she thinks if someone walked past the door to his flat, they would hear them, even though they were far from the front room. 

“Listen to her,” he sighs wistfully, “Such a talkative pussy.” 

Y/N cries out a sound, “Stop!”  She whines. 

“Whaaat?” He grins up at her, “It’s cute.” 

“You’re so weird,” she huffs, “C’mon, I’m – I’m ready, I wanna feel you.” 

For good measure, Harry stretches his fingers as much as he can inside of her before slipping out. He wipes them against her thigh because, “If I get another taste, we’ll never get to the actual fucking.” 

Y/N watches with bated breath as Harry starts to strip out of his bottoms. Seeing his cock in person really is like seeing one of the wonders of the world, she thinks. He’s so hard that it bounces out of his briefs, slapping against his belly, and he has the nerve to get all pink over it. There’s already precum leaking from the tip, dripping down in sticky, stringy globs that bow and snap as they reach the bed. The tip is ruddy, red, and slick – glistening in the light. His balls are swollen and pretty, tucked up against himself. Her mouth almost salivates, thinking about sucking him in between her lips. He rubs a hand over himself once, gasping and bucking his hips forward until the hole that he made for himself, a breathless laugh after, “Fuck,” he reaches for a condom, tearing the foil with his teeth, “You always get me so worked up. Make me feel like a virgin again.” 

He squeezes more lube over the condom, sliding it over himself, slicking his cock up. Harry fits himself between her spread open thighs again, then rests his cock against her pussy and whistles low, “Jesus,” Y/N laughs a little, “You – you’re g’na be so deep,” she murmurs, because he’s not just girthy, he’s long too. She’s going to feel him in her throat. 

“At any point you want to stop, baby, you just tell me, okay? Whether it’s a break or to stop altogether, either is okay.”

Y/N nods, “Yes, I will. You – you too, yeah?” 

He smiles, “Yeah, of course.” 

Harry grips the base, swallows thickly, then paints the head through her folds. He does it a couple of times, slowly, softly at first, then getting firmer and firmer until the tip catches at her hole. Y/N sucks in a breath when he carefully presses forward, very, very slow. Y/N – even after being stretched with four fingers – feels her eyes bug out a little, “Oh, wow,” her mouth falls open as he continues, pressing forward for a couple more seconds before stopping. 

He gives her a second, falling forward so that he brackets her with his arms. Y/N almost immediately wraps her hands around his biceps, pinching her nails into his muscle as she takes a shaky breath. He’s so big – god, she knew he was big, but he’s so big. It doesn’t hurt, necessarily, but the stretch is intense – the pressure of him making way for himself, carving a spot out for himself inside of her. 

“Checking in,” he murmurs, “How are you doing?” 

“S’a lot,” she answers, “I – are you almost in all the way?” 

He leans in, rubbing the tips of their nose, “Oh, honey, I’m only about a quarter of the way.” 

This both terrifies and excites her, her thighs shaking, “Oh my god,” she uses her right hand to curl into his hair, digging her nails into his scalp, “Fuck, Harry, keep - keep going, I wanna take you all.” 

Harry nods, he smears his lips against hers softly, and then starts to slide in further. He suckles and kisses over her lips as a means to distract her, but she’s really just so useless as he continues stretching her out, more than any fingers or toy could even compare to. Every so often, she can regain enough sense to meet his lips in a kiss, but he’s being careful with her, nibbling sweetly. 

“Doing so well for me,” he hums, “So fucking tight, baby, but you’re opening up so well for me. Such a good girl, so, so, so good.” 

“Feel so full,” she whines, speaking against his mouth, “Ah–ah – fuck, I’m – I’m so full,” she twists her legs around his hips loosely, “Harry.” 

“I know, I know, you’re – I’m stretching you more than you’ve ever had to deal with.” 

Y/N shakes all over, trembling when he slides the rest of the way in. She gasps, her legs tightening around his hips, her fingers digging into his scalp and his bicep, the way she drags him closer to her mouth only to mewl breathlessly against his lips. 

“God, you did it,” he reaches down, thumbing over her clit and moaning when she twitches, “So good, you fit all of me inside.” Y/N can tell he wants to see – he keeps looking down, but then tilts back up to meet her mouth, staying close to her how she wants. 

“Fuck me,” she orders him, “Please, please, I wanna feel it.” 

She’s burning hot inside out, her blood molten lava as Harry very carefully starts to roll his hips, building up to take out more and more of his cock before sliding it back in. The first time it hurts a little, such a big stretch, but the more he does it, the easier it goes. She’s fueled by the faces that Harry’s making, his brows furrowed, mouth hung open, staring at her like all he’d need to get off is looking at her face. When she unintentionally squeezes around him, Harry moans, “Squeezin’ me, tight little pussy.” 

Her brain is oozing from her ears – she can’t form a sentence, just feels, moans, groans, and whines. Arousal is tickling and twisting through her belly, each slide so loud from the lube and her own juices, squelching and sloppy as he starts to fuck into her earnestly. Still careful – he isn’t slamming her into the mattress or anything, he’s very mindful of his size and how much force he’s putting into his thrusts – but he isn’t holding back like she’d snap in half either.

When he grabs her hips, tilting them up and readjusting himself, he starts to fuck her again, and Y/N gasps again, feeling the intense burn – the telltale sign of an orgasm building behind her gut. She’s tingling all over, toes curling so tight she thinks she’ll get a cramp, “Yeah, yeah, yeah, yeah,” she’s drooling, she thinks, or close to it, her hands dancing over his body, “I’m – oh, I –” 

“Feel you, Sweetheart,” he rolls his thumb over her clit again, “You g’na cum for me, baby? G’na squeeze me?” 

She nods, quickly, urgently. 

“I won’t stop, fuck I’ll make my girl cum.” 

Y/N comes undone for the second time, only no sound leaves her mouth at first. Her lips drop open, and she shakes all over, squeezing her thighs around his hips. When she finally does make a noise, it’s low, guttural, something that she’d cringe at later, but right now she has to let out. Harry’s teeth dig into her shoulder as he works her through it, getting sloppier, rolling quicker, less in a pattern, and more like he was driving himself toward his own orgasm. 

Harry cums too, and she’s sad she can’t feel it filling her up, but she can feel the strong, intense throb of his cock inside of her. He fills her up from wall to wall; she can almost feel him pulsing in her throat. 

She rocks against him the best she can, working him through it the best she can while he works her through hers. Y/N thinks the more she gets used to the size of him, the more she can take care of him, too. 

Harry kisses the corner of her mouth, his nose tipping into her cheek. They catch their breath together, chests heaving, Harry lowering more of his body weight on top of her. Y/N’s lips brush past his cheek, feeling how warm the skin is. He starts tracing his fingers along her shoulders, closer to where they rest on either side of her again. 

They stay like that for a little while, until Harry warns her softly that he is going to pull out and carefully eases himself from inside of her. Y/N whines, especially when he peels away from her so that he can tie off the condom and stare at her pussy. He moans to himself, using a couple of fingers to spread her so that he can watch the gape of her twitching around nothing. 

“How are you feeling, Sweetheart? Are you sore?” He pets up and down her thighs, “I can get you some paracetamol preemptively.” 

“I – I like being a little sore,” she admits, resting her hands on his knee, “But – um. . .I might need help walking to the bathroom to pee.” 

Harry grinned, patting her thigh, then squeezing. 

“Of course, and I’ll run you a bath too, hm?” 

“Can we order food and watch that Silent Hill video?” Y/N asks hopefully, and Harry gasps. 

“Um, duh, baby, who do you think I am?” He told her, “That was already scheduled into the night!”