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xxcherrycherixx · 2 months

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I’d like to request a one-shot fic from you where Cupid is successful in seducing Dexter. Your smuts are really good. Please Cherry, PLEASE!

you are one lucky bastard

Somehow this fic has managed to become most likely my Longest one shot smut fic ever.

And its a ship im not personally attached to 😭 i legit use to hate cupid x dexter sm

I debated writing this, i was so stuck between wanting to be a people Pleaser and follow through with this request and wanting to keep up the running joke of cupid managing to fuck literally everyone except dexter 💀

There were multiple points where i debated turning it into a joke fic and having a character interrupt so they never get to actually fuck. You are so lucky i resisted

Here you go you filthy animal (affectionate) 5,400 words of hetero smut written by a man repulsed lesbian 😭

Cupid adjusts her black bra, lifting her breasts so they sit higher and closer to eachother, making her cleavage look fuller and more importantly- noticeable.

Paired with the low cut sweetheart neckline of the pink and black dress she wears- you would have to be blind to not even glance at her tits. She knows that maybe its a little… desperate of her to resort to such cheap methods of seduction, but dexter is the most oblivious boy she has ever met! Nothing else has worked on him, so using her knowledge of what usually arouses the typical feminine attracted human male, she has constructed the most foolproof plan to make her intentions known and hopefully spark some lust in her sweet little dexie.

She turns to her makeup, applying only waterproof and smudge proof products-

She’s going to need them if everything works out how she planned, can't have her makeup ruined right when things start to get… steamy.

With some black stilettos and some final adjustments, she's ready. Stepping out of her dorm she walks confidently through the school and out to the town of bookend, immediately there are eyes on her, she even notices a few dropped jaws. She prays this works, if it doesn't then she’s going to feel really embarrassed.

Arriving outside the red shoes dance club she takes a moment to prepare for the attention that will surely follow her for the night, she doesn't mind attention, in fact she loves to feel the looks of desire that usually come with such an outfit. A tasty treat that gives her such a beautiful high.

But this is different. Ever after isn't like home, dressing sexy here is sure to get her a lot of negative attention too, negative attention that will follow her for as long as she stays at ever after high. But she wants this, she wants Dexter to finally see her as a potential romantic and sexual partner, not just some ditzy innocent friend. And if that means going against the fairytale worlds standards by dressing the part then she's going to go all out.

She subtly pulls her skirt down, hoping it hasn't ridden up enough to show her underwear, but just enough to give teasing little peeks at the suspenders and thigh high stockings she wears underneath. Approaching the troll at the door she bats her lashes and smiles coyly, while she may have her mind strictly on one target tonight, the hit of desire from the troll helps give her a boost of confidence as she struts into the club. Immediately eyes are on her and she can hear whispers, but thankfully enough she notices and feels quite a bit of arousal from those around which overpowers the negative attention.

She heads to the ‘bar’ first, sadly its not stocked with alcohol like a real club’s bar but her plan requires playing it cool instead of just walking straight to dexter and propositioning him out of nowhere. She orders a sweet drink with a cherry flavour, hoping that it will give a nice flavour to her kiss later. Before she can even reach to fetch her purse and pay, three different hands push money towards the bartender. She watches momentarily stunned as two boys and even a girl shove each other to cover her drink, the bartender struggling to figure out whose money to take.

cupid sips her drink through the straw as she heads off from the commotion, she would have thanked the three of them but it seems they're too busy still fighting over who gets to pay. Her eyes scan the room hoping to find dexter, she knows the boy’s definitely here tonight since daring posted a pic of the two here with a caption saying that he dragged the younger brother out of his ‘cave’ to have fun. Knowing dexter he's probably sitting at a booth or being a wallflower, and sure enough she catches sight of him in a booth talking to his sister.

Cupid eyes the dancefloor which lays perfectly in view of the booth, time for the next part of her plan.

She quickly finishes her drink and sets it down before walking onto the dancefloor, people slow their dancing and part for her as they see her approach, she finds the perfect spot and starts to dance. She starts off with tame moves, the current song not being the right vibe for anything more. But despite being tame she still tries to add a flair of sensuality, making sure her chest lightly bounces and occasionally laying her hands on her own body. A hint of what's to come.

The moment the right song comes on, she truly dances.

Hips swaying to the beat, hands roaming up and down her curves temptingly and legs moving mesmerizingly. This isn't her first rodeo, she knows what moves to use at the right moment to create a beautiful mating display. A brave boy dances up closer to her, obviously not too experienced of a dancer but definitely trying to impress her with confidence. His attraction is palpable and giving her such a good buzz, she decides to throw him a small bone as thanks. She gets close to him, eyes on his as she continues to dance sensually, its clear the boy’s inexperienced in other ways with how he grows unsure of how to dance with her attention on him.

His failure only brings forth a new contender, a girl with a rather dark aesthetic. Most likely a future villain of some sort, especially with those dark eyes.

Cute. The girl dances with her much better than the boy did, its clear that she’s not used to the more sexual dance moves, but she picks them up from cupid quite well and manages to improv a little. Cupid places her hands on the girl's hips, bringing her closer, the girl responds to the movement by putting her arms over cupid’s shoulders and looking at her with a mischievous smirk. Cupid considers kissing it off her, but realises that's probably a bad idea with her current goal. Instead she settles for changing their position a little, turning and pressing against the other girl's front. Teasingly moving her ass against the other girl's crotch, thankfully grinding along with many other sexual acts arent exactly well known here, so the extremely sexual nature of the move shouldn't be too obvious to those who haven't experienced it before.

The girl's hands grip into her hips, cupid can taste her heightening arousal. Its really a shame she cant just take her to the bathroom and fuck her against the stall door, the poor girl obviously wants it. But cupid glances over to dexter's booth-

He’s alone, He’s watching.

She feels excited, all she needs to do now is find out how he feels about it. She turns to the girl, gently caressing her cheek as she leans next to her ear so she can be heard over the music “you're a good dancer, really cute too. But i already promised to dance with someone else tonight, hope you’re fine with that” the girl only nods and steps away even though her disappointment is visible, cupid can't help but be reminded of a poor needy puppy watching their owner leave for work. She hopes she at least gave the girl a dance to remember.

Stepping away from the dance floor she makes her way over to dexter, this is it, this is the moment where she finds out if her plan is really working. He notices her approach and sits up straight, a good sign. “Cupid, hey!” He greets in a friendly tone, cupid grins, the arousal he’s putting off is more than friendly. “Dex! What are you doing sitting by yourself? “ she asks casually, sliding in next to him, making sure to sit close enough that their thighs touch. The action is definitely noticed with how flustered he becomes “darling and daring both kind of abandoned me to hang out with other people, i don't know why daring even brought me with him.” He awkwardly chuckles and cupid grabs his arm with a coy smile “why don't you come dance with me then? You can hang with me while they're gone” dexter’s eyes widen “i- um im not good at dancing, i would just stand around awkwardly and embarrass you” cupid pulls him a bit more, pressing her breasts against his arm “ you could never embarrass me dexter, besides i can do all the dancing. All you would need to do is put your hands on my hips and let me lead”

“Cmon dexie, come dance with me” dexter looks unsure of what to do, his eyes finally glance down and somehow grow even wider “ok” cupid grins and pulls him out of the booth before he can change his mind, holding his hand as she leads him to the dancefloor. She picks a place off to the side where its less crowded and most importantly- more private. Dexter relaxes as he notices, maybe he thinks cupid chose it so he would feel more comfortable.

She slides his shy hands onto her hips, the feeling is heavenly. She places her hands on his shoulders and slowly starts to dance, keeping her eyes on his as her movements become more sensual. The song playing is fast with a bunch of drops, she gets a mischievous idea. Swinging her hips she waits for the next drop, and just when it happens she drops with it. Landing in a crouch next to his crotch, she ignores the desire to look at it and instead keeps her eyes on his as she slowly rises back up. The look on his face is so hot, she giggles and continues to dance as if she didn't do anything. Biting her lip she decides to take it a little further, its clear dexter isn't the type to make a move. She drapes her arms over his shoulders and moves even closer, her crotch making contact with his, he jumps with a gasp and she holds him still to stop him from pulling away in embarrassment.

She gently rubs their hips together, still hiding the action under the guise of just dancing. Cupid feels Dexter get hard and she has to restrain herself from moaning as it presses against her. She pulls him down slightly to whisper in his ear “are you enjoying this? I am.” Dexters voice is tainted with his desperation when he replies “ i feel like we’re not meant to be doing this, what if someone sees it and we get in trouble” cupid laughs and gives a harder thrust, gaining her a surprised moan from the prince “ we can always go somewhere more private, you can come back to my dorm and we can fix your little issue down below. i can get blondie to stay with one of her friends for the night, so we’ll be completely alone with no interruptions”

Dexter’s hands grip tighter at her hips, cupid slows down her movements, teasing the boy. “Come on dexie, let me help you. You don't need to be afraid, i can lead you through it, all you would need to do is sit back and let me give you the pleasure you deserve” she can feel how heavy his lust is, she’s oh so close to getting what she wants. “Do you want that?” His reply is soundless, just a couple quick nods. Cupid pulls away with a grin, grabbing his hand and leading him towards the exit, trying to hurry so no one can get a good look at the messy horny state the both of them are in.

Outside of the club she stops and looks to him “you want me to fly us there? It will be much quicker” dexter looks concerned “you wont- you wont drop me right?” Cupid shoots him a smirk “why would i do that? How are we going to.. have fun together, if i drop you?” Dexter’s mouth opens and closes a couple times “ok” cupid quickly takes her mirrorphone out and sends a text to blondie telling her to not come back to the room tonight no matter what, she also promises to treat the girl to a nice meal at some point to make up for it. Cupid lets dexter know that they won't have any interruptions tonight and picks him up, the prince is shocked at the casual show of strength, cupid just giggles at him before flying back towards the school.

The flight is short and she sets dexter safely on the balcony of her dorm room, the boys arousal has very much cleared a bit from the fear of the flight-

But that's fine, just means she will get to have fun getting him hard again.

Cupid opens the balcony door and pulls him in, leading dexter over to her bed and setting him down on the edge. Cupid climbs up onto his lap, rubbing herself against his cock a couple times as if to just get herself comfortable “ before we start, we need to go over some things. Are you comfortable with kissing?” Dexter seems surprised by the question “yeah?” cupid giggles at his confusion, hes so cute. “Just wanted to check, are you comfortable with maybe having penetrative sex tonight? Or do you just want to stick to something like humping, hand stuff or oral sex?” Dexter looks taken aback by the question, his face red “ i- um, what do you want to do?”

Cupid smiles sweetly at him “ i don't want to force you into doing anything you don't want to… but if you're ok with it i would like if we could go all the way and have sex.” Dexter nods, his awkwardness showing “ sure, we can do that” cupid pulls him in for a kiss, immediately she moans at how good it feels to finally kiss him, he's inexperienced and awkward but she's finally kissing dexter and that fact makes up for it. Her hand caresses the back of his neck as her tongue explores his mouth, meanwhile one of his hands rests on her back. Cupid pulls away, quickly removing Dexter's crown and kicking her heels off. Dexter toes off his sneakers when he notices cupid remove her shoes, not wanting to mess up and embarrass himself.

Cupid gently pushes him down on the bed, trailing her hands down his chest before reaching for his hands and pulling them up to her waist. She gives a couple slow thrusts against him, a moan slipping from her lips as she feels him start to harden beneath her. Gods, how badly she wants to speed things up and have that cock inside her already. She continues to slowly grind against him until she thinks he’s fully hard again, with a quick kiss to his lips she slides off his lap. Dexter sits up in confusion only to stop in his tracks as he watches cupid slip off her dress, Her curvy lingerie clad body being revealed. “Oh, wow”

cupid looks over at him with pink cheeks, feeling slightly self conscious . She had been dreaming about Dexter one day looking at her this way and now its happening, everything she wanted is finally happening.

“Does that mean you like it? I was worried that maybe it was a bit too much” she asks, adjusting the strap of her black bra. Dexter seems to not know where to look, gaze washing over every inch of her body “yeah,its great- i mean- you look great-“ dexter cringes at himself “writers, i'm ruining this” cupid smiles lovingly, walking to stand in between his legs at the bed “you aren’t ruining anything, you're just new to this and a bit shy” she presses a gentle hand to his cheek, using her thumb to caress his skin “its cute. I don't mind guiding you through this, in fact i kind of enjoy it. I want to make you feel good, I want you to enjoy this experience and not have to worry the entire time about ‘messing up’.” She gently grabs his hands and lifts them upto her chest, laying them on her collarbone just above her breasts. “Sex is about doing what feels natural for you and makes you feel good, just go with what your instincts tell you to do, don't be afraid to speak your mind or do what you want. I won't judge you, and you wont judge me, right? So just relax and enjoy it, don't hold back.” Dexter nods at her, looking down to where his hands lay “so, i can- touch you- like, touch your body- right? You're fine with that?” Cupid nods with a grin “im more than fine with it. i want you to, it feels really good when you touch me” dexter gulps, his hands almost shaking as they hesitantly slide across her bare skin, he mostly keeps to safer areas such as her shoulders and neck. When cupid doesn't scold him he decides to be more bold, hands slowly sinking to the top of her breasts.

“Do you want to touch them? I like my breasts being played with, i can take my bra off so you can really get to feel them.” Dexter almost jumps at her voice, relaxing when it hits him that shes only asking if he wants to touch her “i- i would like that, if you want to” cupid quickly reaches behind herself and unhooks her bra, teasingly slipping the clothing item off to show her rounded tits. She climbs back onto his lap and gets comfortable, fully aware of how her boobs jiggle with every movement.

“You can touch them now, don’t be shy” she coos at him. A satisfied sigh leaves her as she feels his hands on her tits, they explore the expanse of her soft skin with curiosity. Dexter slides a thumb over her nipple and cupid moans, happy to finally be pleasured. “Please keep doing that” dexter’s fingers press and rub against her nipples more, experimenting with what methods make cupid react more. She can't help but think its adorable how hard he focuses on the task, as if he’s working out the answer for a particularly hard calculation. Deciding to give him some mercy she starts to hump against him again, hopefully giving him some relief will make him relax. He groans at the sensation and cupid wishes she could swallow his sounds.

And so she does.

Kissing him heatedly as she continues to move, its a dizzying experience that just heightens her arousal, she’s sure that her panties are wet at this point. She needs dexter to fuck her immediately. “Mhmm i want your cock inside my pussy, do you want that too dexie~? Do you want me to ride your cock until you cum?” Dexter moans at the sudden dirty talk, not expecting cupid to blurt something like that. But to be honest he hadn't expected cupid to do any of the things she’d already done tonight.

Cupid continues to grind against him, her pretty moans and whines sound heavenly. “Don’t you want to fuck me? feel my wet cunt swallow your cock with ease?” Dexter feels his hips instinctively buck, a movement that shocks him and makes cupid gasp. Cupid looks to him with a desperate look, her thighs squeezing against his needily “please tell me you want that, please” dexter nods mindlessly “yes, i want that-“ before he can finish, cupid is already practically tearing at his clothing, throwing his scarf off and sliding down his jacket. It's only then does he realise he's been basically fully dressed while cupid has been sitting in just her underwear, he quickly takes over undressing himself and cupid slides off so he can easily pull off his trousers. When he looks back to her she’s standing completely naked, having taken the time to remove her remaining pieces of lingerie including her soaked panties.

He moves to remove his boxers and cupid stops him, an impish smile on her lips “sit back against the pillows, i want to take them off you” dexter does as he's told, confused as to what cupid has planned. That confusion lessens as she crawls up on the bed with him, heading between his legs. She kneels there and places her hands on his stomach, dexter shivers at the touch as cupid’s soft fingers trail down towards the edge of his underwear, slightly sliding under and lifting. There's a hungry look in her eyes as she slowly pulls the garment down, a whimper leaving her lips as she sees his cock spring out.

Cupid admires it, its not massive or anything, but its not small either. A perfectly average sized cock that she can't wait to feel inside of her. With a mischievous plan she calls to dexter “can you grab a condom from ontop of the bedside table next to you? There should be one right beside you” the moment he looks to the side to retrieve it, she swoops down and takes him in her mouth. She feels him thrust up further down her throat in shock, But she takes it easily, having expected this sort of reaction.

She would laugh if she didn't have 5 inches of cock in her mouth, instead she settles for watching him and moaning around the heated flesh, watching his eyes squeeze shut at the pleasurable vibrations. Gently she pulls back up off the cock, pressing her tongue against the tip teasingly before taking it between her lips. The taste is delicious, she hopes she can suck his dick properly sometime but for now her fear of making him come too early forces her to stop and pull off.

“You taste good dex, i wonder how your cum would taste down my throat” dexter doesn't seem to know how to respond, the boy is completely red and wide eyed “um- i got the condom” he holds it out to her and cupid takes it from him “good boy” she coos sweetly. She takes the condom out of its packaging and takes ahold of dexters dick before sliding it on with practised ease. Shes so close to reaching her goal, shes been dreaming about dexter fucking her for so long- she had started to think it would never happen. She doesn't bother with lube, she can tell her body has done a very good job with lubricating itself already, instead she climbs over dexter and gently places the tip of his cock against her cunt.

Its a divine feeling as she feels the head push inside her, sliding in as if it belongs. Her hands press against dexters chest, needing something to keep her steady as she continues to lower herself. Dexter watches with held breath as his cock disappears into the whimpering girl above him, he's inside of cupid, he had never even thought of having sex with cupid before tonight.

But it feels right.

Cupid is breathing heavily, her eyes shut and lips parted. He reaches out and holds her hips, trying to support her. “Cupid, are you ok?” He manages out, cupid opens her eyes and looks to him with love “im more than ok, it just feels so- intense.” There's a truly satisfied smile on her face “ive been wanting this for a while, i'm just so happy that it's just as i dreamed” dexter looks at her stunned “what do you mean? You.. dreamt about this?” Cupid bites her lip, looking shy for the first time tonight “ i like you dexter, i've had a crush on you since the moment i first saw you.” Dexter blinks a couple times, trying to process the situation. Cupid likes him, romantically likes him. She's liked him all this time. Even when he- “oh writers, im so sorry cupid- all those times i came to you for advice with raven, i feel-“ cupid shushes him with a finger “its fine, you didn't know. I wasn't exactly the best at making my intentions clear. But i wanted to let you know tonight, that's why i got all dressed up, thats why i invited you to ‘dance’, that's why i invited you back here” she looks into his eyes with vulnerable hope “ do you like me back? Its fine if you dont- we can remain as friends, we could even still continue to have sex if you want. I dont mind, i know i kind of sprung this on you at the worst time”

Dexter, takes her hands “ i, i dont exactly know how i feel yet- you're one of my best friends but i also think you’re beautiful and i have enjoyed what we um, have been doing. Maybe- maybe we can try it? Go on a date sometime? I dont want to give you false hope, this is all so new to me” he awkwardly rubs at his neck, cupid smiles tearfully “i would like that” she pulls him in for a hug and the both of them moan, oh right.

Cupid laughs “i kind of forgot you are literally inside me right now, thats embarrassing” dexter laughs too, his cheeks red “yeah, this is probably the most unconventional start to a relationship ever” cupid giggles and leans her head against his lovingly “do you want to continue? We've already gotten this far.” Dexter gives her an embarrassed smile “ i want to, only if you do of course”

Cupid tilts his head up into a sweet kiss, gently laying a hand on his chest and pushing her hips up before sliding back down, moans are exchanged into eachothers mouths as cupid slowly starts to ride dexters cock. Its not long until both of them are just as aroused as they had been before the pause, although dexter seems a bit more confident as his hands settle at her hips, holding them as cupid bounces. “Yes, so good- ah~ fuck” cupid moans as she pulls away from his lips, her back arching. Her hips grind fast and hard, the feeling of the friction inside making her mind melt. She takes two fingers up to her lips, diligently sucking them and coating them in her saliva, her eyes baring unspoken promises to dexter as he watches. She brings the fingers down to her clit and starts to rub, dexter notices the action and watches curiously. Hes not very.. informed when it comes to women's bodies, but it seems that cupid is enjoying whatever she's doing to herself. He makes a note to ask about it at some point, if he and cupid plan to possibly do this again then he'd like to know how to make her feel good next time.

Dexter tries to think of other ways he can make her feel good, he gives an experimental thrust of his hips- the moaning from cupid gives him an indicator that she liked the action so he does it again. He finds himself making probably just as much noise as the girl above him, he wonders how soundproof the dorms are and feels a flash of embarrassment at the thought of any of cupid’s neighbours hearing them.

Then again, if anyone can hear them he's rather thankful that they hadn’t chosen to do this at his dorm, he can imagine that they'd be having sex to a chorus of cheers and laughter from his brother next door, yikes. His attention is pulled from his thoughts and back to cupid as she kisses him, he kisses back quickly, he had never kissed in this sort of way before tonight and he's sure that cupid can tell, but she doesn't call him out on it and continues to kiss him again and again. He loves that cupid doesn't judge him, shes so open minded and caring- he still can’t believe that she's had a crush on him for so long, he's not exactly like his brother and he knows that cupid could definitely do better. “You’re thinking too-mhmm~ much-“ cupid manages out between moans “i can see you getting distrah~cted” her hand on his chest moves towards his nipples, a surprised gasp escapes him as she starts to play with one. He had no idea his nipples could feel like this, he had kind of thought this sort of foreplay was only for girls. “Don't think, just feel” she says breathily, and so he does.

He can feel her pink manicured nails gently scrape over his nipple, he can feel her strong thighs squeezing at his own as she uses them to keep herself moving, he can feel her soft feathery white wings tickle at his knees as they twitch, he can feel the smooth glide and tight grip of cupid’s walls againsts his cock. Its a non stop barrage of different pleasurable sensations that come together and overwhelms him, its the best feeling he's ever felt.

Dexter's hands boldly change position to cupid’s ass, gripping the soft flesh and helping to push her up and down faster. Cupid’s moans are now mostly made up of only the words “yes” “more” “please” “fuck” and his name, she says his name so lovingly- as if she feels pleasure from just letting those two syllables roll off her tongue. he had never thought he would find someone just saying his name to be so arousing, yet his cock throbs everytime she desperately moans it out.

Their fucking has grown frenzied, both clearly nearing their peak. All embarrassment long gone as they focus only on trying to make eachother feel good, grabbing and touching all they can- exploring every inch of flesh that the other has to offer. Its desperate, its messy,

It's animalistic- its lust. Cupid feels it, her muscles are tightening , her head is going fuzzy- she’s about to climax. She’s going to cum on dexter's cock, dexters going to cum in her.

That thought pushes her over the edge, her bouncing stopping as she lets her body be overcome with a wash of white, her mouth open slack as all she can do is sob and moan.

Distantly she can hear dexter groan and whine, her name slipping beautifully from his lips. she can feel his fingers digging into her skin, his hips thrusting erratically- he’s cumming, she made him cum.

For a second There's a weightlessness, followed by a crushing need to lie down and just rest. Cupid bends, resting against Dexter and holding him, it takes him a moment to gather his bearings but once he does he pulls her in closer. The two sit like that for a while, holding each other and letting their brains take some time to start working properly again. Its blissful, a quiet serenity filled with only background noise and the sound of their heavy breathing. Cupid can't help but wish she could stay in this state forever, being held lovingly while everything else feels so distant, just her and Dexter embracing while the world ceases to exist.

They don't stay like it though, their bodies begin to regain full function and reality comes back. Cupid slides off dexter, his dick falling limply from inside her. She settles on the bed beside him, pulling the condom off and tying it before chucking it into the small waste bin she keeps nearby. “Mmm dexie” she contently

Sighs as she turns towards him,

Nestling against his side. Dexter chuckles tiredly, pulling her into a cuddle “i think its finally hitting me what just happened” cupid looks to him curiously “ you're not regretting it are you?” Dexter awkwardly stumbles for a reply “no! No- i don- i enjoyed it, what we did- the sex” cupid giggles at him, reaching up to lazily stroke at his hair “i enjoyed it too” she grins mischievously “what we did, the sex” dexter flushes at the teasing, laying his arm over his face with a groan “leave me alone, my brains not working properly yet” cupid laughs “sure hun, lets go with that excuse” she tilts his head gently “ is your brain working properly enough for you to kiss me?” Dexter smiles sweetly, an adorable embarrassed blush still present on his cheeks “probably” cupid leans up and presses her lips to his, the kiss is slow and lazy.

But most importantly, its Full of love.

#ever after high #c.a cupid #dexter charming #dexpid #thats their ship name right??#c.a cupid x dexter #cupid x dexter #dexter x c.a cupid #dexter x cupid #yeah im adding a fuckton of variations of the ship tag #i spent like 2 nights up until 6am writing this bitch #im making sure people can find it.

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