#scales.........pointy bits..........................

“You are wearing way too much of those annoying human clothes, y’know,” he observes softly. “Splashing like that will exhaust you.”

Before you can even form a response, a strong, muscled arm wraps around your corseted waist tightly, bringing you to his chest. You cling to his neck, blushing at the proximity. “I’m sorry th-this is so… improper…”

He chuckles at that, his skin is cool to the touch, chest hard and smooth like he’s made of some sea stone. You cling tightly and feel his strength as he picks you up in his arms. “Hold on, little human.”

You do just that, sighing in relief as the merman carries you, he moves with a sleek grace that your splashing and drowned rat level swimming could never hope to accomplish, slicing through the water as if he’s a part of it. The chill of the night air and the water is nothing like the coolness of his skin, making you tremble even as you rest thankfully against him.

“I’ll get you somewhere to warm up,” he murmurs. “Just rest.”

You lose track of time as you cling to this mythical creature, your head resting against his strong shoulder, the rhythmic sway of his tail beneath you and his humming making you drift in and out of consciousness. Your lips brush his neck as the very presence of him starts ruining you.

“Mmm, merman,” he chuckles, holding you tightly, enjoying the feel of your breasts on his chest far too much. Satoru’s never seen a human this pretty before, he can’t stop staring at you.

“Human,” he answers, his fingers brushing against your spine. “You probably can’t breathe in this.”

“Stupid corsets,” you grumble. Satoru has some in his treasure cove – some may call it a perverted collection, he has lingerie, corsets, panties, lots of panties.

Humans fascinate him.

He loves to watch those ships where they’re just having orgies truly, but even then he’s never been that interested in a human aside from the paintings and statues he’s collected. You, however, even exhausted and soaking wet, shivering, are far too pretty. Satoru thinks he’d like to keep you in his collection, but a human couldn’t be in his world, unless he gave you some of his air in a kiss.

Yet, even that was a temporary thing.

Satoru finds a cove and rests you upon it, using his sharp nails to slice that corset right off you. You breathe greedy gulps of air, letting him cut it off you entirely, then he makes quick work of your petticoats. Soon you’re in nothing but that little translucent slip that’s covering your body, and Satoru sees the way it clings to your every curve.

Your waist, hips, the curve of your tummy, delicate and lovely, the lines of your ribcage right beneath the swell of your breasts, rising and falling with your breaths. Humans aren’t too different from merfolk – Satoru can have legs if he wants when he’s on land even though his legs are covered in scales so it’s a little different. Mermaid women had slits rather than what’s between your thighs.

“Thank you,” you murmur sleepily, hand brushing against his cheek. “You’re so beautiful.”

“I know, right?” You laugh weakly, coughing up more water, Satoru removes a faint little trace of seaweed from your damp hair.

“Mermaids are real then?”

“They are,” he leans on an elbow, flicking his tail as he rests with you. “We can live on land for some time, but we get sad without the sea.”

You’re starting to come to, tracing his abdomen with your fingers delicately, sighing and then blushing when you see a slit over his tail that darts down, curiously touching it and making him hiss when it parts ever so slightly. Satoru’s gripping your wrist, glaring. “Um… what’s here?”

“That’s our cocks, princess,” you gasp, stammering as you feel the thick scales all across it. “Really wanna go there?’

“You all have those!?”

“How do you think we breed, hmm?”

“Oh dear,” you’re half delirious, half horny, cunt throbbing.

“I need you out of this dress before you get sick,” he slips it off you, leaving you completely naked. “I’ll ring it dry a bit.”

You’re holding those breasts with an arm, cupping one as if to cover yourself up, the other hand right over your cunt, eyeing the merman curiously. “Thank you for saving me.”

“Of course,” he’s ringing out your dress and turning away, painfully hard so that he’s bulging even underneath his thick scales. Fuck he’s never actually mated with another mermaid, he’s only jerked it to statues and pictures of pretty humans, but even then, he’s never been so overheated. “I’ll get it as dry as I can. Ships come here often, so we should be able to get you safely home.”

“Home,” Satoru looks back at you, the moonlight hitting your skin and making it shimmer. “I don’t want to go back.”

“Why?” He asks curiously, you frown.

“I was getting married off to this terrible man, and… I would rather get lost at sea than marry him.”

“Oh…” He keeps ringing your dress out, when a ship nears the distance. “Well, where would you want to go?”

“Anywhere but home, let them all think I’m dead,” Satoru’s heart hurts for you then.

What a curious, beautiful human.

*****

Notorious Pirate Captain Choso is absolutely buzzed off his dark spiced rum, the finest the Caribbean could offer truly. He’s singing to himself just a bit after his brothers have gone to sleep, he started doing this truly to give them the best life. Choso was not a violent pirate, no he’d just sort of kindly ask to take the cargo, and if they didn’t comply then his brothers tended to go a little insane.

Yet Choso always tried to negotiate – parlays were sacred to a pirate like him. He’s laughing just a bit as the salty sea spray brushes his skin, leaning over the starboard bow and sipping just a little more. It’s a pretty night and the moon is full, illuminating all of the sea, with waves lapping gently, he peers at his compass and almost drops the damn thing, flushed from the alcohol in his system.

“And a bottle of rum,” he’s humming, his hair tousled and messy, when he swears in the distance he sees…

Are those titties?

A pretty fucking mermaid with titties next to some merman, glowing underneath the moonlit sky?

Choso rubs his eyes, smudging that charcoal they're lined with, surely his eyes play tricks on him. Every pirate has heard the tails of merfolk and sirens but they were legends, myths, they couldn't possibly be true. Yet the closer he gets, using his little gold telescope, he sees your pretty body even closer.

He's so distracted by you he barely acknowledges this giant ten foot long merman next to you, you're tiny in comparison to the damn giant with the blue. Choso can't hardly see your tail. But he knows it must be beautiful. 

Has he fallen for a siren before he can even hear her song!? He's a romantic yes but to be this enamored from a distance – surely you're calling to his heart. He rushes over to his wheel, steering it right in your direction, could it be the rum, the madness, or was it you casting a spell upon him!?

*****

“Here,” the merman slips the dried slip on you, tugging you against his chest, you sigh and hug him tightly. Letting his hands brush up and down your bare shoulder. “So you don't want to go home, where should I take you? You could come down underneath the sea with me for a time, but you have to kiss me for oxygen.”

“Is this a ploy to kiss me?” You tease, he laughs softly, procuring some water from the dew in the air and setting it in his hands for you to sip.

“No salt in this.”

“Oh thank you,” you sip from his palm, the one with the sharp nails, they're just a little webbed his fingers but largely human. And large in general, so much you're blushing when they touch your chin, sipping the water greedily. “Mmm!”

“Do you need more?” You nod and he gathers just a bit more.

“Yum, what's your name?”

“Satoru,” he smiles, far too pretty for a creature with sharp, pointy teeth, letting you sip more, brushing your lip carefully with a thumb. “You really can breathe underwater with a merman’s kiss.”

“But I cannot swim!”

“I could help you,” you giggle softly, leaning forward with the breeze blowing your hair around gently, the giant merman – Satoru – tilts your chin up, leaning low.

“Will you bite me?”

“You want me to?” You giggle, if you’re going to be delirious and perhaps dead or unconscious, you might as well kiss a pretty merman. “I only will if you ask, Merman’s honor.”

“I see,” you lean up and brush your nose against his, his hand slipping up your back and leaving trails of goosebumps, his eyes glittering like stars are swirling in the irises. “Shall we practice such a kiss?”

“Mhm, we should,” Satoru tugs you against him, lips brushing against yours, sweet breath ghosting over your lips and making them tingle, sighing your name and then kissing your mouth. It must be some sort of magic, the kiss has you dizzy, arching up for more as his tongue slips inside your mouth, dancing along your teeth and then slipping inside, against your tongue.

“Mmm,” you’re whining out when he tugs you onto his lap, his scales cool and rough against delicate skin, your heat right against the coolness of his waist, where his tail flicks excitedly, hands taking over your waist. You pull back for a breath and he drags you back down, moaning into your mouth.

“Fuck,” he groans those words lazily, sharp pointy teeth nipping your lower lip, you gasp and he grins. “Couldn’t help myself, sweetheart, you’re just the most delectable human.”

“Do you lead humans to their deaths with your songs?” you roll your hips with his guidance, cunt dragging along that slit you’re ever curious about.

“Not me, no, I’m not much of a singer,” he hums a bit, making you dizzy. “Do you think my voice is that good?”

“I do, it could put me to sleep,” you yawn and he frowns.

“Don’t yawn while grinding on me,” he drags you down further, both of you just nestled on this cove as the ship approaches, your hands pressing against the marble hardness of his biceps. “Keep moving like that and you’ll have me all out.”

You move again, gasping out when you feel it – tips prodding your entrance, you pull up and a messy trail of slick drips down them, you’re biting your lip hard at the sight. 

“Oh!”

“Mmhm, spit on them princess,” he whispers desperately, you do just that, spitting on the two tips that rub together and are shoving further out of that opening, for him to toy with your slit with those long fingers, dragging you right back down, having you glide them through your soppy folds. “Oh fuck, humans feel this good?”

“Are w-we similar?” you blush as you ask, he nods and kisses you again, swallowing nervously as he drags you up and down him faster, each stroke his cocks are starting to thrust out even more, your cunt gliding right along. Satoru’s kissing down your throat, eyes fluttering shut as his soft hair brushes your skin.

Is Satoru going to lose his virginity to a human?

The prettiest human just grinding her cute slit on his cocks? He wonders if you could take it though, considering the bigger he gets, the more he’s unsure your tiny hole could stand it. His cocks are each over ten inches, and you just don’t even look that deep – mermaids were made to take more than you.

But your cunt was so wet, he bets you’d try.

Satoru takes some of that arousal and laps it off his fingers, moaning now, desperate to taste you when he hears shouting, some drunken goth pirate waving his arms around. He grimaces and rolls his eyes, you pause your grinding and turn around, gasping at the sight.

“A ship! Oh, Satoru, you can’t tell them where I’m from…”

“Of course I won’t,” he murmurs softly, willing his cocks to go back inside, but they’re stuck out, throbbing and leaking pearlescent beads of precum. You blush as you look at the sticky mess he’s leaked against your cunt, looking at his cocks with wide eyes.

“Oh would those even fit!? And… you could only use one!?”

“You have two holes,” he grins and you blink curiously. “I studied human anatomy extensively.”

“I… see…”

“And you stretch.”

You gasp. “That much?”

“Well, I could find out,” he’s about to slip his fingers inside when the damn cockblock of a pirate is shouting again. Satoru rolls his eyes. “Ugh, I guess we should probably get you on board, some food and more water would be good for you, even if I wanna drag you down to the sea.”

“Oh r-right,” you hop off and adjust your slip, standing and then blinking down at his cocks again, blushing furiously at the sight, his cocks even have this faint light blue shimmer to their thick, veiny forms, and that’s not even all of his cocks, clearly – more is sticking out! “Do they go back in?”

“Yes but not if you keep looking like that, turn around please?” You do that, your eyes catching sight of the pirate now.

“He’s rather handsome…”

“Excuse me!?”

“I mean,” you look back, giggling now, Satoru’s glaring, splashing water at you with his pretty blue tail. “Hey!”

“Don’t stare at other men, what a little harlot,” you can’t stop giggling, even as he snatches you up, his cocks finally put back up, you hold onto his neck tightly. “Two cocks not enough, do you need three?”

“How many holes do I have?”

“Oh you brat,” he’s sighing and rolling his pretty ocean eyes as the ship finally comes close enough. “You think you’ll be alone with the pirate? Jokes on you, I have legs too.”

Satoru’s lifted you so you’re riding his back, going the rest of the way until the handsome drunken pirate peers over at you both, tossing down a rope ladder. “Hello there, sir!”

“You beautiful siren,” he’s got flushed cheeks, you’re giggling at him, Satoru’s got a death grip on your thighs as he scowls with his pretty blue eyes. “Come aboard, fair maiden. Um… suppose your friend can too.”

“So kind of you sir,” Satoru pinches your thighs and you gasp, smacking at the grinning siren. “We shall.”

*****

Captain Choso has to get both of you dry clothes, since when Satoru does have his legs – his cocks are just hanging there. Oh, and they have scales along the base, rather than any sort of hair, darting down his shimmery thighs. He’s still extremely tall as a human but not the ten feet of length, a bit more human, well over six foot – as is the handsome pirate Choso.

He’s overly attentive as he gives you a good hearty meal, making sure you have the finest linen to wear he could find. It’s a dress too large and daringly low on your chest, baring your shoulders to Choso’s eager gaze. His amethyst eyes are damn near black when you lean down and take a sip of rum while Satoru is dressing – he finds human clothes so intriguing that he’s trying on all sorts of things.

A drop slips down your throat ever so slowly, Choso’s fingers dart and catch it, making your heart race, your cheeks flushed from his proximity and the rum. “Sorry, you made a little bit of a mess.”

“Hmm,” you swipe at his lips with your thumb, smiling at him. “You’re messy too.”

“Ah well if I knew a siren would be on my ship I’d have cleaned up,” you giggle at that, tilting your head just a bit.

“Who, Satoru?”

“You. Not him, ugh.”

“I’m a human though,” Choso blinks curiously. “Did you think me a mermaid?”

“You are one,” you laugh again, shaking your head as he twirls a lock of your hair around his finger. “I know you are, cannot lie to me.”

“No, a human who can’t swim I’m afraid, I was a noble lady,” his fingers dart across your cheeks. “I fear I don’t want to go back.”

“You can stay on my ship,” he murmurs softly, tilting your chin up, you sigh, so warm with his touch, Satoru’s sweetness still lingering on your lips. “For as long as you wish. Though I think you are a siren, enchanting me.”

“Not at all,” he kisses you softly, and you exhale, leaning close – in one night you’ve kissed two handsome men, and your body is reacting to every bit of it. “Mmm, I should have asked permission.”

“I give it–”

“Excuse me!?” Siren Satoru has his hands on his hips, he’s decked out in some sort of fancy blue and gold robes, tied at the waist – too much of that chest showing, Satoru snatches you up before you can blink, sitting you right on his lap. “I’m claiming her as my mate, pirate boy.”

“I’ve offered her a place on my ship as my mate, merman.” Satoru scoffs, hand gripping your tit as he wraps his arms around you.

“I’ve already had my cocks almost inside her–”

“Satoru!”

“What? I have, how many cocks do you have, pirate boy?”

“One but it’s quite impressive,” he’s blushing as he says it, you giggle again, drunk off the rum and their attention. “I could be inclined to share this fair maiden if that’s what she wishes.”

“This greedy human,” Satoru grumbles when he feels how wet you are on his thigh, you just blink at him all pretty. “Fine then, I’ll let you have your fun before I drag you to the sea’s depths.”

“Yay!”

You’re not quite sure how you end up naked, with Choso on his knees, Satoru holding your thighs wide as you sit on his lap, kissing across your neck while the pirate delves his tongue between your folds. You’re trembling and clinging to his dark messy hair, Satoru’s sharp teeth sinking into the skin at your neck, Choso’s straight nose smacking your twitchy clit.

Both men are devouring every inch of you – Choso’s mouth is hot and hungry, Satoru’s is cool – his tongue so long it slips in your cunt and hits your soft spot when he’s fucking it inside of you. Both of them moaning and drinking your juices up, as their cocks thicken – Satoru’s are still this pretty pearly blue tint, Choso has the prettiest pink tip you could imagine.

“On your knees, princess,” Satoru orders softly, you eagerly kneel on Choso’s captain bed, and he’s got his cock rubbing on your lips, as Satoru’s stupidly long fingers toy inside your holes – both holes, stretching you until you’re dizzy.

“Open for me please? Pretty please?” Choso asks, Satoru snorts, fucking your ass with his long fingers, as his cock eases in your cunt, already dripping wet. You open eagerly, tongue out for his cock to glide, the heavy weight warm against the roof of your mouth, Satoru’s sharp nails press into your hips.

“Ah!” You’re gasping for a breath, clinging to Choso's thighs when Satoru’s thick, veiny cocks start pressing inside, your cunt sucks him so eagerly, but your other hole takes a bit to stretch. The pressure makes you dizzy, Satoru’s pearly pre cum is making your holes even further lubricated, Satoru leans back and spits right on your ass, making it glide easier inside you.

The ship is rocking, making you take them both deeper as the ship pushes you back and forth. Choso pulls back when you whine out around him, swiping some of his cum off the corner of your mouth and lapping at it, eyeing you under dark lashes. “Oh you’re s-so pretty…”

“So f-full,” you gasp out those words, Satoru leans over you and kisses your lips, lapping at Choso’s pre as he shoves even deeper, bulging inside you, cocks rubbing against each other between your walls. “Mnh!”

“I know, sweetheart,” Satoru groans, staying still for a moment, letting you adjust to the overwhelming fullness as you grip him tightly. You’re arching as Choso fucks your throat, Satoru tugs at your waist and begins to move, Choso’s thrusts matching Satoru’s as they fuck inside you. “Oh f-fuck… tightest little human, god…”

Choso sinks back inside your throat, one of your hands held behind your back by Satoru’s clawed hand, the other in Choso’s grip, almost loving as you choke and gag down him, drool spilling all over. Both of them are whimpering, two thick cocks fucking into your cervix and ass, the other sinking in your tight throat. “Takin’ it so well, g-god… losing my virginity to a siren!?”

“She’s a h-human,” Satoru laughs softly, smirking at Choso now. “Unless you wanna lose it to me, but y-you’re not my type.”

“Tch, neither are you,” Satoru blows the pirate a kiss, you’d laugh if you weren’t stuffed full of cocks. Satoru slams hard inside your gummy, quivering walls and rolls his hips.

“Cum on my cocks, that’s it, my pretty human,” you’re screaming around Choso’s cock as your body convulses, your holes clamping down around Satoru’s veiny lengths.

You’re milking him and making him whine out with the way you flutter, the sensation is too much for him, you’re too pretty and perfect even as you’re drooling down a pirate – maybe you’re prettier like this. Choso’s lost in your face, your eyes rolled back, your lips wrapped around his base.

“Cum, let us see you, pretty.”

You’re squirting and spasming around the mermaid’s cocks, Satoru pulsing as he fills you with his hot, pearly cum coating your holes, Choso is right behind him, gasping out. Choso pulls out of your mouth, fisting his cock as he spills himself across your face and tits, his release hot and sticky as it decorates your skin in pretty patterns, your mouth wide open, catching much of his sticky release.

“Oh god, I’ve gotten drunk off the sea imagining this,” you exhale a shaky laugh at Choso when Satoru’s cocks lock the fuck inside you, thickening at the tips and stretching you too much, pulling you up on your knees. Choso’s kneeling on the bed licking his own release off your tits, your throat, moaning as your hips twitch, cunt and ass too full.

“Sorry, I guess we… gotta stay like this,” Satoru huffs, his sharp teeth sinking in your neck, your tummy is bulged where Satoru’s hand presses. “I can’t pull out.”

“How long, mnh!?” Satoru’s whining out and bucking up, Choso’s kissing on your lips, saliva and cum drooled into your slack mouth as you cling to him.

“I d-don’t know, you’re my first too, just stay here,” Satoru smirks when Choso pouts. “Now, where are you staying? The ship or the sea, hmm?”

Why can’t you… have both?

Both sounds good.

****

i'm dying imagining perverted merman gojo's stash lol

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Realistically, you didn’t really wanna hold this. Not that you’d tell him that. You glanced up at him again and saw those same teeth, not a single one out of place. “Do ya like it?~”

He leaned closer to your face, his eyes widened ever so slightly in a more intimidating manner. Clearly his lack of personal space had never changed. “Um… yes! I do…?!” You were quick to awnser back.

Pleased with himself, he giggled loudly and walked away.

What was that about?

After that he’d keep approaching you with odd gifts… at one point he presented you with the largest pearl you’ve ever laid your eyes on and then the next day he gifted you with a handful of beautiful scales.

You dreaded to think about the poor mer behind that gift…

Either way, this was suspicious, right? When Floyd leech approached you, you either run away or get squeezed, why were you getting gifts? It also didn’t help your relationship with the Housewarden of Heartslabyul, who now avoids you like the plague.

Seriously, when you walk into a room Riddle happened to be in, he jumps up and leaves immediate- sometimes even running away like you were his tormentor instead of Floyd!

You’d also noticed that Floyd would yawn more around you… You didn’t think you were boring either because he wouldn’t be around you if you were boring to begin with! “Are you getting enough sleep?”

“Eh? Shrimpy doesn’t like me?” Floyd pouted, You noticed him glance at your mouth breifly. “Shrimpy~ that’s rude.” He’d whine louder, a darker look in his eyes than usual. You had no clue if you had offended him or not that time…

Another time was this happened. It actually happened far more often than you would think or enjoy.

“Shrimpy~” he’d say repeatedly to annoy you while you walked around school. Like when a sibling kept poking at you and claiming they weren’t touching you, but he had his hands behind his head as he followed behind you a bored expression on his face. He had been hanging around you more.

Sadly that meant your friends were less likely to approach you. And if they did it was because they neglected to see the towering eel boy.

“My, My, Floyd had taken quite a liking to you.” Jade stated offhandedly one day. You were at the Mostro Lounge (Azul was tired of Floyd skipping work and offered you free meals to hang out so Floyd would get back to work.)

You glanced at the Eel with a confused look. “What do you mean?” He simply looked down at the small necklace you had made with Floyd’s… gifts of a tooth and scales. I’m your defense they made very nice jewelry. Was it a bit messed up to be wearing some students scale and possibly their tooth? Perhaps… but you were poor and wanted something nice to wear.

With the same odd mysterious smile, Jade was off to serve the next costumer.

So you took it upon yourself to figure out what that meant!

First you went asking around Octavinelle. This was a bad idea because most students avoid you like you were Floyd.

Thankfully you managed to corner one, A trembling student you was glancing behind and around you the whole while you talked to him. "So?" You finally asked, a hand on your hip.

"Uh... What? C-could you repeat the question...?" He finally looked to you.

"Whats up with Floyd!" You finally snapped a bit, with a groan and a small eyeroll you glared at the smallfry.

"A-aren't you his...?"

"What on earth does that mean..." You groaned in annoyance too yourself. You were still, very, extremely lost.

Jade:

Whatever do you mean? You started courting him first if he wasn’t mistaken.

It was a Monday afternoon during autumn you believed, when he was serving you in the Mostro Lounge while you were studying. (They had a exclusive deal that lasted only that day) It was pretty late and so, you, like a very normal human, yawned. “My, If I’m not mistaken this is hardly that time of year.” He replied slyly as he gave you your half off drink.

You just glanced at him in confusion as he bowed and excused himself, ever the polite waiter.

That was… odd.

What was stranger was, now Jade has this habit of gifting you things he found on his hikes. It started with a flower to then a mushroom and for some reason he had gifted you a rock? He said he found it “fascinating” So he gifted it to you.

You didn’t really know either…

This whole issue began to intimidate you. I mean, Jade leech, gifting you things? There had to be some kind of motive behind it! There is always a motive behind the Octa-trios advances.

So, not wanting to owe him anything, you began gifting him things in return. “I found this at the store and thought you might like it.” You’d smile warily and a bit nervously as you extended a hand, in it a Dorsel Fin candy.

He’d smile and accept your gift, you’d breath a sigh of relief and go about your day as usual. At least now you didn’t owe him anything!

Now it became a habit, or a fun little game! Whenever Jade would gift you something, you’d look for something of equal value or better! Something he’d like. You’d attempt to one up him, but it was as if he knew about your game somehow and wasn’t letting you win.

Eventually it started to become something else, he was just... always there now? You'd turn around and almost scream! Because: was he there the whole time?

The worst part? He helped you so much more than half the time you turned around, and he wasn't there, you wished he was. He was making your life harder by not being there!

Here is the thing, you can't just get someone use to having a nice, helpful helping hand who is also attractive and then just take that away! Its inhumane.

You gifted him a terrarium you made yourself.

You didn't know why you did it. Maybe you liked his company and wanted to show your appreciation, maybe it was just because you were fond of him.

It was pretty out of the blue as well. You had been working on it for a week now, it wasn't anything remotely at Jade's own level but it was nice. (It better have been because that hike to gather everything almost killed you.)

Was it worth it? Yes. Seeing his eyes widen slightly before he regained his composure was absolutely worth it. He almost had to cough into his hand in Suprise.

Jade wasn't the most expressive, but you had a few ideas of what his Suprise would be look like. "Do you like it?"

"I do perfect. Thank you."

Note: Jade will never confess. It'll be one of those relationships where you don't know how it started but now your married so... Have fun!

Azul:

He was hopeless. Everybody knew this simple fact, except of course: you.

He was a businessman, not a... romance man!

From the way he'd tug at his tie like it was choking him when you were around, to how flushed he'd get when you even glanced in his direction. This guy was absolutely hopeless.

He actually turned... A very bright red was he turning purple as well? and immediately fixes his posture when you're in the room.

Thankfully, it takes two to tango and you were interested in him as well.

So, yeah, it was up to you to pursue the shady businessman who isn't very shady around you and instead acts like, in his own words, "an idiot."

So, no... he doesn't exactly court you. You court him.

You bring him cool things you find, blabber on about what you like and what you think he would like. He was... very confused and flustered, but happy you were there.

It was only after you took an active role in the relationship that he relaxed slightly and began to play along. Giving gifts back and ranting about the business and some poor unfortunate soul he scammed helped.

As everything began to relax in your guy's relationship. It got too comfortable, well, comfortable wasn't the right word. He was comfortable, you were suffering.

Why wasn't he making a move?! Didn't he like you?

Meanwhile, he was feeling pretty good. Jade and Floyd had gotten to a place where they don't tease him as much about not being able to make a move with you. (He didn't you made all the moves.) And his crush was showering him with attention!

You'd glance at him nervously while you sat at Mostro Lounge. He was counting his contracts. His new ones he had started to reaccumulate.

You physically couldn't hold it back anymore. It had been a week. A whole week of nothing new happening between the two of you. The words fell from your lips fast, like rushing water you tried to hold back but couldn't. It would have always slipped through the cracks in your fingers anyway... So you asked him, the burning question. "I like you. Do you like me...?" You finally blurted out.

"What?" He froze up. His head whipping in your direction he didn't know what to do or say and- he was ruining this wasn't he?

Azul had always been an anxious boy, it helped him- Because despite those anxieties he'd show them. he'd overcome them! He always had. But what do you do exactly when the person your heart has been beating oddly for asked that?

"I- um..." was all you needed before you stood up and left. Trying to fight back the small burn that began in your eyes before you cried. "Wait!" He called out but you had been out the door far too soon to even remotely hear him.

It was... a whole thing. He hated it, you hated it, and despite him refusing to admit it, you both cried over it. You always did love the classic miscommunication trope. But it happened. And frankly, you' prefer it this way in the long run. Because when everything was cleared up...

You got to kiss the octopus boy!

A smile on your face when you pulled away, he stared at you slightly shocked but very happy.

In a side note, after you kissed him, he wondered around aimlessly for a good while before he broke out of whatever spell you put him under. (You're still the magicless perfect of ramshackle...)

___________

your bedroom was on the second floor so whoever was trying to get in was either desperate or had supernatural abilities.

maybe it was just a branch from the tree in your backyard, you thought to yourself.

but the tapping continued – it was calculated, not coincidental.

you threw your bedsheets off yourself and grabbed the nearest object as a weapon, you know, just in case.

the object ending up being a triangle scale ruler. it’s pointy so it does the job, plus you didn’t have time to think.

you slowly crept up to your window, ruler at the ready in one hand, the other one slowly pushing the curtain aside. you peaked through to notice nothing but the darkness of the night.

“hm maybe it was just the tree..” you murmured to yourself and shrugged.

then suddenly your boyfriend’s face peered through the window, between the open curtains, making you let out a short scream and hold your chest. perfect horror movie jump-scare.

“jesus christ dean” you whisper-shouted as you unlatched the window lock and opened it.

“it’s 3am what on earth are you doing here?!” your head shot towards your closed bedroom door, hoping your parents didn’t hear your scream.

your boyfriend, dean winchester, the bad boy with a soft spot for you, simply smirked as he stepped inside. brown leather jacket, biker boots and jeans, coffee and cigarette smoke on his breath.

“what were you plannin on doing with that thing? calculate my radius?” he teased as he took the scale ruler out of your hand and placed it on your desk.

“it’s sharp and i could’ve stabbed you” you defended, folding your arms in front, you weren’t aware that this action highlighted your cleavage more.

dean let out a soft chuckle, “right” his eyes scanned you up and down, he couldn’t help but smirk to himself, enjoying the view in front of him.

smurf themed shorts and tank top that showed plenty but left enough to the imagination. “i love the smurfs” he pointed at your tank top, his voice low, a smug smirk on his face.

“y/n are you okay? what was that scream?” you froze as you heard a knock and your father’s voice from the other side of the door, you quickly pushed dean down to the ground to hide him under your bed.

“yeah i’m okay, was just a spider in my room” you spoke loudly so your father could hear from behind the door.

“oh alright, you want me to get it?” he offered.

“no no, i already threw it out the window” you lied, something you didn’t do very often, but when it came to dean you were willing to lie your ass off.

“okay sweetheart, goodnight” your father said before you heard him walk away from your door.

“goodnight daddy” you spoke in your softest voice before turning to give dean a glare, but let’s be honest here, you were never any good at staying mad at dean.

“oh what do we have here? would you look at that” dean whispered as he grabbed your lace panties from under the bed. “what a naughty pair of panties you got here” he teased.

you couldn’t afford your parents finding out their sweet little angel was dating. especially a guy with the reputation of a bad boy. you bought yourself a lingerie set with your pocket money, behind their backs. so it was obvious you had to hide it from them.

“give me that!” you whisper-shouted, your cheeks turning rosey. you tried to grab the panties out his hand but dean had quick reflex’s.

“nuh-uh-uh, kiss first” he grinned, standing up from the floor and brushing off his jeans.

you huffed at him, but you couldn’t keep holding in your smile. “fine, but then you have to go, if my parents finding out they’ll–”

“yeah yeah, they’ll kill you” dean rolled his eyes playfully.

he leaned down a bit since you were obviously shorter than him, you tiptoed up, your lips meeting in a soft kiss. you could smell his musky cologne and it was in intoxicating, addicting even.

he gently bit your bottom lip as the kiss got more and more heated. dean’s hands wondering down to your ass.

you tired, you really did try to pull away but you weren’t god’s strongest soldier.

“you should go..” you whispered between the kisses. but dean was too into the kiss, too hooked on your gentle touches.

before you even managed to register it, you’re laying on your bed, dean’s thigh between your legs, the rough jeans material brushing against your pussy that was barely protected with thin pj shorts.

you would be lying if you said you weren’t wet already, oh and dean knew. he always did.

your hips involuntarily grinding against his thigh, your breathing becoming heavier in between the making out.

dean could feel how quickly your ‘i shouldn’t be doing this, i’m a good girl’ walls were falling apart, and he absolutely loved it, he shouldn’t but he did.

his calloused hands touching you with such gentleness yet need, his fingers leaving a trail of fire behind. you could feel the affection, the love all in just the way he kissed you, the way he touched you like you were a sacred thing.

he pulled away for a second to catch his breath, your own chest rising and falling. his emerald eyes looking deeply into yours with a silent ‘i love you’ written all over his face.

dean gave your jaw an open mouth kiss, lowering down to your neck, making sure he doesn’t leave marks behind so you don’t have deal with your parents questions.

dean was possessive but he was also thoughtful, he wouldn’t want you to be in any kind of trouble because of him.

you squirmed underneath him, you eyes closed as you enjoyed this moment here, even when you told him to leave twice already.

he hooked his finger at your tank top and gently tugged the clothing down enough to expose more of your breast, your nipples poking through the thin fabric of the top.

he flicked his tongue gently against one of your exposed nipples before giving you one small but dark hickey, just right above your nipple.

a mark only you will get to see for the next week or so, a symbol of his love and desire for you, on your skin. in a place that represented your dirty little secret. that your mother’s and father’s little innocent babygirl wasn’t so innocent after all.

once he was satisfied with the dark purple shade, dean pulled away just enough to meet his dark eyes with yours, and you could see the possessiveness in his eyes, how territorial he gets when it comes to his sweetheart.

he lowered his face to your nipple again and flicked the tip of his tongue again and again and again, making you let out a soft whimper. your hips grinding against his thigh, your small hands gripping at his flannel, trying to pull him in closer.

you could feel his warm breath on your skin, his mouth now close to your ear as he whispered. “i should go” before smirking softly and giving you a wink.

you let out a soft shaky whine as he gave you a kiss goodbye and you watched him get up.

what a fucking meanie.

“sleep well, sweetheart” he whispered with a grin before exiting through the window and disappearing into the dark night.

leaving your shorts soaked, breathing unsteady, heart racing and clit throbbing.

oh and your lace panties? yeah they’re in his jeans pocket.

thank you so much for reading! feedback and reblogs are always deeply appreciated <3

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