Read "The Intertwined fate of Wine and Riches" newest chapters!
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Enjoy, and please note that the authors AJ(@batdiangelo), and Zee (@zenix-hope) will be taking a brief hiatus before starting work on the next set of chapters.
gods. I never thought I'd hit this milestone; with any story I've created. personally, I've struggled with sharing my art with others; out of some strange, irrational fear.
this idea—for The Intertwined Fate of Wine and Riches— started because I'd seen the show get announced to start filming back in 2022.
It has cycled so many different versions since then. So many pitches to friends, people I thought were friends. Characters developed, or scrapped. Arcs and ideas that will never see the light of day, all forged into this story.
and the craziest thing is we're barely getting started. You've barely seen the half of what our favorites go through.
Thanks for reading, my friends. make sure you have tissues and emotional support plushies near by. things are about to get wild.
this is absolutely mad, completely insane to me.
Thank you, genuinely.
Are you still taking prompts? Cause I had an idea 👀 like a scenario where Gray is a douchebag jock and y/n is kinda like a “weirder” kid but not a shy one, who is outspoken about things like political issues and feminism etc and Gray always says stupid shit to her over the years that he knows will piss her off cause he likes it when she gets mad and lectures him and basically pays attention to him, and when she realizes he’s being bratty on purpose it ends…smuttily 🤷♀️
Thank you for your request! I apologize in advance cause it's the first time ever that i write something like this. I've never written smut so please be understanding and tell me if it's something wrong.
Warnings: sexual content/remarks, explicit language
Word count: 1,162
“Yo!” Ethan smacks Grayson’s chest in an attempt to catch his attention from the discussion around the table they were sitting at. Grayson turns to him, eyebrow raised in confussion and annoyance. Ethan nods his head up trying to make his brother see the person standing across from their table and Grayson follows his gaze, landing his eyes on you. You were standing there, at another table with one of your friends, being caught up in a heated discussion, not really paying much attention to your surroundings. Grayson smirks looking at you from the distance, an evil plan already forming into his mind. For almost everyone else you were just the “weird girl” or even “bookworm” that talks too much about politics or planet Earth but for him you were one of the most interesting people out there in the highschool. All that started when you were just freshmen and he just wanted to prove a point in there, to make people respect him even if he had to be a douchebag for it. That until he met you and your smartass mouth, coming with snarky comments, always giving him lectures and so on and that was the moment he promised himself to never stop messing with you. You were feisty and aggressive and he liked it more than he should. Oh, and that mouth of yours… He could put it to good use.
The break was almost ending and Grayson could see you and your friend coming towards his table as you walked to the exit of the cafeteria. He heard you talking about something that has to do with Law, knowing very well that’s what you wanted to do after highschool ends. You wanted to become a prosecutor and you were very passionate about this, but he just wanted to mess with you again as you approached them.
“(Y/N), why are you talking about things like these? Don’t you know a woman’s place is in the kitchen?” He asked, a stupid smile on his face just to get more onto your nerves and you stopped for a moment to look at him and his other friends who were laughing at his comment.
“Why don’t you tell your mother that?” You ask, keeping a straight face and the people around the table fixed you with their gazes. Grayson frowned. “You probably say that because you don’t know what to do with a woman in your bedroom.” You shrugged as if it was nothing and you could see some of his friends chuckling. For Grayson surely wasn’t funny as he looked at you like a hunter and he clenched his jaw. You turned around walking away. In the last year you would lie if you would say Grayson didn’t grow on you. Of course, he was attractive and all, but there was something more to that. There was a tension between you two and you hoped that being more bratty to him than usual would make him do something. But you were about to see what you got yourself into.
You were about to close your locker as the break was over and no one could be spotted in the hallways anymore but someone slammed it for you with force making you flinch. Before you could turn around, he grabbed you into one of the janitor’s room near the lockers and covered your mouth with his hand to stop you from screaming. You widened your eyes standing still, your back stuck to the wall and Grayson’s tall and dark figure hovered over you. You frowned and moved his arm that covered your mouth.
“Grayson, what the fuck? That’s assault!” You started to protest, whisper-shouting at him and he just rolled his eyes.
“Assault-my-ass! Just shut the fuck up!” Before you could say anything else he catched your thighs in his hands and lift you up, your back still on the wall. Your eyes widened and you could feel his bulge touching the part where you needed him the most. He starts leaving hot and wet kisses along your neck and collar bones while grinding slowly onto you. He lift his right hand higher on your thigh, under your dress and cupped your asscheek, squeezing tight. You let out a whimper feeling yourself get wetter by the second and Grayson smirked at the sound like it was music for his ears.
“What are you doing?” You let out between breaths and Grayson pulled with one hand your panties to the side, tracing his finger over your clit and feeling your wetness.
“I’m showing you why I disagree with your fucking remark.” He said through gritted teeth and you giggle a little, knowing you hit his masculine ego. Oh, how fragile they really are. Grayson let down of one of your legs, still having your other one around his waist for giving you some support as you were literally trembling right now in his arms and he opened his pants. He took his length out, teasing his tip between your folds.
“Fuck, you’re so wet.” He grunts and you let a little moan escape your plump lips. He positioned himself at your entrance and without a warning he slams into you. You let out a load moan, throwing your head back, feeling as if he was in your stomach. Grayson put again his hand over your mouth and rolls his hips onto you for you to get used to his size. You both exhale hard through your nose and Grayson starts finally moving. You dig your nails into his shoulders, feeling him hitting all the right spots while he bites onto your neck. You start whimpering again, feeling the pitch in your stomach form.
“I know, princess, I know.” He whispered cockily into your ear while he keeps up the pace but his thrusts became more rough and deep. You could tell he was close too.
“Look at you, taking me so good…” He moves his hand from your mouth to grip your neck and bite your bottom lip. A feeling of euphoria washes over you and you roll your eyes, pulling hard at Grayson’s shirt. Your legs were shaking. He continues his moves, his thrusts becoming sloppy and you could feel his cum filling you up before pulling out, making you shiver at the sudden emptiness. The room was filled with your heavy breaths and none of you said anything for a while. The bell rang outside pointing to another break and you had to get out of there fast before the halls will fill again with people. Grayson let go of you, watching as you adjusted your clothes and hair, his attention now on your lips.
“Such a pitty,” he started and you looked up at him raising an eyebrow. “I really wanted to feel what that smart little mouth can do too.” He sighed and you roll your eyes in annoyance now.
Description: Grayson participates in the famous November challenge, but Y/N has made it her mission to make him fail.
Warnings: Ahh yes...smut, cinge, idk what else
Word Count: 2.5K+
Touch starved.
The term was an understatement for your current situation. Why? Because your boyfriend decided to participate in the famous no nut fucking November. To say you hated it was another understatement.
You despised how committed he was to it. And to make matters worse, he didn't shave either.
And you being you, you were a whore for Grayson's beard. It was mid-November so it was right where you liked it, a bit past the scruff period.
Every Time you looked at him, your core did nothing but ache. Your legs clenched at the memory of how good he felt between them, his big arms wrapped around them; Holding you close to him as he made you cum for the 4th time that night with just his fingers and mouth.
"Penny for your thoughts?" His voice ranged in your head making you shake your filthy thoughts and memories away.
"Hmm?" you hummed turning to look at him, a smirk on his face disappearing when he licked his lips, coming back short after.
"Whatcha thinking about?"
"Nothing," you shrugged it off, but he knew. Grayson was fluent when it came to your body language, knowing what everything meant, even the slightest movement.
"Nothing? You've been staring at me and cleaning your legs, you're biting your lip and you're flushed. I know that look from a mile away, Angel," he taunted, making you turn your head and look away, scoffing in response.
"It's just hot in here. You have the heat all the way up," you murmured before getting up and walking away.
"Are you serious?"
"It's just really hot in here that's all" an idea comes to mind and you strip your hoodie.
Grayson raises an eyebrow, already knowing where you're going with this "really"
"Yeah just really hot" you take your shirt off as well, leaving you in a bra and jeans, you were about to take off your pants before he verbally stopped you.
"Angel, don't you dare," his voice was stern and rough, letting you know you were working him up.
"What? I'm not doing anything bad, I'm gonna go swim," you replied before walking away, a smirk on your face, "To each their own Bailey, to each their own,"
"Keep it up, y/l/n," he whispered but you were long gone to even hear it, your feet dipped inside the cool pool water as you looked up at the clear sky.
Your attempt was a slight fail, it was good, just not good enough to crack Grayson.
Grayson Dolan was stubborn. Maybe as stubborn as they came, you blamed that on three things; his cockiness, his ego, and the fact that his top three had an influence on his personality.
But you couldn't give it. You had made it your mission throughout the entire month of November.
It was now the last day of the month, and you needed Grayson to crack. You needed him to crack hours before the month ended. You wanted to be as close as he could, yet as far as he could. Your plan was evil, perhaps it was, but it wasn't fair that you were forced to compete in a ridiculous, immature, high-school like bet.
You were sure this plan was going to work. You felt it in your bones. You were clever enough to use one of Grayson's qualities, and a few of his traits against himself.
If there's anything that Grayson was, other than stubborn, was dominant and jealous. One wrong look from a guy and he was railing you, fucking the pretty out of you, not that it worked since in his eyes, your prettiest state was when you were fucked out.
Hair frazzled into all sorts of directions, a few beads of sweat dripping down your hairline onto your forehead, mouth slightly opened as deep, tired breaths fell past your lips, sore shaking legs, chest rising up as your eyes closed. A sight only he got to see, a sight he caused.
Your skimpy blood-red dress clutched onto your body in the most perfect way, a pair of matching heels covered your perfectly pedicured feet, a pair of silver snake earrings held onto your ears, and a simple matching snake necklace adorned your neck. A silver purse completed your outfit as you applied the last bit of gloss and highlighter you needed before slipping out of your vanity, grabbing your phone before leaving your room, walking towards the couch where Grayson laid on, a pair of gray sweats, with air forces, were present on his body.
"I'll be back around 2 am, don't wait up for me," you spoke, your nails suddenly becoming more interesting than a shirtless Grayson, "Peace you," you turned to walk away before his voice suddenly stopped you, a smirk making its way on and off of your face before you turned back around to face him.
"Where do you think you're going?" he asked, placing his phone down before sitting up straight, his once hazel eyes scanning your body up and down.
"Out, where else?" you carelessly replied as he chuckled.
"Out where? With who?" he questioned, a dry chuckle falling past your lips as you shook your head, clutching on to your purse.
"The club, with Vinnie, invited me out for some drinks," you replied, only receiving a glare and a scoff.
"Since when do you go clubbing?" he asked and you shrugged.
"Since when do you care?" you scoffed, "Anyways, he's here, I need to go, have fun," and with that, you were gone.
You were out the door, as Grayson's anger increased. Sure, he did trust you. But he also knew about your history with Vincent.
He knew everything, from how you went from best friends to fuck-buddies, to best friends again, so he felt a bit uncomfortable with you going out for drinks with someone you spent countless nights with.
Vinnie however, was aware of everything. He was your last resort. You knew how jealous Grayson got whenever he was around. Of course, he agreed, knowing how sexually active you were. He knew you couldn't last a month. He was in fact surprised you had gotten this far without touching yourself, which he knew because you told, just like you did with everything else.
"Do you think this will work?" He asked, taking a shot of the tequila he had ordered, "Like was he mad?"
"He was furious, you should've seen his face," you replied after swallowing the aged liquid, the slight burn giving you nothing but satisfaction, "He should be checking my location right about now," you giggled when the tiny typing bubble popped up in your texts with Grayson. It had been a few hours since you left, meaning Grayson was probably getting ready to bring you home and punish you for being bad and bratty.
"Hey, if he doesn't give you what you want, just know, I'm always up for you," Vinnie smirked, flashing his hand on your face, rings adore his fingers, as black nail polish perfectly laid on his nails.
"In your dreams Vincent," you playfully smacked his hand, knowing he was only playing around.
"You're right, you know? I liked you more when I had you to myself," he scoffed, shaking his head, taking another shot letting out a groan at the taste.
"Oh please V, I'm sure you have plenty of entertainment around," you rolled your eyes as you stared at his hands.
Oh, how you wished Grayson would accomplish your wishes of painting his nails black, but he claimed it was simply not his style. Of course, you understood, but you still wanted him to do it, it was, after all, something you found incredibly attractive.
"Not really, no one offers what I need, you know? They all like that vanilla shit, with the aftercare and soft shit,"
"But you did that with me?" you asked confused but he just shook his head.
"Because it's you. You gave me what I needed. But anyways, your boy toy is here," he spoke as he noticed Grayson walk in. An angry look on his face as he caught a glimpse of your back and Vinnie’s face.
"Ughh, finally," you scoffed as your core throbbed, your mind suddenly imaging certain scenarios on how Grayson would take you.
"What are you doing here?" You asked as soon as you felt his presence next to you, his cologne slapping you on the face.
"I came to pick you up and take you home," he said, no emotion laced with his voice, you mentally rolled your eyes.
Your hand reached up to Vincent's, intertwining your fingers with his before letting out a whine, "But we just started to have fun,"
"I don't care. We're leaving," he spoke before leaning down close to your ear, "You're gonna get it as soon as we get in the car,"
"Ughh fine. You're so boring. You should take a shot or two sometime," you dramatically sighed before letting go of Vinnie's hands and grabbing your phone and purse, "I'll see you another time V, love you, take care," you said, sending him a smirk in an angle that Grayson couldn't see.
"Love you too, don't do anything I wouldn't do," he waved you off as Grayson carefully dragged you out of the establishment. He had parked his car in an empty and abandoned parking lot, having a plan thought out for when he arrived at where you were at.
He opened the back door of his Tesla, before throwing you inside, making sure you wouldn't get hurt, but wanting the message that he was upset to get across, "You think you're funny? Acting like a whore, wearing a slutty outfit to go out with Vinnie? Teasing me all fucking month long, acting like a fucking bitch," he spoke as his fingers came in contact with your jaw, squeezing it in the most perfect way.
Never in his life did Grayson think he would call a woman a whore. But when you came along, you brought a Pandora's box with you. He wasn't sure degrading a female would get him laid, but you introduced it to him, at first it was weird, but he took a liking to it, only with you.
"I didn't do anything," you pouted against his hand, making his other hand squeeze your hip.
"Did I tell you to speak?"
"You asked," you scoffed, eyes widening as a burning sensation spread over your thigh, followed by a moan.
"Open," he muttered, tightening his grip on your jaw, making you open your mouth before he leaned down, doing something you thought Grayson Dolan would never do, "Swallow," he muttered after spitting in your mouth. You did what he said, no questions asked, and no ounce of hesitation in your body, "good girl," he whispered before moving down to between your legs.
His hands explored your legs before you felt a couple of cold things making you look down to find a couple of rings on his fingers, yet no nail polish.
"You wanna behave like a whore, I'll treat you like one," he smirked at your facial expression, he was loving every single second of what was happening, "Mouth of fingers? Never mind, you don't get to choose, don't you dare make a sound," he muttered before pulling down your underwear.
Your body slightly jumped and the long-awaited feeling of his fingers. You bit your lip, feeling so touched that just the slightest feeling of his two fingers spreading your arousal around, "Look at you, so desperate, and wet. It's pathetic," he chuckled making you shake your head before throwing it back as he slowly slipped a finger in, just one, feeling satisfied as you spread your legs and threw your head back, he added another one, and you felt out a whine, earning a thigh smack from him, "I said no sounds,"
He dipped his head down, just feeling the presence of his mouth near you pussy was enough to make you bite your lip, and hold back a moan as he pressed soft kissed on the inside of your legs, fingers wholly moving in and out of you, until he finally placed a soft kiss on your clit, and started moving his fingers faster.
You quickly moved your hand up to your lips, muffling any sound and moan that slipped out. The feeling of euphoria and ecstasy spread quickly over your body, and a knot started forming on your lower stomach at how good Grayson was eating you out and finger fucking you.
"Gray, Grays please," you started chanting his name, not being able to hold it back any longer, the amount of pressure building up was much more than what you could handle.
"You wanna cum for me Angel, Wanna be a good girl for daddy?" He teasingly asked, his fingers moving at a pace that you thought was impossible.
"Mhm, I do please. I'll be a good girl I promise,"
"Let it go, cum for me," as soon as the words slipped out, there was no holding back, your eyes rolled to the back of your head, as you let a pornographic like moan, squirting all over his face and making a mess in the back seat of his car, your vision had truly gone white, never feeling something as strong before, not that you minded, you loved every single second.
"Oh my God," was the only thing you managed to breathe out, finally opening your eyes after a few seconds, Grayson was above you, his white shirt having some wet patches, showing how good he truly made you feel.
"I don't think you should be saying his name right now," he smirked as you shook your head, "Not after this mess you made in my car, at least,"
"I know a perfect way to make up, but you know, it's still November so," you smirked, looking at your watch, the time being 11:51, he had nine more minutes.
"Really? How so?" He teased, picking you up as he sat down, placing you bare half on his black dress pants.
"To make you feel really fucking good, right here. In this car, and you can do anything you want to me," you smirked, palming him through his pants, his bulge was apparent, but you were running out of time.
11:55
"But it's only valid for today," you added, unblocking his belt before lifting yourself up to pull his pants down, You spit on your hand before moving it, just to make him harder and work him up a bit more.
"But you have to say yes,"
11:59
"Fuck just do it," he groaned before placing his hands on your hips, making sure to align himself before slamming you down on his dick.
12:00
"Look at you, couldn't even wait one more minute," you struggle to say as he bounced you up and down on his dick, loud groaning falling past his lips at how good you felt around him.
"Shut up,"
Please I am so sorry!!! This is so bad and gross, and I got carried away...I also wrote this in like an hour!! But I said I would do it so here we are!! Anyways yeah, if you made it here because you read it I love you!! And big thanks to @blazedgraysons for helping me and motivating me to write it, I love you bitch!!!
Omg I NEED HELP does anybody know the Grayson imagine where he meets a girl from jersey that like knows his mom, but Ethan doesn’t really like her and she goes to la with him but it’s a shit show when she gets exposed because her brother did something and shes an orphan lol. I need to reread rn please
(hi this is a pretty personal story for me. obviously the parts with grayson are fiction but the back story is something that i wrote from personal experience. please know what if you’re struggling with something similar that you can message me anytime you need to. i will be here for you. you are strong and you are good enough.)
//
Grayson really wanted to take their relationship to the next level. Physically. They’d gotten kind of close a few times but anytime anything got to be even the slightest bit more intimate, she pulled away. Grayson was patient. He didn't want to push her. Their relationship was relatively new, only seeing each other exclusively for about 4 months. He just didn’t want to scare her away. However, he couldn’t help but feel that it was his fault. It was something HE was doing wrong that kept them from getting any further than a quick make out.
Little did he know, it wasn’t his fault at all. She wanted to tell him but she didn’t want him to think of her differently. She was scared he wouldn’t want her anymore. That he would be completely disgusted and never want to speak to her again. Y/N knew that this way of thinking was ridiculous, but it was constantly on her mind.
When Y/N was in high school, 9th grade to be exact, she’d had a boyfriend. From the stories around school, he was far more advanced that she could even think of being. They’d be left alone by his parents quite a few times. A lot can happen in 15 minutes. She continually said no and he continued to ask for more. There was one day that he didn’t listen to a word Y/N said. She was scared. Someone she trusted was doing the very thing that her mother had told her that only bad people would do. She was able to get away and call someone to get her before anything actually happened. She broke up with him not long after and he started the rumor that she had let him do it.
Later, in 11th grade, it happened again. The guy she went to prom with had decided to leave her to be with his friends, and didn’t talk to her all night. Later in the night, he came up to her and said he’d had some alcohol. A week later he asked to make it up to her. A movie night with popcorn and a movie she’d never seen. To this day she still can’t make it through the first scene of The Phantom of the Opera, no matter how many of her old friends from theater said it was a classic.
She hadn’t had a boyfriend nor had she even thought about trying to be with anyone since then.
//
Y/N’s eyes fluttered open with the sun poking through the blinds. Turning her head, she felt eyes on her. Grayson laid beside her, head propped up on his palm. He had a look of complete adoration on his face.
“Mornin’ baby.”
“Hi Gray.” She turned towards him and cupped his jaw. He pressed a kiss to her lips and then her cheek. They laid in silence for a few minutes, just admiring each other, when suddenly a look of concern flashed on Grayson’s face. Y/N reached up and smoothed out the creases in his brow and asked what he was thinking about.
“You.” He still seemed concerned and it flashes a feeling in worry and anxiety through Y/N’s body.
“What about me, love?”
“Why won’t you let me make love to you?”
His words surprised her. She knew he was upset every time she stopped them, she could see it on his face while she climbed away from him. She wasn’t sure how to respond so she remained silent for a few seconds. He didn’t want to push her or force her to disclose anything to him. He waited.
Y/N took a deep breath and looked Grayson in the eyes. It was time to be honest.
“When I was in high school, there were two boys who tried to force me into it. It did something to my mentality about anything to do with sex with another person. I haven’t tried to be with anyone since then and I haven’t dated anyone until you. I never thought it would affect me as much as it has. I should’ve told you sooner and it wasn’t fair of me to stop you every time without giving a reason. I was so scared that you wouldn’t want me anymore or that you would see me as damaged goods. I keep thinking ‘It’ll be different this time. I'll make it through this time.’ And every time…”
She played with some fuzz on the blanket, avoiding eye contact, yet Graysons focus never left her. He watched her face contort into a look of discomfort, then to a look of sadness. He felt a tug at his heart knowing his girl had felt so trapped and he couldn’t do anything to help her.
“I’m sorry.” Grayson was unsure why she was apologizing, tears pooling in her eyes. He laid his hand on her cheek, guiding her view to his face. “Please, love, never apologize for how you feel. What they did was not your fault and you aren’t damaged goods. You never have to tell me anything until you’re ready. Unless you have a tail. I think you kinda have to tell me if you have a tail.”
He felt her face slide into a smile and he was glad that he could pull a laugh out her, even if it was just a slight giggle.
“No, there’s no tail.” She wipes her eyes and looked back to Grayson. The laughter quited down and he leaned further into her.
“I love you. All of you. Please don’t feel like you’re not good enough. It’ll be so much better to wait until you’re ready. That way we both can enjoy it, yeah?” Y/N nodded.
She grabs both sides of his face. “I love you so much. I want to be ready. Just give me a little time.”
“I’d wait forever for you. But maybe not like FOREVER forever but like. Close to it.” Grayson smiled down at Y/N as she let out a loud gut laugh that was sure to wake Ethan across the hall.
“No definitely not forever, baby.” She leaned up and kissed Grayson and they stayed in bed to cuddle until Ethan came to yell at them for the loud laugh.
//
Almost two months had passed by since Grayson finally figured out why Y/N was so closed off. She was at the mall with her best friend shopping around. She had known for about a week that she was finally ready to be with Grayson. She needed to find a pair of shoes to go with the outfit she’d gotten from SavageXFenty as a little present for Grayson. She’d found a good pair of tall black heels and her friend giggled at how she thought Grayson might react.
Once back home, wearing the outfit and the heels, with one of Grayson’s hoodies over top, she waited. Grayson had gone out to a dinner/meeting and was on his way home. When she heard the front door close she threw the hoodie off and into the closet and sat patiently on the bed.
“Hey bab-“ He looked her up and down and stopped in his tracks, his eyebrows shooting up.
“Y/N.”
“I’m ready Grayson.”
He smiled and walked towards her. it was going to be a long night.
