#graysondolan

"Grayson.." You whine and implore for the millionth time it seemed, aching all over for the end of this torturous trap he has you strung through.

"You disobeyed me, Y/N. Continue your pleas and we'll go all fucking night." He crosses his black slacked leg over the other, reaching to undo the first two buttons of his white dress shirt with a devilish fix upon you.

You were sat across the room from him, legs spread apart and shaking, panties in a bundle around your ankles, and your sensitive core glistening in the haze of his hungry eyes. He made you keep one hand around your clothed breast and the other wrapped around a vibrating wand that continued to buzz in your hand.

"A-fucking-gain, Y/N." His stare hardened even more so, not a drop of remorse across his hazels.

Your chest began to rise and fall fast as you moved the toy back over your pulsing bud, immediately pulling you back into a trance of seeking release. Your head fell back and your teeth sunk deep into your bottom lip, an echoing sob replacing the silence. You were already so close, being that you had been sat there for over an hour, forced to edge yourself over and over until he's satisfied.

It hurt so fucking good.

"Stop."

"No.." It came out as a whisper, but you knew he heard you when you felt his footsteps coming towards you. You didn't open your eyes until you felt his hand grab your wrist and pull you out of the euphoric atmosphere you were deeply submerged within. You pressed your thighs together to subdue your aching need and looked up at him under your eyelashes, pleading for him to finish this.

"You're not very good at doing what you're told." He shut the vibrator off and threw it to the side, leaning down to whisper his words in your ear. His hand traveled down your body until it pulled your knees further apart than before and he had his hand toying with your molten cove.

"You're sopping wet, princess." He sounded falsely apologetic, whilst you arched back again as he ran his thumb back and forth over your swollen clit. You sighed, wrapping your needy fingers around his thick forearm for support.

"Please.." Oh, it felt divine. He did slow circles while his other hand slipped under your knee and pinned it high. You almost thought he'd let you go, unravel the knot in your abdomen, and be free of his torment.

But it is not so.

He pulled away just as fast as he had been there, touching and feeling and caressing you until you were all numb and shaking for him. Another helpless wine fell from your mouth, a breathless cry more like. And he just stood there, the devil himself, unfazed except for the stir in his cock.

"Please!" You moved from the couch and down to the floor beneath him, your hands snaking up his legs and attacking his belt buckle with more than just wanton and desire. He let you undo his belt and pull it through the loops, his callous hand finding it’s way into your hair. You undid the button and pulled the zipper all the way and his trousers fell slack around his hips and you could see the waistband of his boxers.

You looked up at him for the first time, underneath the haze of his eyes and the domineering look about him. He nodded his head, silently pleading for you to go on. You pulled his slacks the rest the way down and let them pool at his feet. And your blush immediately darkened when you saw the tent in his undergarments— all because of you.

You bit your lip again and posed another glance at his face.

“Don’t get all shy now, princess.” He took his free hand and grabbed one of yours, placing it around his clothed cock and letting a rumbling groan slip from his lips. You squeezed your tiny little hand around him and watched as he moved closer to your touch, begging for it. You traced his shaft, delicate and messy outlines with your soft fingertips until you finally looped them around his waistband and let him spring free. He stood tall and wide and red and completely sensitive to you. You instantly wrapped your lips around his swollen head and let your fingers go back to tracing him, slow and soft.

You wanted him to feel the pain and torture he caused you only moments ago.

You let him go with a pop! and let your dominant hand pump him, still slow and brutally frustrating. Your other hand went to find the vibrator again, turning it back onto a low setting and letting it buzz against you while you pleasured him.

Mmm.

You put your mouth back over him once you settled into the wand, your moans rolling over his cock.

Growing impatient, he moved his hand to the back of your head and pressed you further down his dick, earning another whimper from you and a guttural sigh from him. Your breathing went erratic again and you couldn’t help but already feel the arrival of your orgasm nearing. You took another long pull from cock and let your hands wrap around him again, this time much faster and hasty.

You looked back up at him for the third time and mewled with plea. His chest rose and fell heavily too, his muscles tightening around his abdomen and thighs.

“Just a little more baby, finish.” He pushed your head back over his dick once again and you took him even more than before, trying your best to suction him and let the warmth of your tongue and mouth encapsulate him. You moaned around him again, sending him off into his orgasm at once.

He pulled his cock from your lips and let his seed cover your chest and he allowed another sigh and fighting groan empty from his chest with reckless abandon. Your hips shook at your approaching high and you wrapped your hand around the vibrator to really settle it against your sopping pussy. Your brows furrowed and your eyes almost rolled back as you felt your climax about over take you.

Sudden and unprecedented, his arms wrapped around yours and pulled you from your peak. He lifted you from the ground, threw you back onto the couch, and took your toy away leaving you a sobbing mess. True tears began to fall onto your cheeks and you squeezed your thighs back together once again, trying to tip yourself over the edge.

It wasn’t enough.

“You look so pretty, edged and on the verge of fucked out.” He laughed. He fucking laughed.

He watched you breathe and the sweat and tears dribble down you and the cum still slathered across your chest, like a claim. He settled the vibrator beside you, turned and went to sit back in the chair he was previously sat, except for this time, his cock was out and erect, his meaty hand twisted around it and easy to watch you suffer— over and over and over.

“Again.”

"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,"