#ceo!grayson

The board room was bustling, everyone on the floor gathering to play the annual Secret Santa game. You didn't have to participate, but given the holiday spirit that surrounded the entire building, it was almost insane not to partake in the festivities. And with so many people, it made things a little extra fun, considering how difficult it  was to guess your secret gift-giver.

"Y/N! Catch!" Alisha tosses a rectangular wrapped gift to Y/N, who had surprisingly caught it without flinching. It was thin, most likely a card, but it was odd that it was wrapped in a matte, dark shade of red. Y/N was grinning nevertheless, and she couldn't wait for things to get started. She loved the smiles everyone had on their faces, and the rosy red that circled their cheeks with joy.

It wasn't hard to assume Y/N's favorite holiday was Christmas...

"Everyone have a gift??" Ben, one of the office mates, asked, everyone nodding giddily in unison.

"Okay, on three everyone open your gifts!" He yelled, wide eyed and cheerful.

"One," everyone counted along.

"Two,"

"Three!"

And with that, the unwrapping commenced, the loud sounds of ripping and laughter spewing every which way. Y/N waited a long moment, looking around at everyone as they brightly opened up their secret Santa presents, specifically looking for her person; Jared. He looked satisfied with Y/N's gift and began looking around, she took it as a note to go ahead and open her own.

Nice and neatly, she unwrapped the gift with care, opening to what she had previously presumed; a card. The front was a blank white except for a small drawn Christmas tree, and when she opened it up, a couple of words were scribbled across it, reading—

merry christmas, kitten

your gifts await you, i'm longing for you to open them

they're on your desk

- santa

Her cheeks began to burn, lifting her eyes from the card to take a look around. No one seemed suspicious, or even likely to have given her this card. The pit of her stomach erupted with butterflies, unable to tell if she was more so excited or aroused.

Kitten??

Oh, it made her chest rise and fall so very unsteadily. She hoped to god no one noticed her red face and the mess of a fluster she had herself twisted in, only from reading but a few words.

The room began to chatter, everyone conversing with their fellow workers. Whilst Y/N sat silently, withdrawn from the world as her thoughts evaded her very being. All she could think about was what could possibly be on her desk?

"You alright, dear?" One of the older women, Dana, smoothed her hand upon Y/N's back, a slightly concerned tone in her sweet voice.

"Oh-I I'm just fine! Just a bit overwhelmed with it all." She chuckled it off, like it was no worry and the women nodded her head with a faint smile.

"It's a bit hectic in here, I wouldn't mind leavin' myself." Dana left one last little pat on Y/N's back and turned, making her way around everyone with a silent gaze.

Y/N does the same, quickly exiting the overcrowded room and into the eerily quiet corridor. Down the hall and some stairs, she's met with her own secluded office— that she had locked prior to leaving for the Christmas events. When she twisted the handle, it opened with a click and her door swung open.

The subtle light of the moon cascades through the room, and the first thing she laid her eyes on were the perfectly wrapped boxes with bows on her desk. Y/N let herself in, locking the door cautiously behind before taking a better look at her gifts.

Two much larger rectangular boxes were styled on top of each other, golden wrapping paper and professionally tied red bows beautifully placed. The other, much more square, present had a small handmade letter stuck to it, and it read—

these are for later

G.

It didn't make much sense to Y/N, but with a furrow in her brow she continued, pulling at the strings around the first big box. After sliding the lid off, a long, silky black dress sat folded, looking ravishing in the moonlight. She looped her fingers around the delicate shoulder straps, slipping it out of its former box and watching it flow all the way down to the ground. She presses it to her body, her cheeks burning and her stomach full of butterflies fluttering in every which way.

Absolutely incredible..

Holding the extravagant silk to her chest, she opens the smaller present, a breathless shriek sounding from her throat. Y/N covers her mouth, her eyes widening as she gapes upon the elegant diamond necklace proudly displayed against the velvety black texture it sat upon. Another note stashed beside the remarkable jewelry—

i could spoil you like this

all the time

Her heart was beating fast as she opened the third and final present, a set of ruby red lingerie that left little to the imagination. It looked to be the correct size, something that'd hide perfectly under such a thin dress—

be ready tonight

@ 11:00 here

wearing your christmas presents

Y/N slumped down into her office chair, a total daze coming over her, looking at all of her pretty things. It was already nine-thirty, and her ugly Christmas sweater began to feel heavy against her torso.

Who in the fuck could this be?

She felt pulled between a foreign sense of reality and sensuality. Almost angry, upset that someone thought they could swoon her with gifts and she'd fall into their trap so easily.

But how could she resist?

She kicked those hard feelings out the door, grasping all of her new items and making a speedy way home, miraculously making it to her driveway without a ticket. She had little time to prepare; a hot shower, new layer of makeup, curling her hair perfectly, and allowing her thoughts to run wild in the process.

And then, she put the dress on.

It fit perfectly, not one bit of it too tight or too baggy. It shaped her figure with excellence and even Y/N knew she was lethal. And unforgettably, the set beneath was just a dazzling. And oh, the necklace.

It sat perfect across her chest, so simple and classy. She felt spoiled with riches, divine and so wonderfully clad with expenses way past her pay grade, like a dream come true.

She looked herself in the mirror, taking in every last piece of her being while it lasted. She'd be late if she stared any longer, so she whispered a little prayer before speeding all the way back to her office.

No one was there, the parking lot empty. She only had three minutes to spare, and her office was on the fourteenth floor, the exact amount of time it takes if she clicked her heels fast enough.

Y/N locked her car with a beep and made her way towards the elevators, an eerie silence scattering through the entire parking garage. A couple taps of a button and a silent elevator ride and she was already unlocking the door to her office with shaky hands. For a moment, she leveled her breathing, finally twisting the handle and letting herself in. She didn't bother with the lights, satisfied with the darkness that surrounded her. Taking a look around, she didn't see anything different, or anyone.

She walked around her desk, seating herself in her chair and propping her feet up on the hardwood and checking the time on her phone.

"Three minutes late," She flinched, gasping at the sound of a man's voice out of nowhere. "I always took you as a punctual women." Out of the shadows, a suited man emerged. It took Y/N only a second to recognize him.

"Mr. D—" Her eyes were wide and she could hardly finish her sentence, watching the man come devilishly close to her. He snaked his way towards her, slow and deliberate, and he seated himself atop her desk, right beside her perched legs.

"Were you surprised, kitten?" His voice was so dark and handsome, like dark chocolate softening so effortlessly against your tongue. His grin was evil too as he looked at your figure. She took her feet off her desk and her nerves surrounded her all the sudden, stiffening in the pit of her stomach as she gazed at him.

"How— W-Why? Me?" She was at a loss for words, stranded in her own work space as she whimpered beneath the stare of the attractive man.

"You've been on my mind a lot lately, Ms. Y/L/N, a little too often, if you don't mind me saying." He stood again, towering over Y/N only to bend down, face to face with her, and grip the arms of the chair that Y/N crumbled within.

"I must say, you look dangerously beautiful." His eyes roamed her all at once, her cheeks aflame yet again and her body burning with arousal.

"Grays—Mr. Dolan, I-I don't understand.." She broke from his eyes and stared to the floor, nervous and confused with the entirety of this evening.

"You don't have to understand," Softly, he placed his fingers below her chin and brought her to face him. Her brows unfurrowed as she looked into his hazel eyes, a sense of peace watering away her fears.

Her eyes traveled from his, slowly down his nose, onto his cupid’s bow and lastly, his lips. She didn’t know what it was, but her body urged towards him, likewise of a magnet and metal.

His eyes fell too, his breathing softening and his grip on the chair lightening. And it happened..

Y/N succumbed to the attraction, wrapping her hands around his neck and pulling his lips to hers, breaking the silence with a whineful plea.

His hands attached to her waist, lifting her from her chair. She wrapped her legs around his torso, her eyes closed shut and her breathing so erratic and heavy. He removed his hands to support her beneath her thighs, his touch sending shivers throughout her body.

Y/N suckled his bottom lip, a dew-like lust glistening in her newly opened eyes. Grayson groaned, slamming her backside against the window. She gasped, taking a moment to analyze the situation.

“I don’t thin—”

“You scared?” He cocked his eyebrow, a sinister grin upon his lips that, unfortunately, Y/N couldn’t resist.

With a scoff, her fingers went flying down his dress shirt, unbuttoning all of it as quick as she could, as if to answer his petty question. He shrugs the shirt and blazer off, but Y/N keeps the dark red tie slung loosely around his neck, something she’d hold onto later..

Next to go was her fabulous silk dress that she daintily, and torturously, pulled off, throwing it toward her desk with a smirk.

“Merry Christmas, Mr. Dolan.” She twists her hands around his tie, pushing him backward enough to fall back into her chair, whilst she stood in all of her glory. The ruby red set looked extravagant against her skin, and even Grayson could hardly contain himself.

Seductively slow, she made her way over to him, sitting atop his thighs with a shiny grin, his hard erection stiffening against her clothed pussy nicely.

“Someone’s excited?” It was Y/N turn to give him a devilish look, but he didn’t coward away in embarrassment. Instead, he drove his hips upward, frightening Y/N with his sudden action. He lifted her up like a feather and splayed her against her desk, making a mess of any and everything that was once properly set on it.

He hooked his fingers around her lacy panties, pulling them down her legs and off her feet. He crumbled them up and stuffed them in her mouth, sending a course slap to the side of her thigh, in which Y/N jolted from after.

“You think I’m excited? I can see how fucking wet your pussy is from here.” He began to unbuckled his belt, hastily pulling it from the loops. He thought about tying her hands up with it, but he didn’t know her boundaries and he wanted to respect her in that way at least.

He let his slacks fall to the floor, following his seemingly tight boxers, and Y/N sighed in discomfort. He looked enormous, and she hasn’t had any action in months. She spit the cloth out of her mouth, wiping her lips to talk.

“Please.. b-be easy on me, Mr. Dolan..” Y/N whimpered, though she felt that tingling sensation at her core and she couldn’t hardly wait for him to penetrate her so effortlessly and untame. He chuckled, softly sliding his large hand soothingly down his cock, his other hand grasping her knee and spreading her open wide.

“You’re so fearful, kitten.” His words were somewhat contradictory to his thoughts. He could tell her little hole was so tight and woven, and that she was nervous for his entrance. But he would mind her words, and take it as slow as he could restrain himself to. He kneeled to the ground, a softness waving over him as he gripped his hands under her knees.

“Tell me what feels good, sweetheart.” His hot breath felt foreign against her soaked folds, and she couldn’t hardly contain the blush that strikes her cheeks so red and full.

“Your, uhm, your tongue, Mr. Dolan!” Her words were breathless and she could hardly speak, embarrassed of the words emptying from her mouth.

“Good girl,” He slid his languid tongue upon her pearl, eliciting short tremors to implode from the center of her body. He would glide his hot muscle so deliberately against her clit, and she whimpered again for him.

He quickened his pace and Y/N became an absolute moaning mess for him. His tongue continued downward, slipping in and out her little hole while he led his thumb to knead her pulsating bud. Y/N could hardly keep her eyes open, the pleasure was almost too much and she knew she’d be done for any second.

And somehow, Grayson knew that too.

He nuzzled her pussy one last time before standing up again, his cock erect and standing against his stomach full.

“Have you been naughty or nice this year, Ms. Y/L/N?” He pulled her body closer to him, watching her unclip the last garment that shielded him from her.

She couldn’t speak, and she covered her face with her hands. She was slowly coming to terms that she was really fucking her boss right now, but morality was thrown out the window at this point and she felt irreversible desire for him.

“Answer me.” He watched a pearl of precum slope down his shaft, and he was so ready to fuck her senselessly.

“Nice!” It didn’t take a second longer before Grayson stuffed the head of his cock into her entrance, a low and guttural groan emitting from him.

He slid himself in slow, muttering a string of curses and praises as he did so. Y/N felt sore, but a pleasurable friction helped with the agony of him stretching her walls thin.

She whined for more, curling her toes as he thrusted his cock a little faster. She had never seen Grayson so messy and unwound, he was always properly dressed and annunciated when she was around him. But now, he was so devilishly sunken between her legs and a whole different side of him was aroused and ready to break Y/N in two.

He threw his head back, a movement that made Y/N lurch with desire. She felt her orgasm approaching yet again, and this time she wouldn’t be denied of it. Grayson’s was close too, and his pace was fast and loud, hopefully no one was on the floor except them.

She clenched her eyes closed as the knot within her unwound, and her juices surrounded him entirely as she shook with pleasure and let her moans reach his ears.

He uncovered himself from within her, mercilessly stroking his cock a few more times before his hot semen spilled across her thighs.

He collapsed against her, both of their bodies heaving trying to regain their breaths back.