The Gray Man Ch. 36 - Olivia

Her hazel eyes lifted as she saw a tall, muscular man in his Army Dress Blues with a black bow tie stood waiting. "Good evening Olivia, you look stunning. I'm TJ." As he extended his arm, Olivia, momentarily caught in the intensity of her thoughts and a stirring from much deeper, met his gaze. His eyes, a blend of reassurance and unwavering support, silently spoke of an understanding that transcended words.

With the practiced grace of a soldier familiar with Battalion, Brigade and Division Balls Gray led Olivia towards her waiting car. The city lights flickered in the background, casting a luminous glow upon the pair--a modern dance of shadows and secrets.

Arriving at the gala, Olivia and TJ entered a world of glittering chandeliers and polished marble. Gray was the outlier in his former military uniform, which was exactly what he intended. The air, thick with hushed conversations, buzzed with the weight of societal expectations and the unspoken dramas that often played out in such grand affairs.

As the evening unfolded, fate wove its intricate tapestry. Across the crowded room, Olivia's eyes met those of her ex-husband, Nicholas who was accompanied by his girlfriend who was 25 years younger. The tension between them crackled, a silent storm brewing beneath the surface of pleasantries and forced smiles. Olivia leaned up and whispered in Gray's ear, "Funny, those tits were much smaller a year ago when I walked into Nicholas office and caught the little harlot on her knees with his dick in her mouth."

Gray smiled, "She doesn't hold a candle to you my dear, even with the bolt on chest." Gray held Nicholas' gaze as he very deliberately and slowly brought her hand to his mouth and gently grazed it with a kiss.

TJ, attuned to the unspoken dynamics, guided Olivia through the intricate dance of social encounters. Eventually as the crowd mingled the inevitable encounter happened.

"Olivia," Nicholas drawled her name, the syllables dripping with a venomous edge, "I never expected to find you in the company of such... commonality." His eyes, sharp and piercing, slid dismissively over TJ, lingering on the uniform that bespoke a life of service.

Olivia, unfazed by the barbed words, met his gaze with a calm that bespoke the weight of centuries. "Nicholas," she acknowledged, her voice a measured cadence, "fate has a peculiar way of orchestrating encounters, does it not?" Her words, veiled in layers of meaning, hinted at a knowledge that surpassed the temporal constraints of the present moment.

Paige, caught in the crossfire of subtle tension, observed the exchange with a mixture of curiosity and discomfort. The age gap between her and Nicholas seemed to widen in the echo of their conversation.

TJ's smirk was not missed by Nicholas. Gray watched while he remained silent but attentive, his eyes reflecting a quiet strength that belied the perceived hierarchy of the social strata.

Nicholas, sensing the challenge in Olivia's composed demeanor, attempted to belittle the man at her side. "A common soldier, Olivia? Surely you jest. One would think a woman of your stature could do better than to be escorted by someone so obviously beneath her."

Olivia smiled, "Well, my dear. Here is the difference. Everyone of those medals on Sergeant Major Gray's chest was earned in service to his country." She turned her attention to Paige, "While what's on your chest was earned on her knees. I do hope you two have a wonderful evening."

Olivia turned, her dress stirring up the air as she did. Still on Gray's arm she took a deep breath. TJ smiled, "Here I thought I was going to have to be a knight in shining armor and you had your sword already drawn. Impressive Olivia."

She smiled, "Confession. The moment I saw you in your uniform with all of those medals I planned that exact speech, even the dramatic swirl of my dress. That was the moment of my dreams. Thank you."

She felt the warmth of Gray's hand on the curve of her bare back as he leaned down and whispered, "Hopefully only the beginning of fulfilling your dreams m'lady."

As the evening was winding down Olivia turned to her date, "I don't think I have the energy to smile any more around them."

TJ nodded, "Then it's time for us to make our grand exit." Gray played the role to perfection, waiting until he passed by Nicholas and Paige before he draped his dress blue jacket over Olivia's shoulders as he whispered loud enough for them to hear, "Don't want you to get too cold before I get the chance to warm you up."

As they walked out into the chilled night air Gray heard Nicholas bark at Paige, "Get your stuff, we are going."

As they entered the car for the ride back to the hotel Olivia sent a text. Before she put the phone down Gray's phone buzzed. He looked down at the message: "I need to fight you, you need to force me. Please make me feel desirable."

He smirked and texted back: "You are desirable and I don't take no for an answer. Can I destroy the dress?"

A blush crept up Olivia's cheeks, "The dress? Yes - the necklace, God no!"

Gray read the text and held out his hand. Olivia looked for a moment unsure of what her date was doing. When she realized she reached behind her neck and unclasped the necklace and handed it to TJ who wrapped it in a handkerchief and handed it back to her to place securely in her clutch.

The night air felt warmer than the 42 degrees TJ Gray escorted Olivia Harrington through the elegant corridors of The Casablanca Hotel. His Army Dress Blues stood in contrast to Olivia's radiant dress that spoke of both sophistication and a touch of vulnerability, walked beside him, drawing glances from onlookers who couldn't help but be intrigued by the pairing of one of Wall Street's most powerful women and a soldier.

Their steps echoed through the plush carpeted hallways, a rhythmic beat that resonated with the unspoken connection between them. TJ's demeanor, a blend of military discipline and genuine courtesy, complemented Olivia's poise as they made their way to her suite. The hotel's patrons discreetly observed, their eyes following the couple with a mixture of curiosity and admiration.

Upon reaching her door, Olivia turned to TJ with a grateful smile, her eyes reflecting the complexities that dwelled within her. "Thank you, TJ," she said, her voice a soft melody in the quiet corridor. "I appreciate your company tonight."

TJ met her gaze with a nod, his own eyes revealing a depth of understanding. "It was my pleasure, Olivia," he replied.

Her gratitude was evident as she placed a gentle kiss on his cheek, the moment lingering in the air like a silent promise. "Goodnight," Olivia whispered, her tone carrying a hint of vulnerability. Gray waited quietly as she swiped her key card to the lock of her door.

She turned and smiled as she crossed the threshold to her room. That was when Gray acted. He used his weight to push her into the darkness, the door echoing in the room as it closed. While this is what she wanted, the strength and power of her date shocked her.

Gray's hand went to her throat as he quickly backed her to the wall. His mouth went to her ear, "What the fuck do you think you are doing? You brought me all of this way and you think you can use me to show off to your ex and toss me to the wind? I don't know who the fuck you think you are but your wealth and power is meaningless now. I'm going to make you remember this night and teach you some manners."

Before she could even think Gray had spun her around and covered her mouth with his hand. Olivia had seen the picture Gretchen had sent her, but feeling his huge cock pressed against her ass caused her to legitimately panic.

Olivia tried to beg but it was muffled by his large hand. Gray smirked as he nipped at his neck, "To be so fucking smart you are a naive bitch. Don't you know there are bad men out here in the world? Men who don't care about your money but will gladly destroy your pussy?"

Olivia moaned, while it was her fantasy at the moment it felt all too real. She wasn't sure if Gray was playing or serious - which in truth made the entire situation even more exciting.

Gray gave a quick swat to Olivia's ass and gave one cheek a shake. "Put that brilliant brain to work for me, princess. You do know what's going to happen now, right?" Gray growled into her ear.

Olivia said nothing. TJ tightened his grip, his voice dropped to a growl causing the hair on the back of her neck to stand up, "I asked you a question. I said, Do you know what's going to happen now?"

Olivia shook her head no, her long blonde hair swishing in the dark. TJ laughed as he moved even closer to her ear, "I'm going to take you to the bed, then I'm going to take out my huge prick and I'm going to fuck your brains out."

Olivia was truly scared as she strained against Gray's arms and screamed into his hand. She may have been screaming no, but she had never been more excited in her life. Men in her world just nodded and said yes to her. Hearing this warrior talk to her like that was sending shivers through her body. She had to hand it to Gretchen. She wasn't wrong. Gray was making it all seem real.

"You're not going to scream anymore," Gray growled. "If you do, I'm going to hurt you. Is that understood?"

Olivia nodded her head. "Good girl, princess. I'm going to take my hand off of your mouth now. If you even think about screaming, I'll knock the wind out of you and the hand will go back. I have no problem fucking you with my hand over your mouth. Do I make myself perfectly clear?"

Gray man slowly removed his hand as Olivia gasped for air. She whimpered a little, muttering a few soft pleas as TJ spun her back around. The intensity in his green eyes caused another shiver to run down her spine.

A sadistic smile crept across his face as both hands went to the bodice of her dress. With one pull the expensive velvet and lace tore, exposing her breasts and her torso. His hands moved to the shoulders and another animalistic rip and the dress fell to the floor.

Gray stepped back, "No bra, no panties plus a garter and stockings." Gray chuckled, I think you want to get fucked, slut, I think you're just asking for it." Olivia didn't know what to expect next, but she didn't expect to be pushed against the wall and kissed with a passion she had never felt. Gray's mouth and tongue were aggressive and angry.

Olivia wasn't role playing any more. She actually felt shame as the power of the man standing in front of her caused her to stop fighting the kiss and actually kiss him back. She tried to even wrap her arms around his neck but TJ would have none of that as he took her hands in one of his and pinned them to the wall as his other hand deftly undid his belt buckle and shoved his pants to the ground.

Olivia felt him kick out of them but what terrified her was what she felt against her hip. Her eyes widened as she realized it was his cock. It was massive. It felt much larger than it looked in the pictures. With his pants off Gray took his right hand and slid it into her pussy without warning. He broke the kiss long enough to taunt her, "Dripping fucking wet."

Before she could speak one finger turned into two and he started moving his hand up and down, back and forth. His fingers weren't sliding in and out, just moving inside of her, touching areas and places that she never knew existed. Within seconds the scream of the most powerful orgasm in her life was muffled by Gray's mouth.

Olivia's legs were weak, if it weren't for Gray holding her up she would have slid to the floor. He rested his fingers for just a moment then started moving inside of her again, the force almost lifting her off the ground and this time when she came she felt a torrent of fluid shoot from her. This sent her brain into a tailspin. She had never known that sex could be like this. Gray's sheer animal presence was awakening something in her she didn't know was there.

When his hands stopped this time she felt herself lift a leg to wrap around his waist. She angled her hips as she heard him chuckle again, "Looks like the slut is ready to get fucked."

Gray stepped back and looked at Olivia, "Do not fucking dream of moving, not even your hands. Am I clear?"

Olivia nodded, truly afraid of what he was capable of doing. She could only watch as he took off his uniform coat and shirt, her eyes locked on his until they trailed down his fit torso, over his narrow hips until she finally saw The Cock live and in person. She gasped as she saw it. She had never seen anything like it in all of her life.

The look on his face caused her to close her eyes as he stepped forward again, lifting her leg, still with her heels and garter on, and wrapped it around his hip. He again lifted her hands over her head as he started to push his huge prick into her. Olivia felt herself stretch and was thankful that his thrust was gentle and her pussy dripping with lust. She tried to break free, but there was no escaping his grip.

Gray's cock began pushing in and out of her harder and harder and she felt her body respond to him. Tears began to streak her makeup as she felt an orgasm build that came from deep inside of her. She knew what she expected, she anticipated sex, but now Gray was using it for his pleasure. Trying to discern fantasy from reality was no longer a possibility as she felt her body responding so quickly and easily to his penetration of her.

Suddenly she gasped and screamed which turned into a moan as she came hard on his cock, her voice coming out in moans and sobs, "Oh god... oh fuck... no... please.... don't do this to me!!!!" but somehow her cries and begging him to stop only made her orgasm that much more intense. When Gray felt her thrashing and heard her beg he laughed at her, a deep derisive laugh at her utter humiliation at his hands, she came again right on top of the other, her entire body shaking and trembling.

Gray stopped thrusting, holding himself into her deep, his hand slid down her arms that she still held over her head in fear. He wrapped his hands in her long blonde hair, and pulled, his mouth going to her neck as he growled, "Next time, slut, you will ask me permission to cum, do you understand?" Her body was so overwhelmed with the sensations she felt her resistance melt at his words and simply moaned, "Yes Sir."

"What a good little slut you are. Nicholas was a foolish man to let you get away." Olivia felt empty as the huge cock invading her guts slid from her. Again, she didn't know what to expect, but when Gray bent and scooped her over his shoulder like she was a sack of potatoes she screamed. Finally, she had met a man who wasn't terrified of her.

Unceremoniously he dropped her to the bed face down, bent at the waist, her feet on the floor. Gray's hands went to her hips as he dropped to his knees behind her. His hand spread her ass cheeks as he drove his tongue into her pussy. He licked and sucked then he he slurped and lapped at her pussy, sliding two fingers into her and twisting them around as he slid them in and out, letting another finger curled up brush against her clit with each twist as his tongue licked up from her pussy to her ass, licking and teasing at her hole. she squirmed in response and felt another orgasm coming on quickly, she began to pant and moan.

"Please Sir, please may I cum, please I'll do anything, please just let me cum!" Gray's fingers and tongue continued to explore inside and around her body, he moaned against her pussy, "cum for me my perfect little slut, show me what a good girl you are!"

The permission felt like freedom as Olivia felt her pussy explode in a huge orgasm all over his fingers and face, gushing onto them as her body shook with the release. So overwhelmed by the feelings she didn't know how Gray moved from the floor to stand on the bed and pull her up by the hair as he slid his cock into between her lips and into her mouth, pressing against the back of her throat. He looked down at her as he began to fuck her lovely face, sliding into her throat, making her gag, her eyes watering as she looked up at him. Her eyes filled almost with worship of this beast with the huge prick.

That's a good little cock slut, suck that cock. I wonder what all of those stuffed shirt finance boys would think seeing the mighty Market Maven with a cock in her throat." Olivia moaned, the nickname that The WSJ had given her, the name that struck fear in the hearts of others being used to demean her was more of a turn on than she could have imagined. As the huge prick slid over her lips her mind drifted to the dinner table and Nicholas's jealousy of the title.

She slipped her mouth off Gray's cock and closed her lips, hoping for retribution. She got what she needed as he roughly grabbed her by the sides of his face and slid his cock back into her mouth. "Listen to me Market Maven. Pull a stunt like that again and the next place my prick goes is up that tight white ass and I don't see any lube around."

Olivia was so turned on she gagged herself trying to pull as much of him into her throat as she could. Gray just taunted her again, "That's a good little slut, choke yourself on my cock" Those words pushed Olivia over the edge as she started to cum. Her entire body tensed up as Gray's cock slipped in and out of her mouth. She wanted to pull away to get the air she needed to scream, but there was no escape. The orgasm and lack of oxygen was so intense she felt the world closing in around her as her entire body betrayed her.

Gray smirked as he again pulled his cock free. He slipped to the floor and quickly dragged the orgasm drunk Olivia to the edge.

Olivia had seen the scars on Gray's back and could only imagine the abuse that had caused them. With the lights of the city pouring through the window she could see how muscular the giant man was. His arms were ripped and his chest looked chiseled from granite.. His torso looked like an inverted V since his waist was narrow and his abs were taut and lean.

Her eyes soon fixated again on the large cock sticking out from his groin like a large piece of forbidden fruit ready to be picked and enjoyed. She saw her own saliva and even some of her own juice that shimmered over the thick blue veins running through his hard shaft.

Even after having felt it in her standing up, and having it in her mouth seeing his huge cock was something that filled her brain. A virtual stranger, a consensual rape, it was so taboo and so forbidden yet something she had always secretly craved and fantasied about.

He took his cock in hand and slowly lowered it towards her still wet pussy. In the dim light from the window she could see her own moisture dripping off the tip of his prick. She was both sacred and thrilled at the same time with the anticipation of not knowing what was going to happen next. Meekly, she tried one last attempt at resistance by squirming. There was no escape

She felt the broad head of his cock nudge at her cunt, prodding, digging its way into her waiting slit. She felt her labia being spread by the man's flesh and she watched as he began to push his huge dick into her again, this time with much more ease, but still some discomfort. It pushed into her, lubricated by the cum that was already dripping out of her. The hot, slithery sensation was delicious, dark, and dirty.

As the bulging cockhead passed the entrance to her still tight but sore cunt, she felt both terror and overwhelming joy, it brought her waves of panic and then pleasure. She could feel his hot hands as they manipulated her hips, toyed with her nipples. Before she could muster even a faint protest, his monstrous cock sank into her wet lips, and he drove himself deep inside her.

She couldn't believe it when the entire shaft entered her moistly throbbing pussy. She had doubted she could handle it. Nicholas dick as he would proudly boast was 7 inches. The fact he came in 30 seconds and was thin was beside the point. Her ex husband was a boy compared to the man that now penetrated her depths. She could feel the immense pressure of him invading her, forcing her open, taking total and merciless control of her cunt. And it was good, so incredibly good. Part of her wanted him to just ram it into her all the way, drive deep into her, and drill her senseless.