The Gray Man Ch. 17 - Sarah

John was 44, probably 5'10", maybe 160 pounds with neatly groomed brown hair that was graying at the temples, his face and demeanor were that of someone privileged who rarely broke a sweat. From what Gray had found out, he was absolutely brilliant, but a very gentle person.

TJ guessed the other woman would be Andrea was 41, with short, sandy blond hair that was spiked. Gray saw that her blue eyes could be warm and kind, but tonight they were intense and hostile. She was a bit thicker than her sister in law with what Gray guessed to be 38D tits.

Next to her was who TJ found out to be her husband, who was also on the board of the hedge fund. Rob looked to be much older than his wife. He was about the same height as John, but a little broader through the shoulders. His face bronzed from the hours he spent on The Bay in his sailboat.

John and Rob stood as Gray approached the table. As they shook hands the difference in the two men was apparent. Gray was confident, with a firm handshake that held John's gaze. John's handshake was gentle and he looked away instead of holding the gaze. Sarah openly rolled her eyes at her husband, then stood. Sarah's handshake was firm, her eyes held the gaze. That would be something TJ would change during the next 48 hours.

Andrea and Rob stood and shook hands as well. As they each returned their seats TJ quietly observed the two couples discomfort with silence. John fidgeted in his chair and Sarah glared at the menu. Andrea wanted to speak but everytime she did Gray noticed that her husband stopped her with a glance.

When the waiter came to take orders TJ noticed that Sarah was the only one at the table that did not thank the waiter. Andrea was correct in her portion of the application, Sarah was becoming unbearable to even be around.

After ordering TJ returned to silent observation until Sarah picked up her phone.

TJ's voice was calm but assertive, "Put it down, Sarah."

Her eyes flashed, "Excuse me, what did you say?"

The other three could feel the argument growing, "I didn't say anything, I told you to put your phone away and be present with us."

Everyone noticed that Sarah's words and actions didn't correlate. His wife was angry as she put her phone on the table, only for TJ to put it under his hand and slide it to himself. "What the fuck are you doing?" Sarah demanded as TJ slipped the phone into his shirt pocket.

TJ smirked and his eyes flashed with mischief, "I'm guaranteeing you stay off your phone."

Sarah was furious, "You have no right to.." but Gray cut her off by lifting a finger to his lips.

When Sarah stopped, TJ smiled, "According to the contract you signed, not only do I have the right, I have an expectation to tame you before you lose your marriage, your children, and everything else. You are the one that was having an online fling with an ex boyfriend, you are the one that skimmed funds from the firm, you are the one that signed the prenup, you are the one that agreed to this, and I am the one that will see to it that it happens and possibly give you a chance to save your marriage."

Andrea laughed as Sarah shot her sister in law a furious glare. She spoke, "This is what we mean Mr. Gray. She is a spoiled, out of control, brat. She has not listened to sound advice, she has not listened to warnings. So, this is an intervention to try and correct the course of things and save our family from public embarrassment."

John nervously sipped his glass of wine, "We're interested in what you are able to do Mr. Gray."

TJ nodded, "As long as we are on the same page, I don't want any more surprises than finding four of you at dinner instead of two. I think I am able to fulfill what you have asked me to do."

Sarah glared, no longer able to control her rage, "Ask you to do?. A signed contract is not asking asshole, it's requiring you

TJ smiled, his calm confidence causing Sarah to pause, "I absolutely understand what a contract entails, girl. Trust me, I will fulfill my mission.

As their discussion continues Sarah dominated the conversation, talking about herself constantly. John meanwhile remained quieter, occasionally interjecting with mild agreement or slight hesitations as he tries to keep up with Sarah's demanding nature.

Andrea and Rob observed the interaction, before Rob spoke, "You see, Mr. Gray, this is what it's like every time the family is together. She beats John up so badly he's afraid to speak, she dominates conversation. It was Andrea and John's fathers dream that the four of us would be the cornerstone of the fund after his death. We have had to remove Sarah from the board of directors because she became unbearably demanding."

Andrea added, "Then after she was gone a routine audit turned up the misappropriated funds. When Sarah was confronted she flew off the handle and moved out of their home for 3 months, it was then that we found out about her dalliance with her boyfriend from college.

As dinner ended TJ smiled at the 2 couples, then as quickly as the smile came, it was gone and he was serious, his eyes narrowed and his voice deep in his chest, "So do you still want me to train the girl?" he asked John.

John looked at his wife before answering, "I think so."

TJ shook his head, "I think so isn't enough. Do you want me to train the girl?"

Sarah protested, "I have a name, it is not girl, and you can speak to me. It's not all his choice."

TJ ignored her rant, "Tell me John, do you want me to train your wife?"

John hesitated again before answering, "Yes."

Sarah raged, "I have a say in this too."

TJ turned his gaze to Sarah, "Tell us then Sarah, do you want the chance to save your marriage or would you prefer I walk away now, tear up the contract and go home and you can deal with the fallout. Nothing is lost for me."

Again, she glared at her husband and then at TJ, "Fine, whatever it takes."

TJ smiled, "One last thing, if we do this we all know what that means, right?"

"Yes," John answered.

TJ turned to face Sarah, "Sarah? Do you understand the implications?"

Sarah nodded, "I'm an attorney, I can read a fucking contract, Yes I know what it says."

TJ looked at her calmly. "From my research you have been fired from one practice, hired by an ambulance chaser because nobody else would hire you since you were almost disbarred after a charge of malfeasance from a client. So, now you only work when you can, only get paid when you win and you aren't that good in court so you don't win very often. In fact, you have the lowest percentage of wins in the firm. Face it Sarah, you are now a kept woman that spends too much money, fires housekeepers and others at will, treats people with contempt, and has few friends who can tolerate your attitude. So I ask again, do you understand the implications?"

Sarah was furious, but also well aware that the prenup she had signed would leave her with nothing. "Yes," she spit through gritted teeth.

TJ nodded, "OK, just let me be clear. The only way I can accomplish this task in short order is to make Sarah submit to me first. By definition that means I will be harsh, demanding and I will fuck her as often and however I like. Are you both ready for that?"

They both hesitated and looked at each other. This was the critical point for them, the last chance to back out. They turned back to Gray and at the same time said, "Yes."

TJ looked at John, "We are all agreed, thank you for dinner. You are free to leave. I will see you back here Sunday evening at 1800 hours."

John had to do the math in his head, "6:00, and thank you Mr. Gray."

Rob got up with John and the two men paid the bill and left, leaving Andrea and her Sister in Law at the table.

Gray looked at the two women, "We start now, Sarah, I need you to go into the bathroom, take off your bra and panties and bring them to me."

Sarah's hazel eyes flashed, "I am not going to humiliate myself. No."

TJ's gaze intensified, "I do not think I asked you if you wanted to perform the task. I told you to and you will do as you are told. Am I clear?"

Andrea waited for the explosion that Sarah was capable of, no matter the audience or location. Andrea was a bit surprised when Sarah stood and stomped to the bathroom.Returning a few moments later, her C cup tits swinging deliciously beneath her white blouse with each step.

Sarah's face was a light pink when she returned to the table. Sarah started to stuff her underwear into her bag when Gray held out his hand. I said to bring them to me."

Again Andrea waited for the explosion. Instead she thrust her bra and panties across the table to TJ, "Good girl," he whispered. Sarah almost shivered as her body betrayed her with his simple command. She felt her pussy clench and her nipples harden. she felt her pussy clench and her nipples became rock hard. She bit her lip and Andrea knew that Sarah was aroused and had to admit she was too.

Gray held her gaze. "We are going to sit here until you cum. Every 5 minutes I am going to pull your phone out of my pocket, take a picture and send it to someone random in your contacts. Cum for me, Sarah."

Sarah panicked, her nipples were rock hard, her pussy was clenching but there was no way that she could cum from just a word, especially not in public. Every part of Sarah wanted to scream, "Enough," but her pride and future demanded she focus, but she was determined to never cum for this man even when he did fuck her.

TJ smiled, "So, let me ask you two. Do you think size matters?.

Sarah finally shook her head, "Nope, it's not the size of the ship, it's the motion of the ocean," she proclaimed.

Andrea chuckled, "It damn well does."

Sarah crossed her arms across her tits, which caused her breasts to lift showing more cleavage than she intended from her jacket. "Guys are all the same, they think that if they have a big cock every woman will swoon. Typical arrogant jock attitude. Grow up,"

TJ smiled and said somewhat smugly, "Are you sure about that?"

After a long moment of silence, Sarah spoke, "In my experience," she began, looking pointedly at Gray, then glancing rather sheepishly at her husband. "Okay, my admittedly limited experience--the size of the cock hasn't mattered at all!"

Andrea shook her head, "You poor girl, never having a huge cock. I'm sorry sis."

TJ was pushing her deeper into herself, "Have you ever been impaled by a big cock, Sarah?" Maybe you just haven't ever experienced the right equipment! Have you ever even seen a big cock in person?!"

Shocked, Sarah looked at sister in law, who had a bemused smirk on her face. She looked defiantly at TJ when he reached down, unzipped his pants and pulled out his still flaccid cock just beneath the tablecloth while holding Sarah's gaze.

He pushed his napkin to the floor and smiled, "Pick up the napkin, Sarah."

Andrea quickly bent to pretend to look for the napkin under the table. Sarah heard her sister in law whisper, "Jesus Fucking Christ - that's a monster."

Sarah's curiosity took over as she slowly bent down, her tits almost falling out of her blouse and took a quick glance at TJ's cock. Still, catching a brief look at the monster lurking there, Sarah had difficulty hiding her surprise. Re-gathering her composure, she declared--trying to assure regain control of the situation, "John has always been more than enough for me." Truth was, however, that while she had to admit seeing TJ's cock caused her pussy to flood and quiver.

Andrea laughed, "That cock will ruin you."

John's size had never been a problem for her, it was that he was too passive and gentle. She looked at TJ as he picked up her phone. "What are you doing?" she asked.

TJ smiled, "I'm going to take a picture and send it to someone random. I told you that you were going to cum while sitting here without touching you - and if you failed that I was going to take a picture and send it to someone random."

Sarah glared, "You don't know my code, so fuck you."

Gray smiled, pressed in the 6 digits and turned her phone around, "I watched you put it in when you pulled your phone out earlier. Smile." TJ pushed the button and took the picture. He began to scroll through her contacts. "Who is Steven Johnson?"

Sarah was truly terrified, "You wouldn't dare send a picture of me."

TJ started typing, saying each word as he typed, "Steven, I am sitting here with Sarah. She and John have contracted with me to tame her attitude. As you may notice she is already not wearing a bra and was just under the table looking at my cock in the restaurant. Later tonight I am going to fuck her until she is too weak to fight me anymore."

Andrea giggled, even as her panties were soaked by what she was watching.

He looked up, "Who is Steven?"

Sarah was shaking, "My... my... my brother in law. He's married to my sister. Please, no. Don't do this to me."

TJ put the phone down, the picture and message visible. "I will make you a deal, I will delete this when you drop the fucking attitude and understand that I am the one with the power - not you. I am the one who you will serve, I will not serve you. I am your Master. Am I clear, Sarah?"

Sarah's confident arrogance was slowly being chipped away. She nodded quietly.

Gray leaned in, "I need you to focus on obedience. I need you to close your eyes and think about what you saw under the table. I want you to imagine what it will feel like when my long, thick cock slides deep into your tight pussy.

John watched in astonishment as Sarah moaned softly while TJ continued, "Think of it filling you, pushing deeper into you than anyone ever has. Think of it as your pussy grips onto it as I pull out. Do you want that, Sarah?"

John's cock was as hard as it had ever been as he watched his wife moan again and bite her lip as she nodded her head.

TJ went on, "When we leave here Sarah I am going to rub your clit in the truck, I am going to tease you with my fingers." TJ rubbed her hand like he would rub her clit, two fingers, slowly with increasing pressure. "Then, before we get to your house I am going to make sure you have an orgasm that forces the fight out of you." TJ turned her hand over and used his fingers to slowly stroke her palm. "Now, be a good girl and cum for me. Right here, right now."

With her eyes closed John and Gray watched as her breathing became more labored and she gripped the table. Andrea watched as her own arousal rose, amazed at the interaction that was taking place.

"You're close, aren't you?" TJ asked. Sarah was afraid to speak, fearing everyone in the restaurant would hear her moan, so she just nodded. Gray whispered, "Give it control Sarah, let the monster out. Cum for me." Sarah stiffened in her seat, as her feet started tapping underneath the table. This was followed by a soft sigh that ended in a whimper.

When she opened her eyes her cheeks were flushed and a small bead of sweat covered her forehead. "Was it good?" Gray asked her, still with that little smirk plastered to his face. She nodded as she tried to regain her composure.

Andrea sat enamored, "That was the sexiest thing I have ever seen. Jesus."

Sarah finally was able to speak, "How did you do that?"

TJ smiled, "I didn't - you did. See, good things sometimes happen when you aren't demanding to be in control. That was a good first lesson. Now, we need to go so we can start training seriously, we only have a couple of days."

The guys had paid the check so all that was left was to leave. When Sarah stood up she blushed as she looked at the huge wet spot on her chair. Embarrassed that everyone knew exactly what had happened made the walk to TJ's truck torturous.

Once in the truck TJ looked at Sarah, "Put your address into WAZE."

She looked at him, her courage having returned, "No. I'm not letting you keep my address on your phone."

TJ smiled as he pulled out the file folder from the space between the seat and the center console and typed in the address himself. "Good," he said, we have a bit of a drive in front of us.

As Gray pulled out of the parking lot Sarah had her arms folded across her chest, her legs pushed tightly together. Each time TJ reached his hand over to her she pulled away. "Pay attention to the fucking road," she growled.

The three or four times he tried her protests were more animated. When he didn't respond to the vitriol she lashed into him, "Why the fuck are we wasting my time and my money. You are just like my pathetic husband and let me get away with it. Men!"

Gray smirked, "That's enough young lady, it's time I give you what your parents failed to provide. He turned onto a rural road, stopped the truck, opened the door and got out as Sarah screamed, "What in the hell are you fucking doing? Get back in the truck, right now."

TJ calmly walked to the passenger side of the truck and opened the door. "Get out," he calmly said.

Again, Sarah resisted and slid to the other side of her seat. TJ just stood as outside as the rain began to fall. "Sarah, now."

She looked at him with rage, "Fuck you. I'm not getting out of the truck in the rain. This outfit costs more than you make in a fucking week - look at this piece of shit truck - that cheap suit you are wearing. Fuck you," she hissed.

TJ smiled. Had she been paying closer attention she would have realized the smile was not one of acceptance as Gray's eyes grew narrow. "Fine, we can do things your way." TJ feigned a step towards the back of the truck and when Sarah reached to close the door he grabbed her wrist, leaned over and unbuckled her seat belt and had her out of the car before she knew what had happened.

He pulled her to the hood of the truck, placed her hands on the fender and kicked her legs apart. It was apparent that the socialite was not accustomed to common police tactics. Gray pushed her forward and began to spank her. Each loud crack bringing a Fuck, Ouch, or Stop from her mouth. TJ was frustrated and he let that frustration play out on Sarah's ass. She was wearing a skirt and TJ could have easily lifted it, instead he enjoyed the splash of rain water with every strike.

Eventually Sarah broke and began to cry. That was when TJ stopped. He marched her back to the truck and sat her back in the seat and moved back to the driver's seat. As he pulled out he drove his right hand between her thighs and forced her legs apart. Sarah's brain was still reeling from the humiliation of being spanked that before she could react Gray had buried two hands into her soaked pussy. She was shocked to discover how wet she was as Gray's fingers slid in easily.

His fingers immediately began to massage her G spot and the whimpers of humiliation and pain turned to moans of desire as Gray masterfully massaged her pussy, when the heel of his hand lifted and pressed into her clit the chestnut haired woman began to grind against his hand, looking for relief from her growing lust.

TJ felt her pussy walls contract and pulled his hand away as Sarah let out a frustrated groan. Gray unzipped his pants and fished out his mostly flaccid cock as Sarah looked at it. Even in this state it was as long as John's and much thicker. TJ simply said, "Suck my cock, Sarah."

She looked at him, "What do you think I am, a common whore. I am not going to fellatiate you while you are driving?"

TJ shrugged, "Have it your way," and again drove his fingers deep into her gushing pussy. Each thrust filled the truck with the slight splash of her wetness. Again he drove her to the very edge of orgasm and pulled his hand away, looked at her and said, "Suck my cock, Sarah." Again she refused so he repeated the actions and brought her to the brink of orgasm and then stopped. "Suck my cock, Sarah." When she refused again his hand returned to its task, and once again he left her short.

With her eyelids heavy with the need to cum, her head laying back when TJ pulled his hands away, her hips did not stop their grind. "Please, just let me cum. I'm so close."