The Gray Man Ch. 46 - Kimberly

The following Sunday evening, Davey sent a text to TJ to set up a breakfast so that they could explore the next best steps for the Sentinel Group. They talked about a place to meet, Davey simply had TJ come to his house so that they didn't have to deal with DC traffic and the weather.

The morning air was crisp as TJ arrived at Davey's doorstep, the promise of a new day lingering in the frosty breeze. His footsteps crunched lightly on the gravel driveway as he made his way to the front door, a sense of anticipation humming beneath his skin.

As he approached, TJ couldn't help but notice Gretchen's car parked nearby, untouched and pristine under a layer of morning frost. The sight gave him pause, a flicker of curiosity sparking in his mind as he wondered even more about her and Thompson's relationship.

Before he could dwell too much on the mystery, the door swung open, revealing the stunning young lady with the leather collar, her presence as striking as ever as she greeted TJ with a warm smile and a polite bow. With a nod of thanks, TJ followed her into the house, the scent of freshly brewed coffee and sizzling bacon wafting through the air.

In the dining room, Davey and Gretchen were already waiting, their expressions bright with anticipation as they welcomed TJ to the table. A few moments later, Alex breezed in, her arrival punctuated by a mischievous wink in TJ's direction before she took her seat.

As they settled in for breakfast, a different young woman, just as stunning as the woman that answered the door, walked in pushing a wooden cart filled with eggs, bacon, toast, and pancakes. She also was wearing the same black collar as the other. The two women in a collar did not seem to phase Gretchen nor Alex at all.

The morning conversation flowed easily between them, the topic turning to the potential move of SSG offices to Pelican. Gretchen's cautionary words hung in the air like a warning bell, her insight into the complexities of government scrutiny prompting a thoughtful discussion among the group.

After weighing the pros and cons, the decision was made to lease a smaller office space for Sentinel, maintaining the appearance of separate entities under one umbrella to avoid raising any red flags with the Senate Intelligence Committee.

With breakfast drawing to a close, Alex reminded Davey and TJ of their impending meeting with an investment bank that afternoon, her reminder a gentle nudge to keep their focus on the task at hand. With a shared sense of purpose, they made plans to prepare for the meeting, their minds already turning to the challenges and opportunities that lay ahead.

Later that afternoon, Gray, Thompson, and Alex Reynolds were escorted into a conference room on the second floor of one of the larger banks in the region. As they exchanged murmured conversations and studied the sleek lines of the conference table, the door swung open, revealing Samantha Rodriguez and her assistant, Abigail Montgomery. Samantha's presence commanded attention, her confidence evident in every step as she strode into the room with purpose.

"Good afternoon, gentlemen," Samantha greeted, her voice crisp and professional as she extended her hand in greeting. "I'm Samantha Rodriguez, and this is my assistant, Abigail. We're here to discuss the financials of The Sentinel Group."

Pleasantries exchanged, the group wasted no time delving into the review of The Sentinel Group's balance sheet. Samantha's keen eye swept over the numbers, her brow furrowing in concentration as she absorbed the intricate details of their financial standing.

But it wasn't long before Samantha's curiosity led her to question the purpose and mission of The Sentinel Group. Davey, ever the master of charm and diplomacy, explained their role as a security group, filling vital gaps in the nation's defense through contracts with government agencies.

TJ, always quick on his feet, elaborated further, revealing the origins of The Sentinel Group as a merger between a contractor and an intelligence gathering agency. Samantha's interest piqued at the revelation, her head cocked to the side as she considered their explanation.

"So, you're essentially a small army," Samantha mused, her tone laced with intrigue.

A ripple of laughter echoed through the room at Samantha's remark, Alex offering a playful response. "Maybe more like a platoon," she quipped, her smile bright with amusement.

But as the meeting progressed, Abigail couldn't resist the urge to interject, her suggestions bordering on micromanagement as she attempted to dictate the operations of The Sentinel Group. With a raised eyebrow and a subtle exchange of glances TJ stood up, "This meeting is over. You ladies have a nice day."

With that TJ, Alex, and Davey stood and walked out of the room. Gray was fuming, "There is no way a snot nosed little micromanaging bitch is going to tell me how to do my fucking job."

TJ stormed into his office, the remnants of his fury crackling in the air like sparks from a raging inferno. Ana, his loyal slave, watched in silence as he paced the room, his every movement filled with pent-up rage that seemed to consume him from within. To Ana he looked like a caged lion.

The atmosphere was thick with tension as Ana dared not utter a word, her heart pounding with fear at the sight of her Master so enraged. She had never seen him like this, the cool, calm, in control armor had broken. She instinctively knew better than to ask about the disaster of a meeting that had left him seething with anger.

As TJ's rage subsided, he finally turned to Ana, his expression still dark with frustration. "Ana," he began, his voice low and dangerous, "tell me about that former classmate of yours who upset you the other day."

Ana swallowed hard, her fear mingling with a sense of trepidation as she met TJ's intense gaze. "Her name is Abigail Montgomery," she replied softly, her voice barely above a whisper.

TJ's lips curled into a cruel smirk as he listened to Ana's response, his amusement evident in the gleam of his eyes. "Petite, short blonde hair, glasses, small tits, cute ass," he mused, his words dripping with disdain. "Financial Analyst extraordinaire."

Ana nodded in silent confirmation, her heart sinking as she realized where this conversation was headed. Before she could protest, TJ's smirk widened into a sinister grin.

"Well, Ana," he chuckled darkly, "that micromanaging bitch just cost her bank millions of dollars of business."

Ana's eyes widened in shock at the revelation, a mixture of disbelief and vindication flooding her senses. She had never imagined that Abigail's meddling would have such dire consequences, but as she watched TJ revel in his revenge, a small part of her couldn't help but feel a twisted sense of satisfaction.

TJ growled, "I will destroy that bitch."

There were parts of her role that Ana loved, and there were parts of her role that were a bit terrifying. The last thing she wanted was TJ enraged and going after Abigail - not to save Abigail but to protect TJ from the consequences of his actions. Ana knew that she had to calm her Master down and there was only one way she knew to do that. "That's bullshit. You didn't want revenge when she demeaned and ridiculed me, but now that you are involved then it's revenge."

TJ spun on her, his green eyes flashing with complete rage. "What did you just say?"

Ana stood and looked up into his eyes, "I didn't stutter."

In a flash, TJ's belt was out of it's loops, Ana was spun around and the crack of the belt cracked across her ass, "You will always remember to respect me, even when you disagree. The second swat came crashing down as harshly as the first. The rage had attracted a crowd, Rebecca, Isabella, and Madison stood in the hallway. Gray spun on them, "Watch or leave, if you say a word, you will be next."

None of the women had seen TJ this way. They were all scared when they saw him spin Ana back around to face him, "Tell me you understand," he growled.

Ana needed one more push to get him to release his fury, "I understand that I am nothing in the big picture, a simple slave to take care of you."

Everybody gasped as Gray lifted a hand to smack her in the face, but he couldn't bring himself to strike her, even in his rage. He again spun her around, pushed her down on her desk and lifted her long skirts as he slapped her ass. "After," SMACK "all" SMACK "I did" SMACK "to care for you. SMACK. Ana's ass was beet red as TJ unfastened his pants and released a rage filled erection that looked menacing to his staff. Without a word TJ slid two fingers into Ana's pussy, "Just as I thought, whore. Soaking wet."

Gray drove his cock into her with a brutal plunge that shook her entire desk. Ana did not make a sound at the brutal assault on her pussy. Three or four quick strokes and he pulled out. Everybody watching knew that their boss had not cum that quickly.

TJ took two steps and swept everything off of Ana's desk, grabbed a pillow from the sofa, sat her ass on the desk and put the pillow under her. "This is my ass, Ana." Fingers drifted over her moist nether lips. "Just like this is my cunt. He slapped her braless tits through her loose fitting saree, "These fucking belong to me too." He roughly pinched her nipples, "This is your one chance, get off of the desk and leave, or learn exactly who is the one in control."

Ana didn't move, just stared into his rage filled eyes, "You have ten seconds..." Gray announced and then counted down. When he reached zero he plunged his cock into her, pulled out with a gush of her own moisture and a plop as her pussy lips tried to grip his cock. He then slid two fingers into her. He pulled them out and showed her how aroused she was before he slid one deep into her ass. Ana sighed, "Well, are you going to fuck me or just pace around here like a fucking neanderthal."

Gray growled, "Have it your way, I hope you've been training that tight little ass, because I'm going to destroy it." TJ spun his slave around, lifted her onto the desk before he grabbed her behind her knees and lifted her legs up, impaling her completely on his cock with a hard thrust.

One shove and the huge angry cock head popped through her anal ring. Ana wanted to moan, but refused to allow herself the pleasure. A second push and he was 3/4 of the way into her ass. With a thick 9 inch cock, TJ had never pushed beyond 3/4 of the way into her ass, but that changed today. The air escaped her lungs as he put the last few inches into her.

Gray thrust his huge cock into Ana's tight ass, in and out it went, over and over. He was loosening her up, breaking her in, working up to something that he had never tried in his very experienced life.

"FUUCK!" Ana finally grunted as the air was pushed from her body. It felt like her entire body were on fire. She was full, she had no more room in her body for anything and all she could do was take the pounding, and try to breathe. The initial pain started to give way, and as only her Master could do to her, the pleasure started to build as TJ did what he promised and pounded her tight ass.

Gray growled, "This is what disrespect gets you, Slave."

Ana could barely hear what he said but knew Gray was taking his rage out on her asshole. Finally, she couldn't hold back. The moans became less muted, the growls more pronounced. She knew at this point TJ did not care at all about her pleasure, but in an hour, he would be filled with guilt if he failed to please her. The pleasure grew, the need grew. She thought, 'Master is right, I'm a whore - but His whore.'

For Ana an anal orgasm was different. It grew deep in her bowls and deep in her cunt. She felt her ass grip Gray's cock as he pulled all the way out. She fought the urge to complain, thinking he was finished but he wasn't. He plowed back into her completely, withdrew until nothing was left in her body before he plowed in again. She knew her tiny asshole must be gaping to allow his huge cock the easy entry.

Her world exploded, as the pressure of his huge head popping through her anal ring again and again, released the demoness inside of her. An orgasm crashed over her that was like nothing she had ever experienced. Her entire body felt like she had touched an electric fence, she had never felt more alive or more at one with her Master as she did at that moment. There was no hiding it as her entire body tightened up and shook on her desk.

Gray kept fucking her, only not quite pulling all the way out as he knew depending on where in the squeeze and release she was, trying to shove his cock in could hurt them both.

Ana's eyes rolled into her head, her throat felt raw from screeching, as Gray was so deep his tight abs slapped against the back of her thighs and butt cheeks as he bottomed out in her ass.

From the hallway, the three other women saw how his brutal impacts rocked her whole frame sending her crashing forward each slamming insert he thrust. Ana didn't care as she writhed in pleasure like spiderwebs that shot out of her core where clit and butt merged in unique stuffed ecstasy.

"Oh my gooooodd!" she screamed when she found a breath, "Don't stop, please, please please Master don't stop fucking your whore. I'm cuuuuuuummmmming again!!"

TJ continued to pound her as Ana shook all over as her analgasm raced through her body. Her toes curled and her eyes rolled up into her head. Orgasms always felt three times better when it was TJ pounding her, but this was even off the charts for him. She felt as if she would black out!

Ana was almost relieved as Gray finally pulled out. That relief turned to sorrow when she heard him, though his voice seemed miles away. "Fucking brats do not earn Master's cum. Which of you want it?" At that moment Ana knew that they had been watched.

It was finally Madison's turn to take some of Ana's pleasure as Ana had taken hers months ago. The young girl walked into the room and dropped to her knees and opened her mouth, expecting her boss to stroke is dick and give her a facial. She was not prepared for him to thrust his dick, covered from juices from Ana's ass into her mouth.

Madison prepared to gag, but realized the taste was not as horrible as she imagined. She did not get the honor of sucking his cock, she was nothing but an oral sleeve for him to fuck, and he did. Thrusting in and out of her mouth as deep as he could go. Relentlessly he drove in and out of her until Gray growled louder than anyone had ever heard. He held Madison's head as he pushed his cock into her and stopped moving as his balls emptied what felt like gallons of cum into her young throat.

When he finally let up and pulled his cock from her mouth, she gagged and spit. The floor in Ana's office looked like a bathroom as spit and cum that had cum from Madison's throat and nose covered the floor.

Without a word Gray turned and put his cock away and walked towards his office. Ana sighed as he walked past, "Master," she whimpered.

TJ stopped and turned towards her, "What?" he asked, the anger still in his voice.

Ana smiled, "This girl hopes that she helped. Do you feel better?"

It took Gray a minute to realize that this had all been a way for him to release his rage, to calm down, to stop reacting and get back in control of his own emotions. He almost started to cry, "You are a good girl, pet. Thank you."

That evening, TJ and Gretchen sat in a restaurant near The Pentagon. TJ finally had a moment to ask her about the breakfast at Davey's and the fact that her car had not been started. TJ knew that she had spent the night and was wondering what she had to say.

As they savored each bite of their meal, the topic turned to Gretchen's relationship with Davey Thompson..

"He's amazing, TJ," Gretchen gushed, her eyes sparkling with adoration. "I've never felt this way about anyone before. He's everything I've ever wanted."

TJ nodded, a hint of skepticism lurking behind his gaze as he listened to Gretchen's effusive praise. "And what about the girls?" he inquired, his voice laced with curiosity.

Gretchen's smile faltered slightly at the mention of Davey's enigmatic companions, a shadow of uncertainty crossing her features. "They're... different," she admitted, her tone hesitant. "They are so damn sexy and obedient, it's been a fascinating learning experience."

TJ's brow furrowed in thought as he mulled over Gretchen's response, a nagging sense of unease gnawing at his mind. But before he could delve deeper into the matter, Gretchen's smirk broke through her uncertainty, her eyes twinkling with mischief.

"I have to admit, TJ," she confessed, her voice tinged with amusement, "I've been learning a thing or two from them. The idea of being called Mistress or Ma'am sounds really good to my ears."

TJ chuckled at Gretchen's revelation, the tension in the air easing as they shared a moment of lighthearted banter. But their conversation was interrupted by the arrival of a man at their table, his presence unfamiliar to Gretchen.

"Excuse me, Mr. Gray," the man began, flashing his FBI credentials as he addressed TJ. "I hate to interrupt your dinner, but I need a moment of your time."

TJ's expression hardened at the unexpected intrusion, but he rose from his seat, following the man to a secluded corner of the restaurant. When he returned, Gretchen couldn't help but ask about the encounter.

TJ shrugged, his demeanor guarded as he replied, "He wants to meet for breakfast in the morning. Said he'll fill me in then."

Gretchen's brow furrowed in concern at TJ's cryptic response, but she trusted him enough not to press further. Instead, she voiced her suspicions about the unofficial nature of the meeting.

"If it's not going through official channels to Sentinel," she mused, her voice tinged with apprehension, "then it must be big."

The next morning TJ stepped into the cozy diner, the smell of freshly brewed coffee and sizzling bacon enveloping him as he scanned the room for his contact. Spotting Agent Mark Andrews sitting in a corner booth, TJ made his way over, nodding in greeting as he slid into the seat across from him.

"Morning," TJ greeted with a grin, reaching across the table for a handshake.

"Morning, Mr. Gray, My name is Mark Andrews, I'm one of the..."

TJ finished, "You're the hostage rescue guru. I've read about your work - you have an impressive resume."

Andrews replied with a nod, returning the handshake with a firm grip. "Thanks for meeting me on such short notice and not exactly through official channels."

"No problem at all," TJ said, waving off the thanks. "What's on your mind?"

Andrews leaned in, his expression serious as he spoke in a low voice. "As you can imagine, by setting up a meeting here in this way that everything we say is completely off the record."

TJ chuckled, "Agent Andrews, everything I do these days is off the record."

Mark Andrews nodded, "Fair point. Let me cut to the chase. I'm here on behalf of Congresswoman Sarah Michaels." he began. "Her niece has gone missing. She was apparently skiing in Tahoe, got separated from her friends and hasn't been seen. Local folks are treating it as a lost skier but from what I've heard Avery is an expert skier and avid hiker. Her grandfather was a LRRP in Vietnam and all of the grandkids were land nav experts, including Avery. Sarah and her brother think she may have been abducted."

TJ's eyebrows shot up at the news, his mind racing with the gravity of the situation. "That is definitely an FBI mission."

Andrews nodded, "Normally, yes, but this isn't normal. It's an election year and in today's political world even a tragedy is twisted into attacking the victim. Obviously Ms. Michaels wants to keep her family's name out of the headlines. She's asked me to recruit someone that I could work with to remedy the situation discreetly."