The Gray Man Ch. 44 - Bianca

TJ smiled, "Military time? I'm impressed."

Ana almost purred, "It's this girls purpose to adapt her ways to yours, not your ways to mine."

Gray nodded, "Indeed it is. We have time, I think you should fuck me."

The arousal from her interaction with Davey and Gretchen had not dissipated as she smiled, "Gladly, Master."

Ana started to undress as Gray stood and slipped off his pants, his cock only partially hard always surprised Ana. The sheer size of it as it hung down, only partially hard, was still intimidating. She noticed that he had recently trimmed his pubic hair very short and fully shaved his balls.

TJ remained standing as Ana returned to her knees. Before she could say a word, her Master had shoved his cock into her mouth and began guiding her head up and down over him. He grasped her head snugly using her hair. She stayed pretty still, just keeping her lips tight around his girth with her fingernails digging into his thighs. "That's a good girl, suck it like a good little bitch!" he growled as he began rocking his hips upward. He started fucking her mouth rigorously...pushing her head down over him even further. Ana loved when TJ was rough, and she knew that's exactly what he needed today.

Ana was very familiar with her Master's stamina. Her mouth and throat would often give out before TJ would cum. Often, that was perfect for her as she knew he would finish off deep in her womb or on occasion deep in her bowels. She was thankful when his thrusting slowed and with a gentle tug he pulled her to her feet as he moved to the sofa. As Gray sat down, Ana actually stepped onto the couch, her legs on either side of him.

Ana's Indian skin glistened with arousal, her eyes were filled with want...and Her Master was ready to fill her every aching wish as he always did. When Ana moved to her knees Gray grabbed her by the back of her head and pulled her down for a rough kiss while at the same time, he placed his other hand on her hip and eased her down further onto his lap.

She could feel his hard cock press against her pussy lips. Her eyes widened as she pulled up from his kiss. "You've already got me hard. Keep going down...let me slide inside my cunt." She smiled as she gave into his desires. Her Master referred to her cunt as 'my cunt'...he'd claimed her...she was his and that made her happy.

Carefully, Ana eased herself down over his long, thick, cock. She could feel her tight pussy open up to him...stretching her wide as she took him all the way inside her up to his balls. Resting her arms on his shoulders, she brought her hands up around his neck. He held her at her waist and looked up at her. "Ride me, Ana."

Without hesitation, Ana gradually began moving her hips back and forth across his dick...harder...faster. Her firm B cup tits bouncing on her chest as she rode him, as she ground his cock deeper into her folds as far as her body would allow.

Gray's fingers dug into her hips firmly. She was now latching onto his shoulders, digging her nails into his skin. As she tossed her head back, her long raven hair swished across her back...her brown eyes closed as she enjoyed the feeling of his long, hard cock against her soft wetness, stretching her Master's cunt wide open to him even further.

Grayr took her hips and started pushing her down harder over his cock...fucking up against her...pounding her tight, young cunt as she rode him hard and fast. "That's a good girl, I'm going to fill you," he growled as he released his cum deep inside her. His entire body shook...his hands loosened their grip on her waist. She slowed her hips so he could enjoy his orgasm, but he wasn't about to let Ana go without, not after being such a good little slut for him.

"Don't stop, bitch, keep riding me," he ordered. Ana was thankful that Gray's cock, even if it was softening was more than enough to fill her tight, wet, hole. "That's it...ride it, bitch! Ride my cock! I want you to cum! It's my cum...I own it...I own you," he snarled. "Give it to me! Cum now, you little fucking slut!"

As if following his orders, Ana abruptly came on demand. Her fingernails dug deeper into Her Master's shoulders...her entire body shook intensely. Her back arched upward, heaving her tits high into the air, jiggling them as she bucked her hips through her orgasm. "Oh god, oh fuck, god yessss" she cried as her hips began to slow and her juices flowed from her body onto the leather sofa.

Ana was lost in the depths of her own ecstasy. She collapsed into Gray's arms. Her entire body went limp all at once...he could feel all her weight against him. TJ smiled, nobody surrendered to him the way his little one did. Her body quivered and trembled in aftershocks as he wrapped his arms around her and cradled her tight against his body, stroking her hair and lightly kissing her shoulder. She purred a few times as though content, but obviously beyond drained.

TJ collected her tired young body in his arms and stood up. Carefully he stood, removed the exhausted young woman into his arms as a parent would carry a child. He laid her down in the king sized bed as he went to get a wet, warm, washcloth and gently washed her well fucked pussy. Other women would push the cum out of them, not Ana, she wanted it all to stay in her for as long as possible.

Reaching for a woobie, (Army Poncho Liner) Gray placed the woodland camo pattern woobie over her exhausted body. Ana loved her Master's woobie. His scent was in it like DNA. She knew that he had taken the poncho liner on many deployments. She knew to him it felt like a shield, and it felt that way to her as well.

An hour later Gray gently took one of her feet, lifted it to his mouth and started to nibble on the sensitive arch. Ana's eyes slowly opened. She looked to her side and saw his bag already packed. A sense of failure washed over her like cold water, "Master, please forgive me."

TJ smiled, "Ana, stop. It's okay, you needed to rest and I'm a big boy and can pack my own suitcase."

Ana was ashamed of herself, "It is my duty, Master."

TJ gently rolled her onto her side away from him and swatted her ass sharply through the thin blanket, "Enough. I said it's okay, do you not trust me?"

Ana sighed, "I trust you, Master."

TJ smiled, "Then trust me, it's okay. However, you need to get that cute little ass out of bed and get ready, we have to leave for the airport in an hour."

Ana nodded, eager to make up for her failure.

TJ smiled, "There are rules for this trip. You are to only pack sarees and clothing that leaves your stomach bare," he instructed, his tone brooking no argument. "And don't forget the bikinis. Also, sandals only, and you will wear your slave bell at all times."

Ana's mind reeled with the implications of his words. She didn't know what her Master had planned for her, but the butterflies in her stomach showed her how much she liked it. It only took Ana 20 minutes to pack. As she carried her bag down the stairs TJ smirked. Wearing a white halter with a built in thin bra that kept her from being on display but in no way hid her aroused nipples, complete with an orange wrap skirt, her slave rings and the little bell jingled as she walked.

Ana blushed as her Master smirked, "Good girl," he commented as she place her luggage next to his.

Ana looked at her Master, "Sir, don't forget your golf clubs so that you can enjoy decompressing out in the warm air."

TJ shook his head, "If you knew how much I sucked at that game, you wouldn't suggest it."

Ana looked at her Master as she pulled out her phone and showed it to TJ. It was a message from Gretchen - "Tell him to take his clubs and learn to love being out in the sunshine doing something other than running or working."

TJ shook his head and chuckled, "The two of you conspiring against me is bullshit." He walked to the garage and put his golf clubs into the back of the car.

The evening air in Palm Springs was warm and relaxing. TJ had played some golf, read, gone for runs and relaxed. Ana was truly enjoying the time away. The sex was plentiful and mind blowing. She was her Master's property, but TJ treated her like a queen. She looked forward to another night of passion as they settled in for dinner. The ambiance was intoxicating.

But their tranquility was soon shattered by the arrival of Bianca Shey-Snider and her husband, Matt. The couple sauntered into the restaurant, their presence commanding attention. It was clear from the start that Matt had indulged in one too many drinks, his eyes glazed with liquid courage.

Bianca recognized the CEO of Pelican Intelligence as soon as she walked in. She sauntered over, ignoring Ananya completely. "TJ, darling, how surprising to run into you all the way across the country. What are you doing here?"

TJ smiled, "Bianca, Matt, this is my assistant, Ana. We are on a working vacation."

Bianca rolled her eyes as she shook Ana's hand, "I'm here for an amazing realtor conference, 100 of the top earners in the nation. It's at the Agua Caliento, but I need some time away from work, so we are staying here."

Bianca was a shameless flirt, using her feminine charms to seduce clients to her wishes at every opportunity. Her burgundy silk blouse opened enough to show her ample cleavage which she had found intimidated other women and distracted most men. Bianca wasted no time in turning her attention to TJ. Her sultry gaze lingered on him, a silent invitation that hung heavy in the air. To an untrained eye, TJ didn't seem immune to her charms.

As Bianca shamelessly flirted with TJ, he returned her flirtatious intentions.

As they engaged in a dance of words and glances, the tension between them crackled with electric intensity.Ana noted that Bianca touched TJ every chance she got, and took advantage of every opportunity to flash her cleavage in his direction.

"You're playing with fire, darling," TJ murmured, his voice a seductive promise as he leaned in closer, his breath hot against Bianca's ear.

Bianca's laughter was like music to his ears, a symphony of desire that echoed through the air. "And what's life without a little danger?" she whispered, her lips brushing tantalizingly against his.

Matt's temper flared, fueled by the one or two many shots of tequila he had taken earlier.. He glowered at TJ, his fists clenching with rage. "Who do you think you are? You think you can just waltz in here and steal my wife's attention?" Matt spat, his voice thick with hostility.

TJ's response was a low, throaty chuckle that sent shivers down Ana's spine. With a confidence that bordered on arrogance, Matt stepped forward, his gaze locking onto TJ's. TJ stood up, "Easy there Tiger, this is a fight you don't want. Let me buy you two a drink and let's call it even."

Matt felt himself shrink. Matt knew that TJ would hurt him in a fight, but his drunken bravado demanded satisfaction. "I challenge you," Matt declared, his voice carrying a note of challenge. "To a round of golf. Tomorrow morning. High stakes."

TJ raised an eyebrow, his lips curling into a smirk. "As you wish," he replied smoothly, his voice laced with amusement. "But don't say I didn't warn you."

Matt almost pounded the table, "I have an 830 tee time at Mission Hills. Let's play for a thousand a hole if you have the balls."

TJ chuckled, "Bring your cash, pretty boy."

As they walked away Ana looked at TJ, "I thought you sucked at golf."

TJ smiled, "I do, but I'm betting he does too. If not, it's only money."

The next morning TJ met Matt on the golf course at 830. The Dinah Shore tournament course was incredible. Matt informed TJ that they would play from the blue tees as he teed off first. Matt was a big hitter, drove the ball long but he was not very accurate. His choice of course worked against him.

TJ was not as horrible at golf as he led Ana to believe. His short game was accurate and while others felt stress putting on the green or teeing off in front of others, TJ treated it as a game and knew that real stress didn't happen on a golf course.

By the time the round was over, TJ had won $5000 from his opponent which further enraged him. Two nights later TJ and Ana wandered over to the Agua Caliente. They found Matt and Bianca playing Blackjack.

When TJ greeted the couple Matt again looked at him with rage. The flirtatious behavior continued between Bianca and TJ, Ana just smiled as TJ had shared with her to the plans he had for Mrs. Shey-Snider and Ana's role in the plan.

Matt watched as his wife flirted and his anger got the best of him again. He stood up, "How about giving me a chance to win my money back."

TJ shrugged, "I'm listening."

Matt looked around, "That poker table is empty. Just the two of us. Start with the same number of chips, winner take all. $5000."

TJ smiled, "That's not worth it to me. I can gamble your money against the house and win that. You two have a good evening." Gray turned away as Matt called after him.

Matt was raging, "Wait, let's make it higher stakes then."

TJ smiled, "Matt, you don't have anything I want. I am a CEO of a company, I don't want your money. Thanks, but no thanks."

Matt sighed when Bianca stepped in, "Yes he does, one night with me."

TJ smiled, "Bianca, darling, one night with you might be enough, but if you have one night with me you'll be ruined forever. Still not worth it to me."

Matt was drunk and over confident, "What would make it worth it then?"

TJ stepped up and brushed the smaller man's lapels, "I don't like you. When I first met you and saw the way Bianca treated you like you weren't there it bothered me. The more I've gotten to know you the more I dislike you. You are a drunk, you are a small, pathetic little man. Small in stature, smaller in maturity. I don't want to fuck your wife, but I do want to humiliate you. Here's my offer. You win, you get your money back and my 5 grand. I win, I get the night with Bianca and you have to watch."

Matt's answer was walking towards the poker table, each step filled with anger and pride. TJ used his right hand and with a slight bow he ushered Bianca and Ana to the table.

The cards danced across the table, weaving tales of fortune and fate with each flip. TJ and Matt engaged in a silent battle of wits, their expressions carefully guarded as they calculated their next move. Back and forth they went, back and forth. The pot and the advantage changed hands many times.

But as the minutes stretched on, it became clear that this game would be decided by more than just luck. Matt, emboldened by the liquid courage coursing through his veins, indulged in two more drinks, his pride refusing to yield to TJ's relentless onslaught.

Finally, after 45 minutes, TJ made his move. With a confident smirk, he pushed all his chips into the center of the table, his gaze locked firmly on Matt's. The challenge hung heavy in the air, daring Matt to meet it head-on. "All in."

With a furrowed brow, Matt hesitated, the weight of the moment pressed down on him like a lead weight. He had been bluffing, but the Tequila and his pride refused to allow him to back down. With a defiant nod, he matched TJ's bet, he pushed every chip to the center of the table.

As the dealer slowly turned over the flop reality began to sit in for Matt. His bluff had been called, his bravado shattered in the harsh light of truth. And as the final hand played out, it became clear that TJ had emerged victorious. Matt and Bianca exchanged a knowing glance, their masks of confidence slipping away to reveal the raw truth beneath.

TJ smirked, "Matt, I know that you know that your wife fucks other men to get their business. You've never had to face that reality because you are happy that all of that earning allows you to be a pathetic human being. Tomorrow evening it's time to pay the piper. I want you to know I suck at golf, your ego, trying so hard to outdrive me and impress me kept you in the rough all day. You get scared on the green when the pressure is on because you've never had to face reality. Tonight, it took me about 5 minutes to read your tells. Here's a lesson, I never play the odds, I play the man. I've beaten you twice, and tomorrow evening I will complete the sweep. 7:30 in our suite. If you are late it will be a painful lesson. If you do not show up, I will take you up on that ass beating you've been begging for."

The tension between Matt and Bianca simmered to a boiling point, their heated argument echoed through the corridors of the opulent Palm Springs resort. Each step they took towards TJ and Ana's suite felt like a march towards their own personal reckoning.

Bianca's voice was sharp with frustration, her words laced with accusation as she berated Matt for his losses to TJ and his foolish ego. But Matt, his pride wounded and his temper flaring, refused to back down, his retorts cutting through the air like a knife. "TJ is right, you have fucked your way to success and I've let it happen."

Bianca spun, "Then leave. That prenuptial you signed will damn sure make you get nothing, Matthew. Absolutely nothing. You have never had a problem with the checks I cash while you jump from job to job."

Their voices carried down the hallway, drawing curious glances from passing guests, but Matt and Bianca were too consumed by their own turmoil to care. With each passing moment, the tension between them mounted, threatening to explode into something neither of them could control.

Finally, they reached TJ and Ana's suite, their anxiety was palpable as Ana opened the door, her figure draped in the softest silk lingerie that left little to the imagination. Matt's breath caught in his throat, his humiliation magnified by the sight of TJ standing in the room, his chiseled physique on display in nothing but silk night pants.

TJ's presence was like a slap in the face to Matt, a reminder of his own shortcomings and inadequacies. The contrast between TJ's physical perfection and Matt's own insecurities felt like a cruel joke, leaving him feeling exposed and vulnerable in ways he couldn't bear to admit.

As Bianca stood stunned by the sight before her, Matt's humiliation only deepened, a bitter taste lingering on his tongue. In that moment, he realized the true cost of his pride, and the harsh reality of his own limitations. And as TJ and Ana looked on, their expressions unreadable, Matt knew that some wounds ran deeper than he could ever hope to heal.

TJ smiled, "Your rules for tonight are no clothes until the night is finished."

Matt must have been more tipsy than he realized, because as he obeyed TJ's order he got tangled in his underwear, staggered and fell to the floor, tripping over his boxer briefs. He fell on his ass next to his wife.

Suddenly and embarrassingly, Matt found himself butt-ass naked in a strange suite, with his penis and balls on display for all the world to see.

There was a long and awkward silence as everyone realized what had happened and looked down at Matt's dick. Ana smiled, "It is no wonder you found other lovers, Bianca. Your husband has a very small dick.

"That's mean!" Bianca snapped, defending her husband. Even though she could ridicule him, hearing it from a stranger was unacceptable. "It's just shriveled right now and gets a lot bigger!"

Ana chuckled, "For your sake, I hope so." She held up her thumb and wiggled it. "I'm a petite thing and I think I could thumb wrestle his penis."

Sprawled out awkwardly on the floor, Matt's cock certainly wasn't at a flattering angle. Fully flaccid and shrunken, it looked practically tiny even on his small frame. Even his balls looked puny and almost as small as grapes.

"Trust me--Matt is more of a man than you'll ever be," Bianca said.

Ana smiled, "You will change your song in a moment." She walked slowly and deliberately to her Master, the bells jingling on her ankles. She knelt softly, folded her hands and looked up at her Master. "Sir, may I show our guests?"