Boarding Party (The Billionaire's Demands #2) Page 2

  Anna directed her attention back at the men who were waiting around her. They stood like dogs, awaiting a signal from their master like in some kind of Pavlovian study. Some of them looked calm, while others were entranced at her lying there. She wondered who the first to take her would be.

  Santiago stood up with his beverage. He looked at Anna thoughtfully for a moment, and then, raising his glass into the air approvingly, nodded his head.

  "Hombres..." He sat back down and resumed his discussion with Phillips. If the scene on deck interested him, he didn't show it.

  The signal had been given. Without a moment's hesitation, they closed in on her.

  "Up!" One of the men, lean and short and with an angular face, directed Anna to stand up. Complying, she got up off of the recliner. Instantaneously, many hands were on her. One took away her hat, which allowed the others to pull her dress off. Like an assembly line, hands then closed in and removed her undergarments. Her flip-flops, which had been left on the deck beside the recliner, were discarded off to the side along with her clothes.

  In the blink of an eye, she was totally naked before them.

  Acting on an agreement that must have been worked out in advance, two of the men moved closer in while the others backed away. They slipped quickly out of their clothes. One of them, a dark-haired, well-tanned muscular man of average height, lay on his back on the recliner and beckoned her to sit on him.

  Hands from the other man guided her to where she needed to be. She felt them close firmly but carefully around her upper arms and motion her forward, down onto the waiting sailor.

  The balance proved challenging at first, but Anna soon managed to straddle the man, who waited erect for her. She hadn't had time to inspect him, but as she slid down onto his cock, she could feel its size. After yesterday's encounter in her cabin, she knew she could handle it.

  Once she had slid all the way down onto the dark-haired sailor, his hands clamped down on her ass and guided her up and down. She felt dry and she felt him breaking against her walls, stretching her. Before she had time to worry about that, the other man whipped his cock into her face.

  "Put it in your mouth." The second sailor had an indistinguishable accent. His cock, though not particularly long, had the largest girth she had ever seen. She opened her mouth to accept him, and she felt him slide inside, pressing down on her tongue.

  Anna prided herself in not having a gag reflex, but the man was so broad he challenged her face. His belly pressed against her face and he shoved in to his base, obscuring her vision. Stretching her mouth as far open as it would go, she could hear the man moan above, without seeing him.

  Soon she had him coated in thick saliva, and she reached an equilibrium where he could thrust in and out of her mouth slowly without it feeling awkward. As he slowly withdrew, and dragged back out along her tongue, Anna could feel herself salivating. She became so used to it that she managed to keep her teeth away from him as he face fucked her.

  The action up above helped with what the first man was doing down below. She could feel herself getting wet as she bounced up and down, slapping off of the thick thighs of the sailor.

  "View them as a predator," Phillips had said. Anna rested her left hand on the chest of the sailor for balance, and with the other he stroked the balls of the man in front of her.

  The sudden addition of that stimulus aroused him further, and he began to stroke in and out more slowly. His breathing slowed as well, and his breaths drew deeper. Thick, fat fingers - how appropriate - reached for her hair and guided her face into him.

  The first sailor below her let go of her ass and reached up to her breasts. His strong fingers played with her nipples, manipulating them through his touch into hard peaks. Anna continued to rock and bounce with his thrusts, which continued at a blistering pace.

  The second sailor tensed up. Her magic had been too much for him, and, stiffening, she felt him cum in her mouth. His hands kept her face pressed down to his base as he expelled into her. Anna, still bouncing, choked a little as it poured into her throat. He waited a moment before releasing her.

  She gasped for breath through a filled mouth, before swallowing everything he had given her. There remained what he had pulled out on his cock. Grabbing it with authority, Anna deep throated him again, making sure to trap the cum as she pulled off, close-mouthed. She swallowed again.

  The sailor with the fat cock - not as fat now - walked away happily. The sailor underneath her pushed up and had her allow him to get up. Once he had stood up, he rubbed off his wet cock in front of her face, and with several powerful, intense pulses, ejaculated onto her face, hair and waiting tongue. He slapped his head down onto her tongue to rub off the last of his cum. Like the other, he, too, walked away to gather his clothing and recover.

  Anna looked over at the table where the two businessman had been sitting. There they still remained. She saw Santiago, his drink still not finished, fingering a cigar as he chatted away to Phillips. Phillips himself she could tell was stealing looks at her through the corner of his eyes.

  She had little time to observe, for now came two more of Santiago's men. The larger of the two, a fleshy, hairy monster, lay down perpendicular to the length of the recliner, while the other, a lean, muscular, and well-endowed sailor with smooth dark skin, kept back.

  At the hairy man's encouragement, Anna slid herself down onto him. Still wet, she had no difficulty moving down onto him. Instead of sitting almost upright, though, his arms grabbed her in a bear hug and pulled her down almost completely flat against him.

  Behind, she could sense the other sailor moving in. His legs, planted as close to the recliner as possible, brushed against her sides. She knew what he was after, and tried to open herself for him before he plowed in himself.

  "Ah!" Anna cried out as the dark-skinned sailor entered her from behind. Still sore from yesterday, his substantial manhood plunged down into her, hard as stone. The hairy sailor seemed content to let her move rhythmically on him, while the sailor who stood over her from behind did the real work.

  A fifth sailor moved in. Whether he was more bashful than the others, she couldn't tell, but he approached her face from the far side of the recliner with his shorts part way down. No words needed to be exchanged for her to let him inside of her mouth.

  "Three at once," Anna thought, in disbelief. "They're all so ready to pop, they won't last long."

  Sandwiched from above, below, and in front, she had no control over her movements. Burning pounding fired through her with every thrust from the sailor behind her. As shy as the man she was giving head to may have been, the one behind had no qualms about the group experience. He plunged away at full speed, stretching her open without mercy. Below, the hairy sailor contented himself with being the plinth to the orgy. Anna, the sailor's cock hard in her mouth, moaned from the sensory overload.

  "Stick out your tongue," commanded the sailor in front of her.

  She complied, stretching it out for him in front of her gaping mouth. He slapped his cock down onto it, then, holding it in hand, guided it down into her waiting mouth. In and out again. She heard his breathing grow louder.

  The shy sailor backed away. "Let's swap," he said to the sailor behind her.

  Almost reluctantly, she thought, the big cock pulled out of her ass, and the sailors swapped positions.

  "Swallow it down," the dark-skinned sailor said in a deep, gravely voice, in front of her now. His massive cock, covered in a moist film, hung down in front of her mouth.

  "Give it to me," Anna demanded. She opened her mouth and, ignoring the smell if there was any, let him thrust all the way down to the back of her throat.

  Meanwhile, the other sailor slipped into her from behind. Not as large as the first man, she hardly felt him as he, apparently liberated from his self-consciousness, tore into her backside with abandon.

  The large, fleshy man below her had the right idea all along. With the penetration of her mouth and her ass, Anna felt herself
closing tightly around his cock as her body sought to take some control of what came and went into her. He continued to lay back with closed eyes, almost in a trance, as he enjoyed the feeling of her riding him.

  With five men in her already, Anna had passed the point of caring. The visceral sensations of so many man desiring her body kept her going against what normally would have been an obscene number of different demands.

  The dark sailor in front of her sucked in air with a clenched jaw. Anna only saw his long, washboard abs, as he sprayed into her mouth. His body did not seem to waver as he blasted his load down her throat. Anna could feel the warm fluid coat the inside of her mouth and the back of her throat. As before, she knew to wait until he had withdrawn before swallowing.

  She kept her lips tight around him as he pulled out very deliberately. Anna looked up at him, rocking slightly as the other two continued to plow away at her. He, leaning over her, returned her stare with delight. They kept their eyes on each other as she took a big swallow of what he had given her. Anna had never done ass-to-mouth before, but she found it to her liking. Control given at first changed to more control given to her at the end.

  The sailor behind her cried out, and she felt her asshole filling up with his seed as it pulsed out into her. The sailor underneath her let out a complaint.

  "Move away!" he said, broken from his reverie. "I do not want you draining down onto me."

  The smaller sailor had already walked away. The hairy man beneath Anna turned her onto her back and, with large, powerful arms, spun her around so that she lay parallel with the recliner once again. From a high angle, he dipped down into her cavern again and again. With him on top of her now, his cock dipped deep into her, filling her up.

  Anna groaned with pleasure as he pressed on her clit. Picking up on her cues, the sailor reached down and stimulated her with his thumb as he pounded away.

  Already dripping wet, and pounded by several men, Anna cried out in short bursts as she felt herself nearly finishing.

  "Fuck it," she said, moaning shrilly. "Fuck it, you hairy bastard. Fill me up."

  He did as she said. Not a handsome man by any stretch, what this sailor was doing to her obscured any aesthetic shortcomings. He felt too good. As his big cock plunged away at her, Anna came.

  She found no words, but her cry told the sailor all that he needed to know.

  "Good?" he asked, with a filthy tone.

  Anna nodded. Semen spilled out of her ass and down onto the recliner mat. The sailor continued to thrust away.

  At the last minute, he withdrew, and brought his midsection up to her head. Aiming down, he rubbed himself off, blasting cum down into her open throat. Anna breathed through her nose as she kept her mouth open for him.

  The sun baked down on her again as he stalked off. Laying on her back, dripped from all openings, Anna swallowed another load.

  "Water," she said, in the direction of Phillips' table. "I need a drink."

  Anna didn't see him from where she lay, but she heard him.

  "A brief intermission, gentlemen!" he cried out to the five who still waited their turn. "Let's get some bottled water out for her."

  A minute later a servant was handing her a cold plastic bottle of spring water. She cracked it open with tired hands and washed her mouth out. Spitting the first fouled water out onto the deck, she took another draught and swallowed it this time.

  "Already halfway done," she told herself. "Downhill from here." Before another half hour was up, Anna knew that she would have beaten his second challenge.

  5.

  The water had proven useful for purposes other than hydration. She had used what was left of it to rinse herself out for the five remaining sailors. That task done, she waved them back over to her. They needed no commands from the table this time to get started.

  The largest of the five remaining sailors was a tall, broad-chested mammoth. His manhood was appropriately proportioned. When he reached the recliner, he leaned down and penetrated her. She stretched herself open to help allow him in. Once he was fully inside, the big sailor scooped her up as though she weighed nothing and held her above the ground, hooked to her.

  He didn't begin until another weather-beaten sailor had entered her from behind. With both front and back breached, the sailors worked in as good as rhythm as they could find. Unlike earlier, both ends were being fucked with full force this time.

  "Be gentle," she urged them. It fell on deaf ears. They continued their work, their heads thrusting in and out, tearing at her.

  Anna tried a different approach. Going limp, she let them pound away at her. The calloused hands of the man behind her rubbed hard on the soft skin of her arms.

  "Fuck me," she whispered at them as they held her up. "Give it to me, you animals. Prop me up and fuck me." In the background, she could see the other three men, already nude. They stroked themselves slowly as they waited their turns.

  The two men continued to fuck her for a while longer. Then, the one in front of Anna said something to the other that she could not make out. Probably in another language.

  The man to her rear withdrew and allowed the mammoth to carry her back down to the recliner. Once she had been placed down, he sat her up and shoved his cock into her mouth. It squelched in her mouth as he pressed in and out.

  Anna used both hands to assist him, using her fingers to play with his balls and her other hand to glide along his cock as much as she was able. Her mouth did the rest. He grunted as she worked his head with her tongue.

  She felt his cock stiffen, and then unload. He continued to thrust as he poured out. Again breathing out through her nose, she swallowed with him still in her, and licked him clean with her tongue and lips as he pulled out.

  She planned on repeating the same for the second man, but he had her lay down. With her back flat against the recliner, he took her face from above, and thrust into it as though it were her pussy. Anna opened her throat up to accommodate him and closed her eyes until he had finished. From his steep angle, he poured almost straight down her throat. Anna thanked herself for the lack of a gag reflex.

  He pulled out, saliva trailing off of his cock as he drew away, and she swallowed what he had given her.

  More hands on her legs. The three remaining sailors had approached, eager to take their turns. One of them raised her legs high into the air and immediately slipped into her, moaning loudly as he entered.

  Another of the three came around and brought his cock to her face. He rubbed it across her cheeks, teasing her mouth. Anna stuck her tongue out to let him in, and he obliged her.

  The sailor pounding away at her pussy threw his body weight into it. Having watched the others, and having been forced to wait until almost the end, he couldn't keep it in for long. He groaned and spasmed as he finished. His head was buried deep inside of her, and Anna felt him pouring his cum into her core.

  Half-erect, he thrust some more, spreading his seed around inside of her pussy, before withdrawing.

  The last pair of arms grasped her legs and, bringing them together, flipped her over. The other sailor howled in protest as he had to dodge out of the way as Anna turned. Once she lay on her belly, he cupped her chin in his hand, re-entered, and continued as before.

  Anna felt the other man climbing on her from behind. His hard head penetrated her ass and plunged down into it, with his body weight pressing it home. From this position, he went extremely deep. Even though she had been opened up earlier, it pushed her to the limit.

  "The last two," she said to herself, as he jolted her forward with each thrust. "Almost home free. Finish these boys, and drink your boss's champagne."

  The sailor's hands clasped locks of Anna's hair and used them as a bridle. Rocking his pelvis with great force, his stiff cock gaped her open. Short, violent thrusts rocked her body.

  "Come inside of me," she said back to him, taking a break from the other sailor's cock. "Finish in me." The sailor shoved his cock back in her mouth, ending her conversati
on.

  She couldn't tell if he spoke English, because he kept at it the same as before, as did the one in front of her. The sun baked down. Cum drizzled down the inside of her legs.

  The rear sailor's thrusts shortened even more, and he picked up his pace. She felt his hips flex into her, stretching her open almost to the breaking point. Warm fluid shot down into her as he finished, crying out in bliss. She felt it trickle, sticky hot, deeper into her.

  The last man standing cried out as well. Pulling out so he could grab his cock, he rubbed out onto her tongue and face. Anna closed her eyes and felt him overshoot the mark. His cum covered her forehead, hair, and cheeks.

  Ten down.

  "Get me some more water," Anna shouted out defiantly.

  6.

  "Two for two!" Phillips remarked as he held the recliner and wheeled Anna over into the shade of a canopy. His hands, grasping the sides of the lounger, were at either side of her head. His figure towered overhead and she lay back.

  Santiago and his men had left almost immediately after the conclusion of the orgy.

  "Should I start to get nervous that you'll actually prove yourself here?" he asked, feigning surprise.

  Just as suddenly as everything had seemed to start today, the two of them were alone again. The sailors had dressed and dispersed, commanded no doubt by Santiago to get back to work on their own vessel.

  As the recliner made its way into the shade, Anna lay silent in her triumph, digesting everything that had been done to her. She was perfectly happy to let Phillips look after her now. Her chest, covered in perspiration, rose and fell in a labored rhythm.

  "You're at a loss for words, clearly," Phillips said from above her. "No bother; the rest of the day is yours. You've earned it."

  "That... I don't know whether I could do that every day," Anna said slowly. She shivered in her seat, and her legs kicked in involuntarily. "It's so much. Not bad," she laughed, "...but... so much." She reached down to hold herself.