The Pirate Masters

by Madison Layle

  Chuckling at his own joke, the pirate removed her panties that hung off one foot and twirled them around his finger as he returned to his spot on the bed. Dana noticed he’d removed his navy bandana, so she suspected that was what he’d used to gag James.

  The other gunman patted her bound hands and said, “Get moving, James. The lady and we are waiting.”

  James growled but began a hesitant, shallow withdrawal and plunge.

  “That a boy,” one of the pirates encouraged. “Pump it.”

  Dana buried her face into the mattress again as the tantalizing sensations erupted from her core with each cautious thrust James made into her pussy. Soon, their pace quickened as James became more certain of his movements. Her upper body bowed low, her ass in the air, she clawed at the bedding and began to rock back in contrast to his strokes.

  He groaned with pleasure, bucking harder, faster against her.

  The voyeurs all but forgotten, she reveled in the wild ride James took her on. “Yes, yes, yesss!”

  Their rhythm set, their bodies collided again and again as they raced toward a climax, and when it struck, they both cried out their satisfaction.

  When she came back to her senses, had time to catch her breath, she pulled herself forward to sprawl across the bed between the two pirates. James’ cock slipped free in the process, and he bent over to rest his head, face down on the mattress between her spread feet. Soon thereafter, he dropped to his knees.

  The larger pirate rolled Dana over and pulled her across his lap. Before she thought to balk at his manhandling, he had her propped up against his body. With one beefy arm, he encircled her neck, and his gun nudged her in the side.

  She winced with renewed fear.

  “Oh, James,” he said in a singsong manner. “Now that you’ve had your fun, it’s time for business. Tell us where the safe is…or your lover here pays for your stupidity.”

  James raised his head and mumbled against the gag still in his mouth, his eyes much more angry than amorous now.

  The other pirate jerked the knotted bandana out of James’ mouth to let it hang around his neck.

  “You fucking bastards-”

  The gun poked her. “James!” she cried out in abrupt panic.

  “Don’t piss me off,” the gunman said. “You don’t really want this beautiful lady’s blood on your hands, do you, James?”

  Dana watched his expression change as he struggled with what to do-fury at being cornered, remorse for having brought her into this, resolve to comply albeit coerced.

  “Behind the portrait on that wall.” He looked to his left.

  “Good boy,” the other pirate said, walking over to the safe. He tugged on the portrait, and it swung out on hinges. He turned back to James. “The combination, if you please.”

  James glanced at her before he answered. “33, 27, 42. Now let her go.”

  The pirate holding her tisked. “A moment…” He relaxed his hold on her neck, slid his palm over one bare breast.

  Dana held her breath and stared at James’ angry face.

  “We’re in!” the other pirate said. He grabbed a pillow, removed the case, and began to stuff stacks of bills into it. “Whoo hoo! Look at all of this.”

  The other one continued to hold her, his thumb brushing back and forth across her beaded nipple. The gun’s hard barrel remained a faint presence at her side, as did another very different hardness against her butt.

  Her gaze switched from James to the pirate at the safe and back to James kneeling at the foot of the bed. Frustrated rage marred his expression.

  Apparently the man who held her noticed, too, because he said, “Don’t be so upset, James. Look on the bright side. You’re alive.”

  James narrowed his gaze on them. “Let. Her. Go.”

  The pirate squeezed her breast, chuckled, and gave her a light swat on the thigh. “Up you go.”

  Somewhat awkward with her hands still bound in front of her, she climbed to her feet and stood naked in a room with three male strangers.

  The pirate at the safe finished with his task of emptying it, turned to face the room, and whistled when his gaze caught sight of her. Before he could say anything though, his partner told him to, “Get his ring, too, and check that jewelry box on the dresser.”

  The man in the burgundy bandana got to his feet. Up close, he was very tall and looked impossibly strong. Her body’s reaction to him was as immediate as it was unjustifiable.

  Dana eased away from him and went to help James stand up. His pants and underwear remained tangled around his shoe-clad feet. When she started to reach toward the binds on James’ wrists, Mr. Deep Voice stopped her with the press of cold metal on her shoulder and the question, “Do you really want to do that?”

  She stopped, slowly raised her bound hands up, and held them in surrender.

  “Smart girl. Don’t move.”

  When the pirates finished ransacking James’ possessions, they approached them once more. The leaner one held his gun up, aimed at them, and the pillowcase draped over his shoulder like a dark Santa pack. He saluted them with his pistol and escaped, saying to his partner, “See you topside.”

  The other one had holstered his firearm, but the look in his eye didn’t bode well for any ideas of escape even with the cabin door open. He damn sure didn’t seem bothered by being outnumbered since she and James were still bound and thus at a disadvantage.

  James shuffled back a step. “What are yo-”

  Without a word, the pirate yanked the bandana back up over James’ mouth and shoved him onto the bed where he flopped and flailed uselessly, his eyes wide and teeth bared.

  Dana turned to run, though where to, she had no clue, and she didn’t get far. The tall pirate paid James little attention as he caught her by the waist and tossed her onto the bed as well. Pinning her down, he jerked off his own bandana and gagged her with it. He climbed off of her, but before she could reach up to remove the gag, he grabbed her bound wrists, lifted her clean off the bed, and tossed her up and over his shoulder.

  “Guuuuhhh!” James tried to shout, thrashing harder to free himself.

  The pirate carrying her turned to face him. “I said she’d live. I never agreed to let her go.” Though her world was upside down, she could still hear the victorious amusement in her captor’s deep voice when he caressed her bare ass, heard her squeal, and added, “For future reference, we don’t negotiate. We’re pirates!” He swatted her on the ass. “We take what we want, and we want everything you value most.”

  She screeched and pummeled his backside with her bound hands, which he ignored except to say, “Careful, sweetheart. You’re turning me on.”

  She stopped abruptly, and he laughed, spun around, and carried her topside to where he handed her off to his partner who was already in a small inflatable motorboat tied off to the yacht. When she began to squirm again, the man dumped her on her ass next to the stuffed pillowcase and a pair of boat paddles. “Be careful, babe,” he warned. “You don’t want to wind up in the water without a way to swim.”

  Her eyes widened. Too stunned and afraid to move, she shivered in the cool ocean breeze that feathered her exposed naked body. Looking around, she noticed the other pirate had vanished, but he returned quickly enough.

  “Let’s go,” he said, jumping into the boat and freeing the line that had tied the craft to the yacht.

  The other man cranked the motor and steered them away from the yacht, away from James. Goose bumps skittered over her skin. The breeze had increased to a constant wind with the movement of the boat across the water. A rhythmic spray of mist rained down as they splashed through the waves toward… She didn’t know where.

  The men laughed with obvious excitement. If not for the bright moonlight, she would’ve had a hard time seeing them.

  “Fuck, that was fun!” the leaner man said with a broad grin.

  “The night’s not over yet, Lance,” the other said, his gaze dropping to where she lay in the floor of the boat. Hi
s remark drew his partner’s attention.

  She glanced from one to the other and shook her head, curling her body up into a fetal position.

  The pirates smirked. Uncertain of their plans for her, although not naïve to what it might entail, she pleaded with her eyes. For what exactly, she had no clue. When they stared back at her-all of her-with heated expressions, she closed her eyes for a second and took a deep breath.

  Two men. This was beyond her fantasies, but she wasn’t prepared to call it quits just yet. Oh, my God! Two men! She swallowed hard at the realization she should count James as a third, a thought that caused an almost hysterical giggle to erupt from her before she squelched the urge to laugh.

  The one called Lance looked up at the moon then back at her and, with a rakish smile, said, “Too true, Jared. The night is young.”

  A short distance away, they pulled to a stop next to another larger vessel, similar in size to James’ yacht though not quite as lavish. A few efficient minutes later they had the inflatable tied off, emptied, and her below deck in a bedroom suite that surprised her. It was a clean, comfortable space with a masculine charm. Jared held her in his arms while Lance playfully pulled out stack after stack of cash and, laughing, tossed the bills across the bed.

  “Can you believe all of this?” he said.

  “It was a nice haul tonight,” Jared admitted, dropping her atop their other spoils on the bed with a bounce. He eyed her. “A real treasure.”

  Dana came up fighting, though she didn’t have a prayer of a chance at winning, especially with her wrists still bound with nylon cord. One awkward swipe and muffled scream, and the two men had her pinned rather fast.

  “Now, Dana,” Jared said while he straddled her waist and held her wrists over her head. Lance pinned her ankles down. “If you’re in the mood for rough play, we can oblige you.” Jared’s use of her name caught her off guard, and she ceased her struggles, blinking up at his smiling face. “But I was rather hoping you’d be in the mood to celebrate with us.” He removed his mask for the first time, tossing it aside.

  Damn, he’s sexy. She couldn’t look away.

  His emerald eyes crinkled at the edges with amusement. “After all, we wouldn’t have even known he stored his riches on that boat if we hadn’t had your cute little ass on the inside to unearth all of his secrets.”

  She paused, let his words sink in, and chuckled at the man’s creativity-for having wrapped up the fantasy’s scenario so well. She tried to speak despite the gag.

  He tugged the bandana out of her mouth but kept his hold on her wrists. “What’s that, sweetheart?”

  She glanced from him to his-their-cohort in crime and grinned. “What are you two waiting on? Let’s celebrate, gentlemen.”

  Both men laughed, let go of her, and began to unfasten the buttons on their shirts. Lance stripped off his mask, too, while Jared released her wrists, removing the cords as well. She then reached for the snap and zipper of Jared’s pants. With her help, it didn’t take them long to strip, and she discovered a brazenness in her own spirit she hadn’t known existed.

  The instant Jared, now as naked as she, crawled back onto their bed of money, she reached for something much more intriguing to her libido.

  He hissed and stilled. “Careful, sweetheart.”

  “Always am,” she vowed, bending over to lick the tip of his cock, pumping the length with her hand.

  He stabbed his fingers into her hair and pulled her head closer. “Do it,” he said, a deep command that was impossible to resist.

  She opened wide and sucked hard, inch by delicious inch, until he reached the back of her throat.

  “Mmm.”

  “Yeah, suck me, Dana.”

  The bed jostled. A second set of hands slid up her calves, her thighs, and cupped her ass. Lance.

  Jared withdrew a fraction and pushed in deeper, setting up a rhythm she could easily follow. She kept a firm grip at the base of his cock, flexing, pumping, driving him crazy, while she suckled his glans and teased him to distraction.

  But gentle fingers between her legs began to distract her, too. Lance ran a couple up and down her labia, flicking and rubbing her clit, and then he licked her, which sent a jolt through her that made her yelp around Jared’s cock.

  They didn’t stop. If anything, the sounds she made spurred them on. Jared’s thrusts became more demanding. Lance latched onto her clit and pressed a finger, perhaps two, into her pussy.

  The sensations were incredible. Not one man’s touch, but two. Not one cock, but two.

  She’d had to let go of Jared’s cock to brace herself on all fours when Lance kneeled up behind her, pumping his fingers in and out in rapid succession. A split second before she reached her peak, he pulled out, vanished.

  She whined in protest, although that was squelched by Jared’s persistent cock, and he now fully controlled the depth and pace with which he fucked her mouth.

  A quick rip of paper sounded as Lance donned a condom, from where she didn’t know and didn’t care. The only thing that mattered at that moment was he was back.

  He plowed into her.

  Her cry vibrated around Jared who moaned, cursed, and bucked harder. “That’s it, Dana,” he said, his breathing as unsteady as hers. “Take it. Swallow me, baby.”

  She splayed her hand on his thigh, her mouth agape, ready for his assault. He didn’t disappoint.

  “Fuck! You feel so good.” Lance rode her hard, his thrusts deep and vigorous. Again he collided with her, shoving her forward to meet Jared’s volley.

  “I can’t… I’m gonna… Ahh, yeaahh.” Spurt after spurt of cum burst into her mouth, which she swallowed greedily. Jared’s excitement ignited a firestorm inside her. The orgasmic flames crashed over her in waves until her whole body trembled.

  Lance rocked into her several more times, driving her higher than she ever thought possible. And then he did something that shot her to a whole other level. He slipped a moistened finger into her ass.

  The double penetration sent her smashing into a new climax that left her spent.

  As soon as Jared pulled out of her mouth, moving backwards off the bed, she toppled forward with Lance following behind, his condom-clad cock still buried…pulsing inside her pussy.

  He took most of his weight on his elbows while he struggled to regain his breath.

  “Oh. My. God,” she said on a huff of air. Her heart was still racing, and tingly currents of post-coital bliss zipped through her extremities. “That was…amazing.”

  “You can say that again.” Lance pulled out, rolled off her to the sound of crinkling paper money.

  Happy, she balled the bills beneath her hand into a fist, rolled over, and sent the cash flying into the air to rain down upon the two of them. Laughing, she lay sprawled at an angle across the king-sized bed.

  The bed dipped when Jared returned to stretch out along her side. Lethargically, she opened one eye to see him, his head propped in one hand, looking down at her with a sly smile. “How do you feel?”

  “Great. You?”

  He grinned. “Energized.” He reached out to cradle one of her breasts in his palm, gently fondle it with his hand, and softly circle her erect nipple with a fingertip.

  She returned his smile with a sated one of her own then reached up and brushed her fingers along his chiseled jaw. Lance raised up on her other side and laid a warm palm across her tummy. She glanced from one man to the other and murmured, “My gentlemen pirates.”

  “At your service, my lady,” Jared teased.

  She chuckled, cupped the back of his head and, with a whispered, “I like the sound of that,” pulled him down for a long ardent kiss.

  While she kissed Jared, Lance snaked his fingers down between her legs and vowed, “All night long.”

  ***

  In swim trunks and no shirt, Jared propped his bare feet up on the rail as he sat on his friend’s yacht anchored within sight of his boat. Just before dawn, he’d docked in the last slot at the end of
the harbor’s outmost pier. Now, several hours later, he kept his binoculars raised to observe the goings on. A taxi had just pulled to a stop when someone tapped him on the shoulder.

  He turned to see James offer him a cold beer, his ruby ring once more on the man’s right ring finger.

  “Thanks,” Jared said, taking a swig and enjoying the cold refreshment along with the warmth of a beautiful sunny day.

  “She make an appearance?” James asked.

  “Not yet, but a cab just arrived.”

  “You boys wore her out. It’s past noon.” James chuckled, and Jared grinned. He had enjoyed the pleasures of Dana’s body well into the night, and he discovered he was fond of her quick wit and brazen playfulness as much as he was her soft curves and sweet kisses.

  “We had some help getting her warmed up,” Lance admitted when he stepped up to take a seat beside Jared. The plate in his hand, which was piled high with food, made it obvious where he’d been.

  “It was my pleasure, I assure you.” A widower with no interest in remarrying, James had just joined TPC after learning of its existence from Jared. Last night was his first time participating in a Pleasure Night. He was a talented entrepreneur who’d made a fortune first as a gourmet chef, and later as the owner of several premier restaurants along the coast. He took a drink from his own bottle and looked out across the water toward the harbor. “She’s a lovely woman.”

  “Yeah,” Jared agreed. A remarkable woman. “I wonder if Dana’s her real name.”

  Lance dropped a brotherly pat on his shoulder. “No telling, my friend.” He met Jared’s gaze for a shared moment and then dug into his meal. The message was clear. It was one thing for Pleasure Masters to know each other if they worked in tandem within the club, but Pleasure Masters did not seek contact with regular TPC members outside of club.

  Jared sighed and raised the binoculars once more. They both knew many club members used pseudonyms during their Pleasure Nights. There was no telling who did or who didn’t, so anonymity was ensured. For many, fake identities added to the fantasy of becoming someone else, living another life, if only for one brief moment in time.