5 comments/ 14136 views/ 12 favorites Captain Tigris and her Cabin Boy By: ScarletFrost Pleiades knew he was lucky to be on this ship. As an orphan, he was lucky to have anything, let alone a position on the Tiger's Bonnet, the infamous pirate ship. Its infamy was due in no small part to its crew, which was entirely female. He was the only male allowed on the boat, although he suspected it had something to do with his feminine features. They had attracted too much unsavory attention at the docks, until a small band of women had heard his shrieks and rescued him from over-amorous sailors. They had pressganged him into service aboard the Tiger's Bonnet, which he had willingly accepted. Still, the crew treated him as one of their own, and that was infinitely better than rogue sailors mistaking him for a doxy on the pier. He was happier than he had ever been, serving the women their grog and gruel under the strict eye of the cook. He learned knots and weather patterns. He ate better food and in greater quantities than he had dreamed about on land, and even though he would never become as bulky as some of the dock workers, his skeleton slowly disappeared under the motherly ministrations of Cook. Then the night came when Cook handed him a tray with a bottle of rum and told him to go see the captain. Instantly, his mouth dried up and his knees felt weak. Captain Tigris Hawkins was not a woman to trifle with. She was a fierce opponent on the seas and most of the Royal Navy avoided her as a rule. She also ran a tight ship, and no one questioned her orders. Most of all, every member of her female crew was under her personal protection. The last man to assault one of her crew had been literally hung by his own intestines. Pleiades knocked on the Captain's door. Without hesitation, she called him in. "Cabin boy," she said with a smile. "I see you have my nightcap." "Aye, captain," he replied. He set the tray on the small table by her bed. Suddenly he was aware of her behind him. "Oh my, cabin boy, you have quite a booty on you," she said teasingly. She smacked it, not hard enough to hurt but hard enough to make him jump. "Oh yes, this needs some special attention. I suspect there is treasure here. "Attention, captain?" he squeaked. A hot blush colored his features, but he didn't move. "Yes, my undivided attention," she mused. She took a swig of rum and groped his ass, her clawed fingers squeezing one cheek hard. He gasped and tried not to press into her hand. It wouldn't be decent, after all. But he couldn't stop his cock swelling against the threadbare canvas of his britches. It was particularly uncomfortable because his pants were two sizes too small since they were hand-me-downs from one of the crew. "So firm. So soft. So perfect. Do you know why you're here, boy?" "To serve your nightcap, captain?" he guessed. "I can get anyone to deliver my nightcaps," she replied. "But I have a taste for young flesh, and I love sweet and innocent asses like yours." Tigris took another swig of rum, and with the warm buzz numbing her better judgment, she pushed Pleiades against the table and pressed him down into the surface. She pinned his hips against the edge and gently humped his firm ass through his tight pants. "I'll tell you a secret, cabin boy," she whispered. "I've already had my nightcap." "R-really, captain?" he moaned. "Yes, but do you know what I haven't had?" she growled. She pulled his worn shirt that was three sizes to large over his head and used it to tie his wrists together. "N...n-no," he answered. "I haven't had any good meat tonight," she purred. Tigris nibbled his neck as she pressed into him and he shivered under her. Meat? He wasn't sure what she meant, but had a feeling he would find out soon enough. Then she pushed herself off of him and backed up. He felt oddly bereft for a moment. She kept control of his hands, bound in his own shirt behind his back, and used them to guide him to her bed. She almost fell on top of him, one hand fumbling to pull down his pants while the other kept his hands bound. He gasped and moaned, thoroughly enjoying the feeling of her hands on him. Sure, the rest of the crew would playfully swat his butt or give him a peck on the cheek, but they did that to each other, too. This was new. "Are you happy here, cabin boy?" she asked softly. "A-aye, captain," he gasped. "Good," she said, stroking his hips and thighs like she was petting a cat. "And is there anything you would object to?" Pleiades shook his head. "No, captain." "Not even this?" Her fingers parted his ass and traced his tight rosebud. He gasped and moaned loudly. All hope of being proper went out the window. He pushed into her hand. "Oh, my cabin boy is a slut," she crooned. "Do I need to give you a shilling for your services?" "Nay," he denied, whimpering and shaking with pent up desire. "Oh? A guinea then?" "No payment, captain," he moaned. "Really? I would have given you half the gold in my treasure chest for this ass," she said as she reached under her pillow and pulled out a vial of oil. She drizzled a little down her finger and rubbed a slick knuckle firmly into his butthole. Then she pushed a finger inside him, wiggling it against his prostate. He cried out and almost came right then. But even as hospitable as she was acting right now, he was a little frightened of what she might do if he made a mess on her bed. Then she nudged a second finger inside and together they scissored and swirled, stretching him open as they ventured deep into him. "Say it now or never, cabin boy," she warned. "If you say nay now, I won't hold it against you. But if not, you forfeit the night to me." He mewed and moaned, but didn't say a word. Somehow, her feminine touch warmed his insides where a similar caress from a man would have sent him running. He pushed back into her rhythmically and humped the flat bed with frustrating results. "I'll be straight with you boy," she said, satisfied he wouldn't deny her, "I crave a kind of man that does not fall prey to the sin of pride, and it has been a long, long time since I found such a man." "I...I don't think I'm v-very prideful," Pleiades offered. Just a little more. If he could just get a little more friction or open his ass a little wider to her probing. "We shall see how humble you are," Tigris purred. Her bed was the sort with drawers under the frame, and, finally releasing her tight grip on his twisted shirt, she reached into one and pulled out an odd device. She pushed it under his nose. "Do you know what this is, boy?" His eyes crossed trying to look at the phallic shape. "A dick, captain?" "That's right. Now suck it," she ordered. He was too intimidated to disobey and the head passed over his lips without protest. It was cool and heavy, fashioned from colored glass. It was much longer than the dicks he had seen on real men, and bumpier too. His tongue traced the odd lumps as she pushed it to the back of his throat. He soon realized that the dick in his mouth was moving at the same pace as the fingers in his ass. His lungs tighten as he felt the pleasure build. He couldn't hold back this time. He was about to— Suddenly Tigris pulled her fingers and the dick away. Pleiades whimpered pitifully. She rolled him over so that his hands were pinned behind his back. Then she stood back and finally undressed, dropping her silk pantaloons and lace blouse to the floor. His breath stilled as he surveyed her beautiful body. Much of her skin was tanned from years under the sun, but pale scars marked her body from neck to knees. He identified the round scars from bullets, the long slim scars from blades, the smooth discolored scars from burns, and, when she turned her back to him to reach for the rum, he saw the rough stripes from a lash crosshatching her back from shoulders to hips. He almost cried. She turned back and saw the tears in his eyes. "What's wrong, cabin boy? Do you not like what you see?" "Captain..." his voice caught in his throat. What did a cabin boy say to this queen of the high seas who had been so obviously mistreated by men? "Have my wounds cooled your lust?" she murmured while one hand reached forward to stroke his painfully erect member. Obviously, nothing had cooled. "I'm sorry, captain," he croaked. "I'm so sorry for all the wrongs of all the men in the world. Carve repayment from my skin, I beg you." "Oh, I'll make you beg for more than that before night is over," she crooned and rewarded his submissiveness with a few fast strokes. "Now, who is in charge here?" "You are, captain," he grunted. She stroked him again. "Then, as captain, I order you not to release without permission." "A-aye, captain." Holding back may kill him, but he would happily die for her. She swung one leg over him and rested her knees on either side of his shoulder so that her ass and woman's mound rose before his face. He looked down between their bodies, her voluptuous breasts hanging to either side of his cock and her eyes wickedly glinting at him beyond. Slowly, she lowered her soft nethers onto his face. Although innocent in the finer points of lovemaking, Pleiades intuitively guessed what she wanted. His tongue lapped at her moist lips, parting them and toying with them. He found the little pearl that he knew from the tales of prostitutes was the secret to her pleasure, and suckled it vigorously. Tigris let out a satisfied moan. As a reward, she pressed her breasts together around his cock. He tried to distract himself by plunging his tongue deeper into her, but the sensations became too intense. "Ca—captain!" he cried, muffled against her lower lips. It was the only warning he could muster as his cock erupted, spewing pearly streams of hot cream on her neck and breasts. "Cabin boy!" she raged. She sat up abruptly, trapping his face between his thighs. He redoubled his efforts to please her, his tongue searching deeper than before, but to no avail. She dismounted his face and stood before him, ablaze with fury. "How dare you!?!" "I—I'm sorry, captain," he offered. "I couldn't do anything to stop it. You felt so good." "You have made a mess of me," she growled. "Now get up and clean me." He struggled to sit upright with his hands still tangled in his shirt. She reached back and roughly tugged the garment away. Meekly he stood in front of her and started to scoop some of the semen from her collarbone. "Not like that," she snapped. He froze. "Lick it off." The idea seemed odd, but he was not about to disobey. He touched his tongue to her chest and found the flavor not unpleasant although the texture was like raw eggs. He quickly forgot about anything objectionable as he bathed her breasts and neck with his tongue. Even after he was sure he had collected every drop, he continued his ministrations. He noticed that every time his tongue passed over a nipple, she would grunt with pleasure. Taking it as a cue, he kissed and sucked her breasts. The distraction bought him time, but too soon she pushed him away. She sat on the edge of her bed. "Now for the punishment." "P-punishment?" his voice quivered. "Twenty lashes, to be exact." His knees almost gave out on him. He had only ever received 2 lashes in his life, but had no desire for a third. What's more, he had seen strong men broken under a beating that severe, their backs ultimately riddled with gangrene, and those few that had survived the infection were forever hunched over. "To be administered by my hand," she continued. "Come, cabin boy, lay across my lap." That was certainly not the usual position for receiving punishing stripes. He hesitantly complied, fear and curiosity warring in his eyes. Only when he was draped across her lap did he realize that this was a child's penance position when a parent wished to— *SWAT* Her hand came down hard on one cheek and he cried out from shock. *SWAT* His other cheek burned brightly. She spaced the next 18 spankings evenly over both cheeks. Pleiades was relieved that she would not destroy him with a cat-o-nine-tails, but it was supremely humiliating to be punished like a child. Tears of embarrassment and pain trickled down his cheeks and by the time she finished, he was sobbing lightly. "Now, let's start over," she sighed. Then one finger parted his cheeks again and traced his tight rosebud. It was still well oiled from before and easily slipped inside him. His suddenly hard cock strained against her thighs. The other hand found the glass phallus and pushed it against his mouth again. He eagerly parted his lips to suck on it. He joyfully rocked back and forth on her lap, her fingers pushing into him in counterpoint to the toy, and his own erection rubbing ever so frustratingly against her leg. After a little time, to his dismay, she removed the glass cock and her fingers. Dismay was replaced by delight when the phallus replaced her fingers at the entrance of his ass. She gently pierced him and each knob on the thing sent shudders through his body as it slowly passed over his prostate. He had never had anything enter his ass before this night, but the fullness was so satisfying he couldn't imagine intimacy without it. Then she pushed him to the floor where he knelt between her feet. He had to keep his pelvis tipped forward so that he didn't push more of the phallus into his recently cherry ass than he could handle. He was panting like a dog in front of her. She was a vision of commanding beauty. Even her scars, which had earlier made him weep, now infused her body with strength and power. She parted her thighs a little wider and pointed at her wet nether-lips. He plunged his face and tongue into her with a will. He had a lot to make up for, after all. His hands crept up to massage her thighs as he did. Tigris threw back her head with a happy sigh. Pleiades moved one hand to gently trace her lips while he lapped at her women's pearl. She groaned in approval. Summoning all his courage, he slowly sank one finger deep into her core. Her hips bucked towards him, and he took that as encouragement and quickly sank a second finger into her, never neglecting the use of his tongue. She was softly grunting now as he thrust his fingers into her. He added another two fingers and spread her lips as wide as possible so that his tongue could dive even deeper. She moaned heartily. One hand gripped the back of his head and kept his face buried. He filled her with as many fingers as he could, wiggling them all to give her as much pleasure as possible while polishing her pear with his tongue. Her breath quickened and then she cried out, her legs wrapping around his head as her back arched. Pleiades froze, afraid he had hurt her, but Tigris grunted and groaned and thrust her hips against him even more. "Don't stop!" she gasped. "Not yet." He continued his fingering and polishing as she writhed under his ministrations. Rush after rush of hot liquid bathed his tongue and hands. Finally, she pushed him away and let the shuddering aftershocks of the rolling orgasm fade. "I was right about you, cabin boy," she croaked. "You are a treasure." "Thank you, captain," he beamed. "Up on my bed," she instructed, and he happily crawled into bed with her. Her hand found the glass phallus still lodged in his rear and began thrusting it gently into him. He moaned and pushed back into her. Then, to his dismay, she pulled it out completely and dropped it off the edge of the bed. He should have guessed he would not be allowed another orgasm, not after defying the captain's orders like that. But then Tigris pulled out another toy from under her pillow. "See this, cabin boy?" He stared in wonder and a little fear at the object it looked like two great dicks fused in a right angle at the base. It was also made of glass, but was thicker and longer than anything he had seen before. "We're going to share this one, and I'm going to ride your ass like the little dock-side whore you are. Got it?" "Yes, captain," he whispered. She rolled him onto his stomach, and, with a little extra oil, slowly slid half of the glass toy in him. He let out a long, guttural groan. It felt so full that he wanted to cry. Then she shifted behind him and he could tell that she was lowering herself onto the other half into her swollen wet core. She thrust against him once and he cried out again. Then she pushed one hand under his hips and gripped his erect cock. She squeezed the base of it but did not stroke as her hips started to build a gentle rhythm. She swore long and loudly as she buggered his ass. His eyes rolled back in his head and he thought he might explode again—only he didn't. Somehow, her tight grip on his member was holding him back. The pleasure built up until he thought he might go insane. Then Tigris cried out again as she orgasmed and thrust one last time into him. Still, she would not grant him release. He waited, hoping she would stroke him. He might finish with a single stroke if only she moved her hand. Instead, she sat up, careful not to jostle the toy between them too much. "Such a good cabin boy. Or should I say cabin slut?" she whispered. "Will you be my slut? My whore? My toy on the high seas?" "Yes, captain," he agreed, hoping she would reward him with a stroke. She didn't. "And will you do whatever I say?" she asked. "Yes, captain," he said again, still hopeful and again disappointed. She reached up with her free hand and pulled a braided cord. A door opened and a young maid stepped into the room. Pleiades recognized the prisoner they had taken from the merchant vessel two days earlier. It wasn't unusual for pirates to gang-press victims into their crew, but the maid looked even more innocent than she had when kneeling on the deck of the conquered schooner. That may have been because she blushed bright red at the sight of their naked bodies in such an unconventional position. "Yes, ma'am?" she squeaked, and then added a quick curtsey. Her raven locks bounced as she averted her eyes. "Girl, are you ready for your initiation?" Tigris asked. "I..." she could finish the sentence and blushed even brighter. "You all but begged to join my crew, and when I heard how the lord you served had treated you, I knew you would fit in among us, but to plunder the ships of men, you must get over your fear of them," she explained solemnly. Pleiades had been aboard the all-woman ship long enough to guess what the maid's history was like. Too often lords thought that their elevated status gave them rights over the female staff. It was despicable. "Yes, ma'am," she agreed. "Then take off that rubbish uniform and get over here, girl," Tigris ordered. The girl was shaking as she approached. She shucked her dirty old uniform with trembling fingers. She was not nearly as curvy as Tigris, but that was to be expected since she could hardly be 18, although she had to be since the captain had made it very clear that she would not tolerate children aboard the ship. Also, Pleiades recognized the signs of malnutrition that he had similarly displayed when he first came aboard, which made her look younger. This time there were no scars on her pale body but suspicious finger-shaped bruises on her arms. "Good," Tigris continued. "Now, this is *my* cabin boy, and you are not to touch him without express permission." Pleiades beamed under her and he felt her hand tighten possessively around the base of his member. He was the Tigris's boy. The knowledge uncurled in his heart and brought about a new rush of pleasure. "However," she amended, "tonight, for your initiation into our crew, you must overcome your fear of men and sex, and let my boy pleasure you in the most intimate ways." "I...I'm not sure I can, ma'am," the girl cried, close to tears. Her whole body shivered, even though the captain's quarters were quite warm. Captain Tigris and her Cabin Boy "Trust me," Tigris crooned. "Take a seat in front of him and open your thighs. He will not touch you until you instruct him. If you cannot overcome this fear, we will have no choice but to leave you at the next port." Spurred on by desperation, the girl climbed onto the pillows and spread her legs in front of Pleiades. He wanted very much to erase the bruises from her arms and the corresponding bruises on her mind and heart. He wanted to show her that not all men were pigs. Some were submissive sluts who adored women and would never harm them. But like the captain had said, he wouldn't touch her until she fully consented. "Whenever you're ready, girl," said Tigris. The girl squeezed her eyes closed and gripped the headboard like she expected a hurricane to blow her away. "Do it." Ever so gently and reverently, Pleiades licked her nethers. His tongue softly explored and discovered her woman's pearl, which he tenderly polished. "Oh," she sighed in surprise. He instinctively kept his hands off her, and instead made it his personal quest to use his mouth alone to pleasure her. He explored and lapped, always returning to her pearl to elicit another "oh!" One of the girl's hands drifted down and tousled his hair as he feasted on her. Soon the other hand joined it and she held his face close to her as she rocked her hips against his probing tongue. Her cries became more vocal and he knew she had almost realized her climax. He pushed his tongue as deep as it would go and she rewarded him with a choked cry and a rush of hot cream. He obligingly cleaned her, enjoying how she shivered with every stroke of his tongue. "Good boy," Tigris praised him, and finally she stroked him. At the same time, she thrust into him again, renewing the passionate energy between them. She rode him faster this time, thrusting roughly into him as she loosened her death grip on his member and stroked him lovingly. "Oh captain," Pleiades cried. "Please, please release me," "Not yet, cabin boy," she grunted, grinding into him harder than ever before. "I—I can't—" he whimpered. "I beg you." "Just little longer," she promised the pitch of her voice climbing as she approached release. He bit his lip and willed himself to hold back, but his balls were bursting, his ass was on fire, and his cock was burning with the need to explode. Tigris cried out and her rhythm faltered. "Now, boy!" With a moan of relief, he surrendered to his climax. Every muscle in his body clenched and cramped as he came in waves of unbelievable, mind-numbing pleasure. All three participants took a long, quiet moment to catch their breath. "Are you quite cured of your fear, girl?" Tigris broke the euphoric silence. "I—I don't know," she sighed happily. "Might I try several more times? Just to be sure?" The captain chuckled. "My boy is a slut, but as a slut, his services need to be paid for," she explained. "Do well as a crew member, save a little gold from our raids, and you may buy his services for an hour or an evening." "Oh," she sighed, disappointed. Pleiades felt little sorry for her, so he nuzzled her thigh in comradery, since he obviously wouldn't be allowed similar privileges unless he was bought and paid for. But as long as he remained Captain Tigris's boy, he could endure. "Now, forget your name, girl. Your old life is dead. From this moment on, you are Gail Webber," "Yes, ma'am," she replied. "You mean 'aye, captain,'" Pleiades prompted in a muffled voice against her creamy thigh. "Right. Aye, captain," Gail amended. "Good girl. Now, off to bed with you," Tigris ordered. The reformed maid reluctantly left the bed and stumbled back to the secret door. When she was gone, the captain hugged Pleiades and nuzzled his shoulder. "I'm so glad you are mine, cabin boy. You know what that means, right?" "I—I think so," he replied. "But the crew—they're always playfully touching and kissing me." "That's not a problem; they do that to each other. But your mouth, your ass, and your cock are exclusively mine. Never give them to anyone without direct orders from me. Even if they say the orders come from me, always confirm." "Aye, captain," he replied. That made sense. Tigris eased back, pulling the glass phallus from his tight ass with a soft pop. Then she pulled it from her nethers with a wet squelch. She discarded the toy on the floor. Then she rolled him over and smiled at the puddle of semen on the blanket. "Messy cabin boy," she scolded softly, but pirates weren't known for cleanliness. She just used the corner to wipe off his stomach and then threw the whole blanket on the floor as well. There were more blankets under that and they burrowed under together, Tirgris pulling Pleiades close to her for the night. "Sweet dreams, cabin boy." "Sweet dreams, captain," he replied. Pleiades surrendered to sleep feeling safe, loved, and satisfyingly used. He was the luckiest cabin boy on the 7 seas.