Black Sail

Arin thought long and hard that night through dreams of long hot sexy nights taking Jess over and over. He wondered how different it would be to bed a woman instead of a man. He looked down at her slim figure sleeping there. He had been entertaining thoughts of bedding her for several months now. He had watched as her body had grown more plump and appeasing. He saw her nude a few times when she thought he wasn’t looking or wasn’t there.



And now he decided he was going to have her. He wanted to see what bedding a woman was like and she was his little slave. He moved up from the bed pulling his clothes off him slowly as he locked his door. His pants and shirt fell to the floor as he looked over her slim figure. He picked her up easily, gently setting her down into his bed and he began pulling her clothes off her. She was asleep and so he had no trouble pulling her clothes and undergarments off.



He felt himself grow harder as his gaze flew over her nude body. He ached to feel himself buried within her depths. Taking his rope he moved to tie Jess’s hands up to the bed so she couldn’t fight him as much. He was taking her whether she wanted him to or not.



He settled himself down on the bed next to her still figure, filling his gaze with the sight of her. His hand moved out to stroke her body feeling the silky softness of her skin. He moved himself to cover her body with his own as he kissed her waiting lips and his hands found her soft breasts. These were nothing like the small stubbles called nipples, these were large and bouncy and fit his hand perfectly. He played with them massaging them in his hands as his lips continued to kiss hers’.



Jess slowly started to wake up from her dream to feel pleasure pooling between her legs as she felt her breasts being touched in intimate and inflaming ways, and a mouth was over hers. She moaned softly and found a tongue invading her mouth which woke her up. She struggled a little against the mouth and it fought to control her. She moaned again as just the dominance of a mouth could stoke the fires even more.



Arin found her responses to him created more arousal in him than any boy had ever caused. She struggled a little against his lips but he forced her compliance and she moaned into his lips causing him to grow harder. He was nudging her thigh as his hands continued to play with her soft mounds. He found he wanted to taste them in his mouth and soon his mouth started leaving a trail of nibbling and kissing along to her right breast were he licked her bud causing her to gasp awake.



He took her into his mouth sucking and nibbling causing a round of moaning and tossing from Jess. He smiled as he moved his free hand to feel that part between her legs again. His fingers came to soft curls and pushed past them to folds of skin. He pushed onr finger past them to find welcoming moist heat waiting for him. Jess arched into his hand making small noises her face was flushed and her heart beet was racing as she felt herself going down in flames.



His fingers explored her core and soon found her clit. His fingers just brushing it caused her to moan loudly. He found this interesting and started to pinch and squeeze it in his hands. Jess screamed as she arched her head back and her breathing grew rapid. His mouth moved to her other breast to cause more elicit pleasure as he started to pump her with his hands while pinching her clit.



She screamed again arching feeling herself about ready to explode. His fingers moved about her core and found a spot that caused her to scream more than pinching her clit had caused. He smiled, it was her spot, he started to push and rub and massage her spot making her scream more and more. He was so very hot now and his member just felt like it was getting painfully larger.



He pushed her spot one more time before she screamed loudly and he felt her muscles contracting as she broke. She hadn’t even come back down to reality and out of her passion hazed thoughts and visions, before she felt his mouth at her passage her legs over his shoulders.



His tongue was lapping at her entrance making her scream all over again. She arched into his lips her head thrown back as she panted between screams. His fingers moved to squeeze and pinch her clit causing her to scream louder as his fingers and his lips and his tongue squeezed, pinched, stroked, licked and sucked. She was going insane and couldn’t think strait at all. All she could think of was his fingers and his lips and the painful pleasure he was causing.



She felt his other hand moving to her other entrance and found a shock of her life as he slipped his fingers in. He was working more entrances now, pumping her both ways with his fingers and lips. He found her spot in her second entrance while he nibbled and sucked on her clit working her spot in her first entrance. She screamed loudly not knowing were to arch but just wanting more begging and pleading as her breathing became more and more labored.



He could feel her coming close to breaking and smiled as she screamed loudly again with a gush of hot creamy liquid coming out of her entrance. He licked it up hungrily, she tasted like honey, sweet and musky. He continued to work her like this until he had her breaking about 5 or 6 times. The sixth time she came he positioned her hips so that he could just plunge right into her sweet entrance while she was still lost in explosions. He was so painfully hot and couldn’t wait to take her any longer. He waited just a second before plunging deeply into her, breaking past her barrier.



Pain, filled her as she felt herself stretched, blood pouring from her entrance, and some foreign object was inside her She struggled to get it out but it continued to push itself farther into her holding her down. Arin paused waiting for her body to adjust though he so badly wanted to just keep slamming into her tight vaginal entrance. Once she stopped struggling against him he began to pump her.



Jess tried to fight him again but this time he had her pined and she couldn’t move. At first his hard slams into her body were painful but soon they caused more pleasure than anything else that had happened to her. She began moaning as he started to slam harder and faster into her. She wrapped her legs about him as she felt lips press against hers muffling any more screaming she would be doing.



Once he found her spot she was screaming every time he slammed into her. She arched, blindly trying to get him deeper and farther into her. His mouth possessed her as his body took her hard and possessively. Dominating her movements and throwing her into a fire that continued to be stroked higher and higher. Arin moaned into her lips as he found himself lost in her tight hot sheath. He just kept burying himself into her more and more, deeper and deeper. Her screams against his lips, caused him to grow harder and longer. Making the pleasure grow even more.



His tongue started to pump into her at the same pace he was slamming into her. She screamed more and more arching and moaning pushing him farther into her. Her held on tight making sure he didn’t break into her just yet as the passion and the fire kept growing higher and higher.



He continued to slam into her harder and harder quickening his pace for what seemed like hours until finally she couldn’t hold on any longer and she broke with a moan against his lips. He finally let the passion over take him as she broke into her still slamming into her even as he broke long and hard.



Once he came back to reality he was breathing heavily leaning most of his weight on Jess underneath him as he was still inside her. Jess came back to reality with him laying on top of her his length still buried deep within her. She moaned softly at the feeling but at the same time felt the urgency to get away. He had taken her virginity! He had forced her to sleep with him. He was gay but he still did this to her! After she had begun to trust him to start to fall in love with him, he had done this to her.



She fought to get away and that’s when she noticed her hands tied up to the head post. Arin smiled down at her as she tried to get away. She could feel him growing inside her. She wanted him to take her over again, harder and faster, but this was wrong! She tried to fight to struggle but his weight over powered her forcing her down against the bed.



“You are mine Jess.” He said possessively as he took her mouth with his causing the earth to shake beneath her. She was lost in his kiss and she felt herself melt allowing him to enter her mouth with his tongue stroking fires that had just died down. She moaned as he pulled back and she silently cursed herself for being so helpless in his arms every time he kissed her. He was large and hot inside her all over again and she felt herself flush, wanting him to stay there wanting him to take her again, wanting him to go very far away.



“Arin….” She said softly so unsure and battling with herself. He kissed her again preventing her from saying anything else as he started to move within her. Her legs moved up about him again as she moaned into his lips. She wanted him, he could tell, she fought him, but she wanted him.



He smiled as his kiss grew deeper and he began to slam into her again with hot need and hunger. He had her screaming all over again as he gave up her lips to suck on her soft nipple, nibbling and sucking. Arin continued slamming into her until they both broke again. This time he pulled himself out before he collapsing beside her on the bed panting for breath.



Jess lay on the bed, her chest heaving with each panting breath, her hands being tied above her head forced her breast to thrust out with each pant. Arin lay there watching her as he regained his breath. He found he liked bedding women, they could go as long if longer than males. He continued to watch her as he became hard again and moved his hand to cup her breast as he sat up on his side.



Jess moaned softly still very tender and on fire from just a few minutes ago. She was slowly going back to normal before his hand took her breast and started to cup and play with it. Her breath left her quickly when he moved his lips to take her other exposed breast causing her to arch into him.



Arin was becoming hot again and wanted to take her all over again but he knew she would be too sore to go again because it was her first time. Then he realized he could take her again with the second entrance and he smiled. He pulled away from her as she made a noise to protest. He smiled more, she liked this a lot. He pulled out the lubricant and put it on his fingers moving to push his fingers into her second entrance.



“Arin…” She moaned confusion and heat rolled into one as he pushed her legs farther apart so he could ready her. He started to stroke her spot starting the fires up again. She moaned loudly her eyes glazing a little. Once he was sure that he had her ready he moved his hand to untie the ropes. His hand was slippery from the lubricant so he used both hands.



Jess knew freedom as her hands were released and with out Arin holding her down she felt the huge urge to run over take her. She quickly got to her feet running towards the door. Arin was on her before she reached the door. He pushed her against the wall with his heavy frame behind her.



“Don’t ever try that again” He purred angrily and huskily near her ear. She was his to do with as he wanted and she couldn’t fight him, he thought. Just as the cabin boys before her, she was all his until he tired of her.



Jess whimpered against the wall as he pushed her against it. Suddenly he wrapped his arm around her waist pulling and pushing her towards the ground onto her hands and knees.



“Arin… please…” She begged. She didn’t know what she was begging for but she needed to beg.



“You’re mine” He whispered possessively against her neck as he kissed and nibbled her. He positioned himself so that he could enter her second entrance with one thrust, and moved his hand to cup her breast and the other to wrap itself into her core.



She whimpered being overpowered with so much at once and yet craving it at the same time. Arin continued to nibble and lick and kiss her neck and shoulder while he played and pinched her nipples and pumping and pinching her clit. Immediately her brought her on fire begging for his hard member touching her second entrance to take away her aching to slam into her over and over.



“Please…” she begged, this time begging for him to take her. Arin felt himself grow hotter and harder as he pinched her harder causing her to scream before begging again. He wanted her begging for him, to need him always buried deep within her.



She moaned arching back against him, “Arin…” She panting need and wanting and desire in her husky voice, “Please… please…” she begged.



This time he couldn’t resist her plea’s and he slammed himself into her hard filling her completely with one sure stroke. She screamed in pleasure and pain as he started slamming into her holding her there with his lips against her throat, his hands squeezing and massaging and pinching. “Arin!” She screamed as he slammed into her spot hard.



He groaned against her neck, she was throwing him into sweet fire and he was lost moving with her making their bodies become one. She didn’t fight him anymore, she was to caught in his spell of pleasure and pain. He only came back to reality as he found himself breaking into her with a moan as she screamed again breaking.



Her hands and knee’s buckled beneath her and she fell taking him with her still buried deep within her as he continued to spill seed into her. Jess panted as she felt him filling her. It felt so right and yet so wrong. But she couldn’t move away from him, she couldn’t get herself to flee. She wanted him pinning her down, slamming into her painfully causing her to fly into oblivion over and over. She then felt Arin move, pulling him self out of her and she moaned softly wishing he was still buried within her. It made her feel whole.


She lay crumpled on the floor a little longer catching her breath. She looked up to see Arin hard all over again. She moaned softly her cheeks flushing as her eyes took in the sight of his cock, she had never seen a man’s member before and this man had taken her over and over again. She could tell his body demanded her again.



Arin looked down at her, he was tired just as she was but he still had to have her again. He couldn’t explain what made her so sweet and perfect but she was and he had to have her again. He watched her as their eyes met and he saw realization in her eyes that he wanted her again. He saw need buried deep within their depths and he couldn’t help but smirk.



He thought of one more thing to do with her before he would finally leave her alone. He got down on his knee’s taking her head and leading it to his aching member. He saw confusion in her eyes, “take me in you’re mouth” He demanded softly.



She looked up at him, “You’re too big…” His eyes bore into hers demanding she do this.



“You can do this Jess.” He said softly stroking her face leading her mouth to his member.



She was afraid now, he could tell, she struggled trying to pull back. He growled pinning her down to the ground.



“I’ll tie you up if I have to.” He growled.



She grew still, liking her freedom and nodded. He moved off her and sat back on his knee’s. He thought of something and moved to sit on a chair then directed her to come to him. She crawled to him but her body ached so much for him to take her again and from him taking her that her crawl was more of a seductive prowl.



He grew harder as he felt her warm breath against his member. “Take me” He muttered before her delicious tongue licked over him causing him to gasp. She found he tasted good and moved to suck on his tip. He moaned and this made her feel a little bit more powerful and she moved to take all of him.



Arin's hands tangled in her hair as he held her mouth to his, “Now pump Jess.” He grated between his teeth.



Her eyes looked up at him and he moaned, she looked so delicious and innocent and seductive with her mouth taking all of him. She started to move her head pumping him with her mouth. Arin moaned as his eyes closed, her mouth was so delicious as she sucked and pumped. He could feel himself ready to spill into her even now.



“Jess…” He moaned thrusting into her mouth.



She moaned, he was holding her hair keeping her head still as he started to thrust into her. It didn’t hurt, he made sure he wasn’t tearing anything but it still felt odd and she had just lost that control she had just had. He broke into her mouth spilling his seed. She swallowed him quickly finding that the taste of his seed wasn’t bad either.



She pulled away as he panted trying to regain himself. He was getting hard and hot again, she could tell. He was panting but under his black gaze were those violet eyes demanding to have her again. One more time he told him self. Just one more time.



He stood up moving toward her. She moved back away from him. Already sore and tired she didn’t know if she could handle him taking her one more time.



“Arin… I…”



“You’re mine” He said as if it was fact.



He took her hands lifting her up to her feet and pushed her back against the wall and he smashed his lips to hers. Once again Jess was lost to him, fire building demanding he take her again. She moaned his name against his lips as he pushed her farther against the wall. He pulled her legs about his waist as he held her up with just him self. He moved himself to her entrance and with out waiting at all just slammed into her. She screamed against his lips and he slammed into her. The wall kept her body from moving as much allowing him to bury himself into her deeper than before.



She screamed and arched as he thrust into her over and over. He couldn’t do this for long, still very tired. They both broke at the same time moaning and screaming each other’s names as they came. Jess and Arin slid to the floor too tired to do anything else. Looking at the curtains in front of his window Arin realized he had spent all day taking Jess over and over again.



He lifted himself up and picked her up in his arms depositing her in his bed. “Stay there” He demanded as he started to pull his clothes on. He needed to make sure his Crew wasn’t planning anything against him. He should have realized so much time had gone by. He never got himself so lost in his treasures that he lost track of time. And yet Jess had done just that.



He pulled his jacket on and unlocked the door before he opened it and left. Locking the door behind him, he didn’t want Jess trying to get out. He knew she had been really helpful when it came to the ship and work but right now he didn’t want her anywhere but his bed.



He turned around to see Jimbo was standing right behind him. He had been so lost in his thoughts that he hadn’t noticed him.



“Yes?” he asked. He could see an amused smirk on Jimbo.



“Fin’y t’k y’r Cbn boy.” He slurred as he continued to grin.



Arin cleared his throat, “Eh… yes… he was very delicious. Very good choice.”



“We heard you two making a racket all day. That must be a really good cabin boy to keep you going all day, and MAN does he scream.” Herk his second in command commented in hearing range of Arin and Jimbo.



Arin's eyes darken to a molten violet color remembering Jess screaming and panting as he slammed into her, “Yes… he does.”



“Must be a keeper. Maybe you’ll keep this Cabin boy.”



“Maybe…” Arin pondered that. How would he like to have Jess with him always, she made a good pirate and was even better in bed. He smirked, “maybe.”



He moved off amused as he go to work checking up on the crew and talking with one of his crew members in the crows nest who spotted a Merchant’s ship not that far from them. It was moving slow enough that they could over take it tomorrow… or tonight.



He pondered this, Jess would have to stay locked in his room, he didn’t want her getting hurt. She was tired and wouldn’t be able to protect herself, he had exhausted her when it was her first time. He felt oddly guilty, but he couldn’t deny that his body had needed hers and she had seemed to need him as well.



He was okay, in fact he was feeling better than he had in a long time. He got his second in command to come over to him and he told Herk of his plan to take over the merchant’s ship. Herk nodded as Arin called his crew to him



“Alright men! We’ve got a Merchant ship dead ahead just waiting for the taking! Are you up to it?”



They all cheered their agreement quickly dispersing as they started getting ready to over take the ship. They sailed toward the ship as the sun was down right behind them when they arrived at the merchant ship. The position made is so the merchants couldn’t see his ship because it was hidden by the rays sun. They wouldn't see him until it was too late and a cannon ball ripped through it’s hull as his pirates flung across the waters over to the other side attacking unsuspecting people and soldiers.



They had the ship down before the ship realized what happened. Soon his men brought all the treasure over to the Black Sail before they shipped off leaving the now poor and damaged Merchant ship bobbing in the water like a rubber ducky.



His men were happy. This was the best haul they had brought in for a long time. It was just the thing, he thought, for a celebration at Pirates Island. His men could enjoy women and drink and dancing and… for some of them men.



He moved back toward his room unlocking the door tired as he had finished up for the day and it was about midnight. He came in to find Jess laying curled up on the bed breathing softly.



She was so beautiful he thought as he looked at her body glowing from the candle light. He quickly took his clothes off and blew the candle out as he moved into bed with her hugging her close to his body. She was warm and soft against his skin. He breasts pressing softly against his chest. He was too tired to do anything but he did stroke her short ragged locks before he fell asleep.





Jess woke to a warmth against her cheek and body, she felt warm blankets surround her and arms curled around her. She felt oddly safe and warm, finding that she didn’t want to wake up and cuddled up against that warm body holding her to it. Body?... She opened her eyes to find Arin sleeping soundly holding her protectively to him. Her body felt sore and tender in so many places and she felt herself blush as she remembered all the things he had done to her yesterday. Had they spent all day doing that?



She gently pushed herself out of his arms out from under the covers. She moved over to pull on her clothes and walked to the door. Before he had locked her in… did he lock his door this time? She heard the door click as she turned the handle. He had forgotten to lock it last night! She pushed the door open to come out to a very empty looking deck. closing the door quietly she wandered about the deck wondering where everyone was.



The ocean breeze blew by taking a few of her short strands and tangling them in the wind. She closed her eyes as she listened to the water lapping against the side of the hull, feeling the gentle rocking of the ship. She hadn’t been very good at being at sea before but now it felt like home to her.



She smiled pushing a few stray locks behind her ear.



“So you finally came out.” A voice behind her says.



Jess turned around to see Herk at the helm stearing the ship.



“…yes… where is everyone?”



“We looted a merchants ship last night, their sleeping, and getting ready for Pirate Island.”



“Pirate Island?”



“Oh just the place that all pirates meet up, to have women, men, drinks, and what not.”



“Oh….”



“But you don’t need to worry about that. Capn’s probably going to have you locked up in his room the whole time.”



Jess blushed, “What makes you say that.”



“From your day long screaming yesterday.”



Jess blushed more, “… I… see….”



“Don’t feel embarrassed lad. Not many lads sleep with other lads but on the sea’s it’s commen. Besides non of Capn’s other Boys could last as long as you did. I think he might keep you.”



“What if I don’t want him to.” Jess spoke back a little venomously.



Herk blinked for a moment then looked back at the ocean, “Then you could run away… I’d let ya.”



Jess nodded calming down, she was just flustered and she didn’t like being embarrassed or treated like a boy who was gay. But if she ever told them she was a girl they would either throw her off or rape her. She had gathered that much from working with them this long.



Herk made a loud whistling noise that had Jess turn back to him, “what?”



“The island,” He pointed to the peak of an island not that far off. The rest of the crew was soon on board. A lot of them were clapping Jess on the back, “Didn’ know ya had it in ya.” Some said.



Jess just blushed some more before moving out of the large crowd of men to bump into someone. She turned around to find Arin right in front of her. Her heart started beating fast as he had his hands on her shoulders to keep her from bolting.



He didn’t look very pleased but he wiped it away as he looked at his crew, “Alright men! Time to enjoy you’re selves! Here’s to drink and Women and Men!” He cried as they pulled into the Pirate’s Island dock. The men cheered as they ran off the catwalk to the island. Soon it was just Arin and her self again. Herk had left with the crew. She was alone with him… again… what would he do this time.



Arin was not pleased that he had been so tired last night that he had forgotten to lock his door. But he was glad that Jess was okay and no one had snuck in that night. As he watched his crew leave the ship he smiled to himself as he lifted Jess over his shoulder and headed toward his bed chamber, “You’re all mine now.”



Jess shivered but held onto to his shoulder as he brought her into his room. What more could he do to her she wondered?



He set her down onto the bed and lay over her with him on his hands and knee’s and he started kissing her hard and long.



Jess was instantly lost at his soul wrenching kisses. “Arin…” She moaned as he crushed her to him pressing his bulge against her opened pant covered core. “Arin!” He rubbed harder causing them both to go mad with kissing and feeling and soon tearing off clothes. Before long he was forcing her on her back rubbing his member between her breasts as if it was her entrance. She moaned as he did this, he never broke but it made both of them a lot hotter. He started sucking on her breasts as he played with her core that was mere inches from his pulsing member. He squeezed her clit making her scream. He loved that scream.



Then impatient he moved his hands and slammed into her hard hitting her spot. She screamed again arching. He crushed her mouth with his and starting pumping her hard and fast. They were franticly feeling and touching and pumping and moving and kissing as if this was the last time they could ever do this. Finally they both broke and he kissed her long and hard as they came down.