She Shouldnt, But She Will

by Francis Drake

  He swiftly lifted Thia and flung her over his lap, knocking the air from her lungs. The gasp she took was due to that, she was sure. Or could it have been caused by Derek’s hand smoothing its way across her butt? She squirmed, trying to find a balanced position, but with each move her breasts scraped the rough denim covering his erection, hard and insistent beneath her.

  Slap! The sound seemed to echo in the small salon. In fact, it was the sound Thia processed before the sensation of the sting on her butt. Whack! Derek’s hand fell the second time. She jerked with the pain and the force of the strike. Derek’s hand on her waist kept her from wriggling away.

  “Stop it! Who do you think you are?”

  “A pirate captain, your master, whatever you want me to be, as long as it’s the man in charge. You’re the one tied up, remember.”

  His hand came down again but with a slight difference. After the hard slap, his hand slid between her legs, petting her folds apart, caressing her clit. Against the sting of the spanking, the sensual touch sent desire spiraling through her.

  “Ohhh.” The moan tore from her. She spread her legs and he slipped two fingers inside.

  “Now, what should you have done while I was mooring us to the buoy?”

  A thought was hard to formulate. “Decide what you would do with me.”

  “Right. Good girl.” His thumb stretched out to stroke her clit.

  “Oh yes, oh yes.” She wiggled, so close to coming she could taste it.

  Suddenly, he withdrew and swatted her ass again, the hardest stroke yet. “That’s so you’ll remember the next time.”

  With the yelp of pain, she spread her legs farther, inviting him to strike her again if he’d continue with the finger fuck.

  “Oh, no, it is time for bed now. I think you’ve learned your lesson.” Derek set her on her feet and quietly asked, “Are you okay?”

  “Yes.” She hated sounding as excited as she did. Her pussy throbbed in concert with her butt. If she could see her ass, she knew it would be reddened. If she could touch her pussy, she knew it would be wet. “I’m fine.”

  “Good. I’m going to lead you to the ladder and go down first. You’ll turn around and I’ll keep my hands on your waist as we descend. You’ll be perfectly safe. And be quiet,” he added. “We don’t want to wake the rest of the crew. On my ship, everyone shares in the booty, and you are definitely prize booty. You know what that would mean?”

  Thia did. On the imaginary pirate ship, everyone would have their turn at her. Her heart raced at the thought—but in excitement not horror. She worried about her reaction.

  Exactly as he said, the descent to the lower deck progressed slowly but without incident. Once there, Derek took Thia’s arm again. After traveling several steps, he lifted her and placed her on what felt like a bed.

  The sound of his clothes being removed whispered in the cabin. She could hardly hear it over her ragged breath and the pounding of her heart. Then he grasped her ankles and spread her legs wide. Humiliation burned at having her naked body displayed before him, but her embarrassment was overridden by the desire to have him push into her.

  She’d never been wanton, but with Derek, all her inhibitions seemed to melt away. And somehow she knew with him it was all right to let go of them. With him she’d be safe to lose control.

  The bed shook as he moved between her legs. His hands fondled her breasts, exciting her nipples. Her breathing quickened and moans escaped her lips as her anticipation built of his sex invading her, filling her. She almost begged for it.

  When his tongue spread her nether lips and stroked her clitoris, her back arched, pressing her breasts against his fondling hands. Her body’s building crescendo began to demand release.

  His kisses moved up her torso. Was it her rasping voice begging, “Please, Derek, I can’t take much more”? She pictured his long, hard dick and heavy sack moving toward her. Raising her hips, she invited him inside. He was having none of it.

  His mouth took control of a nipple and sucked. Her head rocked from side to side and her arms pulled tight trying to get to him.

  Her mind processed the craving in her pussy and the aching sensation flowing from her breasts. She wanted both.

  Her arms pulled against the bonds holding her wrists. Her legs twisted and tried to wrap around him, to no avail—he pressed her legs back and held her where he wanted her. She thought she might die when his mouth moved to hers and his member pressed against her opening. She wanted any part of him inside her so she gladly took his tongue when he seized her mouth.

  It wasn’t enough. She waited for him to push into her but instead, when he broke the kiss, he moved further up her body. “Oh God, Derek what are you doing? I need you inside me.”

  He placed a pillow under her head and she realized her demand would be satisfied but not in the way she expected. The satiny head of his cock smoothed across her lips. Her tongue darted out and swirled across the crown, seeking the tiny slit where his pre-cum would be. Realizing she was at his mercy, her body relaxed in surrender. He gave a gentle push and she opened to him.

  He probed her mouth. She flinched and almost gagged when he hit her throat. He filled her, so she had no choice but to caress him with her lips and stroke him with her tongue. His balls, heavy and full, rubbed her chest and chin in time with his strokes. He seemed to have infinite control, driving deep, then shallow as he reached back and tweaked her nipples. She lost track of time as Derek fucked her mouth and her body involuntarily reacted to the sensations, tensing and tingling with desire. She hummed with need, and literally hummed against Derek’s cock.

  “Oh, Baby,” he moaned.

  After a final drive to the back of her throat, he moved off of her. He rolled her onto her stomach and bolstered her hips with a thick, firm pillow. She pulled up her knees, leaving her head on the bed and her backside and sex completely exposed for his pleasures.

  Being blindfolded only enhanced the anticipation—she’d never have believed it if someone had told her how much her senses would be heightened during sex by having her eyes covered.

  She should have been mortified. A small—very small—feeling of shame replaced her desire for release, but not her need. In that regard, she was a slut, pure and simple, her body’s release the only vital thing on her mind. She was trapped on this boat of sexual pleasure in a cove somewhere between Monterey and the Golden Gate, blindfolded and bound, with nothing to do but accept Derek’s actions. But then, hadn’t that been what she’d thought this trip would be? Wasn’t this what she’d hoped it would be?

  Lost in thought, she flinched when his finger moved to her small hole, circling and spreading lubricant around and into the tight orifice. She tensed. Until today, no one had ever touched her there, much less penetrated her.

  “Calm down,” Derek said. “Relax and enjoy this.”

  Her mind ran wild with sensation when he poked at her and finally invaded her pussy with his cock. ”Oh, yes, at last,” she said on a sigh.

  She was close, so close. Her breath came in pants and she strained to push back against him, to drive him further into her heat, but he held her in place, and then he stopped. Just stopped. He pulled out of her and slapped her butt, hard, and more than once.

  The memory of her spanking earlier and the pleasure that followed set her up this time. Instead of focusing on the sharp impact of his palm, she waited for the rich gratification of his fingers or (God willing) his cock back where it belonged. Heat infused her butt cheeks, but drops of her inner dew lined her labia.

  Rather than filling her pussy, Derek’s finger circled her small hole. Her heart pounded and Thia tried to decide if the thought of his entering her ass made her feel icky or excited. The involuntary thrust of her butt against his finger answered the question.

  He pushed through the opening an inch and pulled out, then again, each time sinking a bit farther. His free hand stroked her cheeks and he whispered soothing sounds to stop her from tensing. The slight pain from his i
nvasion was offset by his gentle touch, kisses and licks.

  His digit stretched and expanded her hole. When he was satisfied and when Thia thought she’d pass out with the strange sensations assailing her, he probed her pussy with his dick.

  He thrust in and pulled out, pushed in, pulled out, drove in and pulled out, all in concert with his finger in her ass.

  “My, God,” she heard him groan, and she agreed with his sentiment wholeheartedly.

  The end came when he pressed his finger on her clitoris. Her mind went numb. She spouted gibberish and then screamed. Colors flashed behind her blindfolded eyes and every muscle in her body pulled tight.

  When her thoughts returned she realized he was still inside, still hard. She was confused. Did he not have an orgasm? She might have asked, but she didn’t think she had the energy.

  Again, his finger fucked her ass, his cock stroked her pussy and just when she thought she’d die, his finger pressed her clit. Her body dropped into chaos, like freefall, but not knowing if there was a parachute. The force of her orgasm numbed her mind. She had no will. All choice and decision had been removed from her. He could do as he wished with her.

  Derek removed the pillows and rolled her onto her back. He released her wrists, but only long enough to pull them over her body and bind them to the head of the bed. He spread her ankles and tied them so she was open to whatever he wanted to see or do. No matter what happened, she had but to react. Her eyes still blindfolded she waited for what would come next.

  His weight made the mattress dip and his head snuggled between her legs.

  “God, your scent alone is enough to make a man shoot off. Combine that with your taste and a guy could go half crazy.”

  He licked the length of her nether lips, and then tugged her clit into his mouth. With fingers again tickling her slick channel, she was almost gone in a few seconds.

  She screamed, “More! Harder!”

  But, his attentions moved to her breast. Starting with wide, massaging circles, his fingers finally settled on her nipple. Rolling the nub between his thumb and forefinger sent spears of pain as well as streaks of pleasure radiating through her. Pushing up with her heels her ass shot off the bed but her bonds kept her in place.

  “Oh, Baby,” Derek rasped. In one hard drive, he entered her. It wasn’t hard or fast enough.

  She whimpered without shame or control. With each thrust, her back rubbed the sheet. If they had been on her bed, the squeaks would have punctuated each push and the headboard would have banged the wall. His mouth latched onto her shoulder, sucking, nipping the skin. The scrape of his teeth, his breath, hot and fast, his cock rubbing her clit while pumping her to oblivion—every other sense was heightened without her sight.

  She came with a power she’d never imagined before but which was becoming commonplace tonight. She soared above the heavens, up past the stars and into darkness until her breath caught and her writhing stopped. Her only motion was the contractions sending her pussy into total chaos. Derek had ceased pressing her into the mattress, and when she came to her senses, she wondered why.

  “That was beyond incredible,” she managed when she could breathe.

  “Felt pretty damn great from this side, too,” Derek replied, removing her blindfold. “I want to watch your eyes when you come the next time.”

  “Next time?” How much more could she take? She watched as he squeezed some gel from a tube and applied it to her pussy and then put some on his sheathed dick. “What is that?”

  “Personal lubricant. I don’t want to hurt you when we fuck again.” He winked. “Pirates have stamina. I plan to fuck you more than you have ever been fucked in your life.”

  “You already have.”

  Nevertheless, she watched him ease into her. Her well-used body accepted him easily, expanding just enough to provide the right amount of friction to drive her to distraction. He pushed in, then pulled out. And pushed in. And pulled out.

  “You didn’t come.”

  “No.” His brow bunched in concentration. Sweat ran down his back and arms. She raised her head and licked the salty liquid from his neck. He groaned and increased his thrusts.

  His strokes were long and sure, and every one hit her right where she needed to be hit. Any second she was going to come again. She clenched her fists and hung on for dear life as the first crest of her orgasm struck, flinging her into a wonderful place where logic played no part.

  Derek stopped moving again until she came down far enough to speak. Then he shifted slightly.

  “How can you still be hard?”

  “Cock ring. I could go all night. And I might do that as good as you feel when you come. It’s like an earthquake with a thousand aftershocks, all centered on my dick.”

  The scent of sex filled the air and her juices mixed with the lubricant ran over her ass and down to the bed.

  On his knees, he held his cock in hand. He plowed her furrow, rubbing her clit, and then poking just the head into her. Over and over. Well, over and over for about the two minutes it took her to come again. This time, she yanked on her wrist restraints, wanting to be free so she could grab something, hold on to anything that would give her a foundation in the turbulent sea in which she found herself.

  She was living every woman’s dream—orgasms, one after another, until she thought she’d pass out. The pause after each orgasm just made the next more devastating. Her nerves were raw. Could someone actually die from coming too much?

  Derek said, “You don’t know how that feels. You come with such strength. I think my poor little guy is going to be sore tomorrow.” She gasped as he started a new assault and his balls slapped her ass.

  “Maybe we should stop?”

  “One more time,” he whispered on a moan. “Or two.”

  In the end she lost track, and it seemed as though her world was one continuous orgasm, a narrow border between the pain of overextended nerves and sheer, ultimate pleasure.

  A loud grunt penetrated her haze, and finally Derek’s penis pulsed inside her. He collapsed, his weight taking her breath, his mouth taking her lips, moving over them, kissing her deeply while swallowing her moans and groans.

  At long last, he raised his head and pushed off her. He untied her ankles and then her hands, chafing each to stir circulation back into them.

  She stretched, watching him rise and dispose of the sagging condom and magical ring that had banded the root of his shaft. Barely able to move, she pulled the cover and sheets over her and snuggled down.

  Derek slid in beside her. Flipping a switch on the night stand doused the lamp designed to appear like a ship’s lantern. Without another word, he turned her onto her side and cuddled against her back. In moments, his deep steady breathing told her he slept. In no time, she did the same.

  * * * *

  Thia woke to sunlight, the purr of well-tuned engines and the smell of coffee. Pushing off the covers, she threw her legs over the side of the bed and sat up. Aches she hadn’t known yesterday assaulted her. Step by tiny step, she made her way to the head and a hot shower, emerging less achy but famished. Looking through a small clothes cupboard, she found and slipped into a fluffy white robe.

  She stepped into the lower salon expecting to find Derek. Instead, she found coffee sloshing in a pot secured on the counter. A mug hung from a hook near the pot. She filled the mug with the black liquid and took a deep whiff. I need this. Taking a small sip, she automatically adjusted to the motion of the boat moving under her.

  After a quick caffeine fix, Thia took the rest of her coffee and climbed to the salon where she found Derek piloting the craft.

  “Good morning. I figured we needed to get started if we’re going to get back this afternoon.”

  Thia looked at the clock nestled among the instruments. “It’s one o’clock?”

  “You looked so comfortable sleeping, I thought I’d let you.”

  She snorted a laugh. “How could I avoid sleeping when you shtuped my brains out last night?�
�

  Smiling, he answered, “Shtuped? That’s a pretty demure term for someone who ‘shtupes’ as good as you do. Do you even know how many orgasms you had?”

  “Enough to make me think I’d died and gone to heaven last night and to make me ache all over this morning. How far out are we?”

  “Maybe an hour.” His eyes swept over her with appreciation then he winked. “Time to shtupe if you want to.”

  She broke into laughter just as she sipped, almost choking. “I don’t think I could handle it. I’d better dress and get my things together. Can I fix us a little breakfast?”

  “Fix something for yourself if you like. I ate earlier.”

  Thia went below, ate some toast and got her things ready, leaving them in the unused stateroom. She returned to the salon after about fifteen minutes and sat beside Derek. She watched the shore line meandering by and sipped her coffee, her back to his side, his arm over her shoulders.

  “Derek, I have had a fantastic time this weekend and I don’t want you to take this the wrong way.”

  “I hear a –but– coming.”

  “Well, nothing could have prepared me for last night. I’ve never felt so alive, but I also have to admit, I’m a little worried about myself. You spanked me, had sex every which way from Sunday and tied me to the bed. We did things I’ve not only never done before, but things I’ve never imagined. And I just gave you free rein.”

  “So, it isn’t that I did those things but that you let me do it that’s bothering you?”

  “Yeah, I guess. In fact, you had me so worked up, it didn’t occur to me not to let you have your way. You made me feel great, there’s no denying it.”

  “Is that such a bad thing?”

  “Not bad, but it is a little frightening losing control like that.”

  “So you’re saying what? You don’t want me to fuck you again?”

  “I think we shouldn’t see each other again. It isn’t I don’t want you to fuck me, but that when it’s happening I never want you to stop.” Thia sniffed, losing the battle to hold back tears of emotion. Wiping her eyes she continued, “See, my emotions are out of control. Yet here I am, letting you hold me and not even trying to get control of myself. I haven’t been like this since my mother held me as a child.”