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“I think maybe five swats with a riding crop for each breast. On the nipple of course.” He drew out the riding crop, this one a wide end, the keeper over two inches wide. He wanted to make sure that her nipples received the full brunt of the leather.

The obscene arch of her back thrust her hard nipples out, an easy target for the crop. The Captain seemed to be an expert with the whips and crops. She could only brace her body for the inevitable pain and closed her eyes tight, the fear of the unknown much easier to handle, not sure how severe the pain would be.

She didn’t have to wait long. She heard the swish of the crop well before the pain. It seemed to take a long time, her nipple hit harshly on the tip, her breast jogging up and down after it passed and then the pain, the sudden, intense pain that shot to her brain. “EEEEEHHH,” she screamed out, sure her nipple was torn from her body, the intense pain shooting into her soul. She opened her eyes to see if he had drawn blood, just in time to see the crop sail through the air again, this time Stefani watching as if in slow motion as it shot past her nipple, her breast jiggling as it passed by, the harsh slap of the leather on her overly sensitive skin almost too much to bear, another scream dragged deep from her lungs.

He watched her pink nipples turn red as the crop beat each one, taking turns, his hand moving quickly back and forth, her breasts moving up and down continuously as he worked on the hard nipples unmercifully. She screamed almost constantly, her body jerking in pain with each strike. Finally he stopped, her breath ragged, her chest heaving up and down, tears dripping down her cheek.

He untied her and led her over to the bed, Stefani still sobbing as he lay her down on her back. He quickly stripped off his clothes, Stefani not even paying attention to him until he got into bed with her. “Now comes the pleasure Princess.” He pressed his cock against her naked hip, feeling her jerk as she felt the hot, flesh pushed against her. He moved his hand up to her breast, her eyes opening widely when he touched her abused breast, his calloused fingers bringing back the pain that he had inflicted on her.

“That hurts,” she cried out when his hand began to caress her breast. No matter how soft his touch was, it was still too hard for her whipped breasts. But he was not to be deterred, his hand grasping her breast in his powerful palm and compressing the flesh, her nipple poking into his palm. His other hand reached over to pluck her hardened, abused nipple, two powerful fingers gripping it tight as she moaned in pain. He worked on her breast for ten minutes, pinching and pawing at the nipples, keeping them erect and hard.

“Spread your legs for me Princess. As you did before, your knees bowed out, the bottom of your feet pressed against each other. I want you open and available for me.” He pressed his mouth to a nipple, sucking the swollen nub deep into his mouth, his rough tongue lapping back and forth over the tip. His hand slid down her naked abdomen, feeling her suck in her stomach as he moved lower and lower. He touched the top of her bush, pulling on the heavy clump of dark hair until it strained at the roots, her ass arching up from the bed as he tugged painfully. He slid his hand down farther, running his fingers over her puffy labia.

Her pussy felt drenched, his fingers extracting such unexpected pleasure from her body. Even her nipples craved the touch of his mouth, his lips sucking them deep into his mouth as his tongue danced over the tips. The pain was quickly being replaced by the pleasure, Stefani not understanding it herself. Now his fingers tugged on her pubic hairs, the sharp bite when he plucked a hair shooting into her brain. Her legs were already spread for him, trembling as he moved closer and closer to her wet pussy. He pinched her labia in his strong hand, tugging on the puffy lips, yanking them out, moving up and down her slit, her labia pinched tightly together.

“Such a nice pussy Princess. You like your pussy played with?” He teased her as his fingers played with her wet slit. He pushed her lips apart wider, his other hand slipping them back, revealing in all her glory her wet inner pussy. “You’re drenched your Highness,” laughing at her discomfort. “You’re dripping like a cheap whore.”

She was so humiliated, forced to lay there, her legs spread submissively while he masturbated her, his banter embarrassing her as he made her wet with desire. “OOOHH,” she murmured, trying to hide her ardor, but his finger pushed against her virgin hole, the first time a male had ever touched her there or seen it. His finger circled the tiny hole, pressing in as he did, Stefani feeling her pussy opening up to the ever widening circle, her hips moving to the intimate probing. “No, not there,” she cried out in pleasure when his finger touched her pleasure button, the place that Gretchen had taught her that would bring the delicious orgasm that shattered her body. But he wouldn’t be deterred, two fingers peeling back the protective hood until it was exposed.

“It looks just like a tiny cock,” the Captain commented as the dark red bud pushed up in arousal, his finger rubbing back and forth over the tip, Stefani’s gasps of pleasure made his cock jerk against her naked hip. He played with her for over forty-five minutes, bringing her close to an orgasm then stopping, her hips searching for the fingers that were bringing such pleasure, the Captain moving back until the straps restrained her from moving closer.

“Please. Please let me cum.” She begged him, her body betraying her, seeing the Captain’s fingers soaked in her juices, her sex undulating up and down in mock fornication, searching out relief.

He stroked her nipples until she settled down, then returned to the masturbation of her virgin sex. His fingers ran up and down her slit, pulling back her labia until she ached in pain, his finger slapping at her swollen clit as she shuddered in pleasure and pain. For almost an hour he brought her to almost the peak of pleasure, only to stop, preventing her from achieving the orgasm she so desperately sought. Then he began again, her body covered in a sheen of sweat, glistening in the candlelight, his fingers again masturbating her, using her own body against her as he brought her to the brink of cumming. “Time for another whipping Princess,” pulling her up from the bed, her legs barely able to support her limp body, her emotions drained by the constant masturbation.

She didn’t even fight the bondage again, her body drained, her emotions at the brink of exploding. This time he bound her differently. Her arms were drawn up over her head, but also her legs, pulled up parallel to her body until her ankles were along side her wrists, her knees behind her ears. Her naked sex was never so exposed. And that is what she feared. Her sex open for a whip or flogger. The blood had already rushed to her sex, his fingers keeping her on the sexual edge. Almost there, but not quite allowed to cum.

“Yes, you are right Princess,” noticing where her gaze was. “It is your pussy that will be whipped this time. Maybe a spanking with my hand to warm you up. Then I have some lovely whips built just for the female sex, made to delight and punish.” His hands slid down her sleek thighs, moving to her open sex. “Your pussy flowers open for me. Even your tiny anus is open and available, just a tiny star, pink and delicate.” He loved the way her body was presented, with her legs drawn up so high, her silky inner thighs were so available to the whip. Her pussy lips were drawn apart, her juices from the last hour of masturbation still soaked her bush. He stood next to her and drew back his hand. He slapped her inner thigh just inches from her pussy. She let out a tiny yelp of pain, gritting her teeth as he felt the warmth of her thigh, his hand already hitting up the tender flesh. Another blow, this time on the other side, her body jerking in pain, seeing her cringe, Stefani knowing where the next one would land. Not to disappoint her, he let his hand swing, hitting her directly on her labia, his large flat palm slapping hard against her puffy lips.