Celebrity Sex Stories

The next portion of the story.

Sima's journey toward penance.

Spankmasters
May 19, 2024
15 min read
group sexanalanal sexgang banggroupslappingChapter 2whipping
Chapter 2
Chapter 2

The next portion of the story.

Chapter 2.

Sima's Journey Towards Redemption.

Intense agony swept through the back of Sima's thighs!

"AAAAHHHHH!"

"Slut, I demand an answer!" Lee didn't raise his voice, but there was a menacing undertone to his words. More burning shot over her thighs. He's using his bloody belt! Her skin felt as if it was being torn apart. It felt quite different than the slap of his hand on her ass.

"Perhaps the girls' room has doors. I'm not familiar with it. In the men's restroom, there's too much activity in the stalls to leave the doors open. But that didn't stop you, did it?"

"No, Lee." Sima gulped.

"Refer to me as 'Sir,' slut." Sima's eyes widened slightly at his demand, but she doubted it was the right time to argue.

"No 'Sir,' it didn't stop me. It sped me up. I like being watched." Lee nodded, somewhat pleased with her response and her respectful address.

"Why didn't you ask me to take you to the bathroom and fuck you?" Sima grunted as Lee struck her thighs once more.

"I did want to Sir. But..." Sima halted for a moment, her cheeks turned red with embarrassment. I'm such a slut, she thought.

WHACK!

"Respond to the inquiry!"

"I'm so sorry, Sir. I... I like you a lot more than I've liked anyone in a long time. I didn't want to freak you out by telling you how much... how much of a slut I am!" Sima now wept loudly, her groans only serving to encourage Lee's actions. He hit her harder and faster, burning the lines of pain across her thighs and tush. She felt guilt. Deep, piercing guilt for the debased needs and lusts she had. Just like with her father. She treasured her father and despised her inability to meet his expectations, yet her carnal cravings had seemed insurmountable.

"But," she thought, gasping for breath between sobs, "I tried to hide them from Lee, and I've given him a front row seat to the depths of my depravity!"

Amazingly, she craved the experience in the men's bathroom. She ached for the type of raw, debauched sexual assault she could only experience there. There was no better way to be fucked than in those restrooms. "If I could, I'd fuck you right now!" she thought, choking on her tears and mucus. She even felt she deserved the punishment being administered by Lee. He'd fucked her so much, but still... her need for degradation surged.

Coincidentally, twice before she'd been fucked by four men each time. It ended with four because the first man had managed to reduce the queue of eager partners. It was almost like escaping. Not from the men, but her yearning for debasement.

Each time, she'd been taken several times before fleeing the scene, stumbling from the sleazy, grubby halls, oblivious to the onlookers, slaves to the twisted need swirling in her head. Running through the crowd, pulling her miniskirt down to cover her naked buttocks and privates; pulling up her shirt to conceal her bare chest and cleaning cum from her face. In front of the throbbing beats and the writhing, sweaty throng.

One man had remained; taken her back to his place and fuelled her again, and once more prior to calling her a taxi and then sending her home. But another man had turned away in disgust as soon as he'd seen her smudged makeup and soiled clothing. His disapproval cut through her like a knife, seated alongside her pride in surviving such a perverse ordeal. But the thrill surpassed the shame. Memories of volunteers lined up to penetrate her flooded back into her mind.

I met Lee a few days ago since our last encounter, and ever since, I haven't experienced being openly penetrated in front of others. Yet, I craved the idea; it felt like a relentless urge brewing within me; like a fear of possibly never encountering it again. Despite Lee banging me with all the awareness that he is giving me intense pleasure, I couldn't disregard the thoughts of strangers ravaging me in front of an audience. I knew I loved being fucked by Lee, and how thoroughly he feared me post sex was evident by the way we embraced each other. However, the notion of not being vulnerable to these voyeurs caused me infinite distress.

Fuckplay. My stomach tied up in knots. This hunger to be demeaned was something I both yearned for and despised at the same time. This erotic abandon caused all my insecurities to dissolve, and the captivating orgasms I experienced during the process made me feel liberated. My time with Lee was indeed special, as it merged sensual togetherness and mutual vulnerability, which was also a unique experience for me. It had been a significant period since my desire for intimacy resurfaced, and yet I couldn't imagine leaving it behind. However, my needs for the carnal ecstasy I experienced by becoming a source of satisfaction for strangers kept consuming me.

Lee kept hitting my warm ass and thighs repeatedly. Although Sima started shedding tears less frequently, she subconsciously felt that she'd be punished for her actions. Despite feeling this, she secretly found comfort in being cleansed, as well as the fact that Lee knew the atrocities she'd done to him that night. However, despite their love-making sessions, Lee still felt obligated to punish Sima, which she also considered to be fair. Moreover, the stronger pain inflicted on her with the belt whipping, made her feel at harmony with her distressing emotions. It resembled the feeling of being relieved after her father beat her, which felt like her retributions for letting him down.

"Ouch...oh God, Sir!" Sima yelped from deep inside, involuntarily bringing up the first time her father punished her. "I'm so sorry, Sir, but I'm a slut," she sobbed. "I know I can't change who I am. But I'm starting to like you, Sir. I won't hide it from you again. And you're welcome to punish me. I know I deserve it, Sir!"

But Lee didn't say a word except for cracking his belt against the back of Sima's leg a few more times. However, this was no ordinary belt whipping. Behind it all, he was contemplating his response to the situation. He couldn't deny being fascinated by Sima flirting in the men's bathroom, despite the approaching tension of what he was most likely to stumble upon. But when he saw her engaging in oral intercourse with multiple men, his mind was regularly thinking in a more sinister mien. What on Earth was she doing in the Men's restroom?

Nevertheless, Lee had admitted what he enjoyed the most; watching his women receive immense pleasure from the sight of other men, and even inviting them. So when he realized Sima had participated in something equally uncomfortable for him, he couldn't fathom having a physical relationship with her. Yet, he seemed unwilling to let go of Sima given her glaring need for distressing sex coupled with pleas for harsher treatment.

Contrary to popular belief, Lee had a penchant for dominatrix sex and purposeful degradation. In reality, punitive play was what brought arousal to him, the balance between the pain and the pleasure, was what catalyzed him the most. And Sima's struggles seemed to fit into his desires. It was hard to describe this sort of attraction, but Lee was driven by the appeal of annoying situations - the balance between what his lover desired and the agonizing pain he shared it with her.

Out of all the mistresses he'd met, only a few contributed towards serving his requirement of punitive sex. This favor could stem from the emotional turmoil gradually built up in Sima, as she welcomed being whipped, physically and emotionally. Sensing the underlying desire, that was considerably different from the rushed consent involved in Sado/Masochistic interplay. Lee beamed at the thought of exposing her to his preferences. He whipped his belt into her agonizingly red behind one last time, then unfastened his…

He got closer to her, slightly widening his eyes when he noticed her thighs were wet with pussy juices down to her knees. The pungent smell of pussy and old sperm arose from her dripping vagina. Her engorged lips bulged out between her blistered thighs. He inserted his penis into her wet crack. Sima moaned. He inserted his penis slowly into her pussy, lubricating his shaft. Then he took it out and smeared her anus with the droplets of juices flowing down his member. He inserted four fingers about halfway into her twat, creating a cup with them as he pulled them out and pressed the tips of his slime-covered fingers just barely past her sphincter, which created a pool of her thick lubricant within her stretched anus. He positioned the tip of his still clammy dick at her tight entrance and began forcefully thrusting his stiff and shiny meat into her ass, arching his hips into the stroke. This wasn't fresh territory for either of them.

"I believe your cunt had enough cock at the club, slut." Sima could feel her shoulders tremble, feel her trying to isolate tension from her buttocks and thighs, keeping them relaxed as he continued to push relentlessly up her shit canal, deeper and deeper. About three-quarters of the way in, he withdrew, gathered more pussy juice onto his dick and reentered her now gaping anal canal. It slid much more smoothly this time and he penetrated to his full length in one steady push, his balls lightly slapping against her recesses as he reached his maximum depth. Sima relaxed completely now that her anus had been stretched to accommodate his girth. She went limp, melding the entirety of her body against the arm of the couch. At full extension, once the head of his dick was just barely still in her ass, he leaned down and spat a large gob of saliva onto her constricted anal ring. Sima shivered as the viscous fluid dripped over her swollen brown anus. When Lee felt her jerk, he sped up, pushing his hard and glistening flesh into her tight hole in a consistent rhythm.

"You are one baseball bat-shaped, cock-craving, three-hole whore, Sima. Have you ever had a cock in all three holes at once?"

Sima groaned. It was one of her unfulfilled fantasies. She'd hoped it might happen at the club, but she was overcome with lust to the extent that she couldn't manage to make it happen. In the bathrooms, it was like she was a limp ragdoll with no will of her own, yielding to whatever position a man wanted to cram his penis into. If she hadn't been escorted out, it might have happened, eventually. Sima shuddered, fearing to consider what else could have occurred if had stayed longer, consumed with imaginings of the missed possibilities.

"Not yet, Sir."

"Aww, what a dismaying virgin! Ever dreamed of being airtight?"

Sima cringed at the crudeness of Lee's remark even as she became sexually aroused by thoughts of her shitter being stuffed with his swollen dick. Fluids trickled out of her vacant pussy in long threads. She could feel every ridge and vein of Lee's hard shaft in and out of her tight anus. She sighed, satisfied that he hadn't been deterred by her deceit and relished the perverse thrill of knowing her deep desire for anal invasion had been fulfilled. She no longer felt guilty for indulging her voracious sexual tendencies. She had no more thoughts of seeking more cocks. Her exhibitionist urges had been fulfilled by the stretching of her anus by Lee. She allowed her mind to clear, allowing the pulsing sensations of her ardour to fuel the orgasm growing in her abdomen. His prick plunged into her anus again and again. She arched her back to assist him in penetrating even deeper.

"Aaaargh!" She usually fingered her pussy when taking cock in her ass, or used a vibrator on her clit, and in her pussy. But this time, she left her arms outstretched, content to let the pressure of her orgasm develop more gradually from the anal domination being inflicted upon her by Lee.

Rather than merely paraphrasing the text, I tried to make the language more slangy and sexual without changing the original meaning thoroughly or overcomplicating things. The repeated "Sima" could be considered repetitive and might've been removed to avoid redundancy, but the lyrical aspect might enhance the narrative and tone. Similarly, the repeated "anal canal", "shaft", and "dick" do not cover up the original meaning but instead add a more explicit and common term for these body parts.

Lee gazed down at Sima, reclining on the sofa. Barely two years older than her, but worlds apart in terms of experience. She wasn't a V-card holder, that much was clear; Lee knew he had the edge when it came to mind play and tinkering with emotions. Her hair cascaded like silk, pitch black against her snowy skin, except for her ass and thighs. They were shot with red, a sharp contrast against her slender waist and arched back. As his erection slipped into Sima's tight anal opening, stretched taught to accommodate his girth, he marveled once more at the capability of such a torturous entrance to grudgingly accept his phallus. His focus was on the velvety grip of her colon, relishing the sensation of its supernatural stretchiness, embracing him almost lovingly while maintaining enough tension to deliver the level of satisfaction he craved.

His orgasm grew more likely by the second, building up a rhythmic ache. Lee relished the sting of anguish, the tinge of vulnerability, and he slowed his thrusts, inviting the tension to swell. Complex images then surfaced behind his closed eyelids. Sima knelt, her thighs splayed in the grimy toilet stall, her head back, eyes screwed up in ecstasy. Taking some other guy's erection into her mouth until it reached the root, her thighs spread wider to accommodate her menial task, reaching back slightly, gripping the guy's buttock, pulling him tighter to coax a deeper slide. A glossy fluid spilled before she shut the room down and turned him around. He remembered how breathlessly Sima had straddled him, and then—a moment of shock—her vulva gaped open literally drowning the floor in pools of sticky juices. The hapless guy held his finger inches away from her belly when the need for release forced her to resume jacking him off. The instantly recognizable rhythmic wheeze of her destination finally caught his ear, clueing him in to her deepest, most hidden desires.

Lee witnessed Sima gently pulling back until the other man's cock sprang free, swirling it around her lips as if relishing the residual taste of another man's ejaculate. She moved to lie on her back next to the stool and then went to bathe herself once more. Her fingers nestled gently in her button-less dress, sliding open the crotch, exposing the silk material coated in precious girl juice. The smell of her arousal filled the air, hinting at the drenching wetness between her legs. Lee knew she couldn't hold out much longer. But she wasn't done. She sent out beckoning signals to those onlookers. It was some kind of game, it seemed. Three more guys eagerly wasted their loads, two in fierce squirts on her face, and the final one took her in sexual heat, dragging every last drop of his life force into her.

Sima had played the only game, but the guy Lee had observed (the third) became one of the players alright. With her eyes locked keenly on his, Sima hunched her back even further, straddling his waist. Pulling on her pussy until she found him, suddenly he felt himself being drawn into her embrace, disregarding her previous sessions in the bathroom. One of her hands cradled his balls while the other plunged into her. Her body twisted, redoubling her vigorous thrusting, her other free hand kept up the mad pace on her merciless work on her clit. With a visual hint of arousal and her deep, throaty moans, her breathing had become erratic, her ''I'm going to have an orgasm'' sound had clutched a few moments before she went rigid in her partner's grip. From his angle, he watched her neck muscles bunch as her orgasm-gripped body canted back before creasing into a fitful jerking. Her slack jaw clenched when it looked like her soul fluttered through his notch; her eyes still focused on his, she squawked she couldn't breathe until rhythmic wheezing and an awkward shudder warned that she'd lost consciousness. Satisfied with his perch to the side, Lee slowly rose and abandoned the room, leaving Sima to recuperate from her sexual escapades. And then he saw the glow of averted eyes in the dark as three more men stepped into line for their turn.

Lee had no doubt that she'd never reach such heights of ecstasy with him as she had humped on a stranger's cock in that stall, swallowing his spurts like a porn star. But this man knew what made her tick. He would tame those desires and make them his slaves. His lips curled into a sadistic grin. Pushing his fingers inside her anal ring, Lee viciously pinched Sima's ass cheeks. With both hands, he clasped each side of her butt, then squeezed them hard. He could feel the pressure building in his balls, ready to explode at the base of his dick. He rammed himself inside her, rough enough to make his nuts bump against her pussy lips painfully.

Sima met his ferocity, allowing her hips to swivel to let him ram himself as deep inside her as he could. A guttural moan escaped her, fueled by his fierce thrusts. Backing herself onto him, she embraced his powerful invasion. She was desperate for his spunk, hungered for his hot seed shooting into her butt.

"Please cum in my ass, Sir. Oh, make me feel your sperm filling up my ass. Fuck my ass! Let it destroy me." The orgasm struck swiftly. While incredulous how many she'd had that night, there was no capacity left in her body to do anything but lay limp under the aggression of Lee's thrusting, letting him have full rein over her submitting body. Her head flung back against the pillow, and her thighs trembled from the force of his penetration. She yearned for pleasure to absorb her, fill her.

She gasped, realizing that broken moan was her own. Her body tingled and melted around Lee's rock-hard cock, relieving her, making her feel exhilarated by his raw power. Too drained to muster any remnant of orgasm, Sima just laid there, utterly submissive to his brutal entry, knowing he'd force the final detonation. Her body jerked, reacting to his potent thrusts echoing from her hips. Her womb ached, burned, all feeling drained away as Lee's cock assaulted her inferno of delight with his essence.

Legs splayed wide, she was helpless. She couldn't stifle the cries that dripped from her lips as Lee's strokes traveled her body, opening her for her ultimate surrender. Hope surged when he reached his climax; when his pressure pulled him over the finish line and filled her with life, allowing her to temper his intensity with her surrender. He gripped her thighs with all his power, his pace broke up completely. He was on the brink of coming, couldn't wait to become part of her. She moaned hungrily, her head buried in the pillows, rejecting no more.

"Come on, pummel my asshole, Lee," she whimpered, "Fuck my asshole so I can feel you come; I need you to take control of me."

His breathing was quick now, and she feared being crushed by the force of his thighs smashing into her butt. His control started to fail him, barely managing the violent release. Sima tried to accommodate him, desperately reaching to increase his grip on her. Collapsing, he slid halfway out, half inserted in her, and still, he tried to gain an inch more. In a whispery groan, he came. His cock slammed into the receptacle of her ass, flooding it with his spunk. His thrusts speeded up considerably, burying himself deeply. Groaning savagely, Lee couldn't bear to separate himself from the joy that filled Sima's anus. He tried to invade her one last time, but it was too much. His cock, now drenched with her juices, slipped out gently, leaving a warm load inside her.

Sima's euphoria lay around her, inundating her. Few things brought her joy like a man knowing her body was designed for him to enjoy. Though orgasming and taking sperm were a great thrill, the real gratification came from knowing men used her for their pleasure. When she connected with these men, watching them lose control of themselves over her, she felt rewarded. If having strangers in her bed frustrated her, it was because she felt guilty for keeping her sexual habits hidden from the ones she loved. And it didn't stop with Lee. Many shared her bed and were delighted by her abandoned submission, but it was this mystery man who seemed to capture her completely, able to bend her and coax out utter dominance. Still, she couldn't accept mere fucking from a regular; only her men could make her feel the freedom of her pleasure being used for them.

Sima indulged in her sluttish ways with every guy she was with. To her, cheating wasn't an accurate description of her actions. Cheating connotes a relationship, while what Sima did was to engage with complete strangers and let them have their way with her in public and semi-public places - the more humiliating the better.

She got turned on by the thought of doing it in bathrooms at clubs. She loved being pushed up against a wall with her skirt up, getting it on in a dark alley, getting it on in the backseat of a car and being finger banged. More than once, when a guy had more than half of his fist inside her, she'd glanced out of the fogged windows to see someone peeking in, trying to watch her cum. The first time it happened, she was mortified. But the guy fucking her pussy didn't stop, and within seconds, she experienced a powerful orgasm, filled with a unique kind of embarrassment. After that, she started visiting places known for voyeurism. The mere thought of being caught there provided fodder for her vibrator.

It was Lee, her latest lover, who became privy to her lewd deeds. Sima lay stretched out on the couch, her ass cheeks and thighs still warm and wet from her punishment, and her cunt oozing from cum. Lee sat next to her, his thighs pressed against hers, his hands on her lower back. She could feel his semen sliding through her bowels and his penis shrinking as it lost its hardness.

The idea of Lee finding her in the midst of her most depraved moments weighed heavily on her. Sima closed her eyes and imagined how it would feel to have been caught by him. If only she could have looked up when she had a guy's cock in her throat; if she had seen Lee walk in, gazed into his eyes while he watched her. Had seen his reaction--his shock, disgust, revulsion, or even a moment of voyeuristic arousal. Just to see his face when she was at her dirtiest -- it would have been even more humiliating than how she felt at that moment.

Despite her feelings of shame and guilt, Sima lamented the missed opportunity. She could have felt an indescribable, delicious level of humiliation if she'd seen Lee's expression on her most depraved day. It would have been so much more potent if she'd seen his reaction. It felt like a squandered chance. She thought, "Fuck! What a missed opportunity!"

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