Rick’s hands drifted over the bound woman, stroking her soft skin, enjoying the sight and sensation of her blindfolded, plugged, and gagged for. He changed the tension of the leashes that held her still just a little, moving her from her previous head-down, ass-up position to an ass-and-elbows position, legs still open to show her wet cunt and the letting the jewel of her plug wink in the light while her upper body rested on her elbows. No, she was no tight-bodied 20 year old anymore, but there was a supple softness to her curves, a width to her hips that made his hands ache to grasp them and a heaviness to her breasts that drew his eyes… and would soon draw his fingers. Her waist was still well-defined, leading his hands inevitably down to her hips, and along her thighs to the junction of her gaping cunt.
Sara moaned behind the gag. His hands felt so good, the heat of them drawing little gasps and whimpers from her throat, and she knew that her pussy was close to dripping. When his fingers found her slick labia again, she whimpered and jerked against her bonds, the dichotomy between her smarting ass and her burning pussy lips making her incredibly aroused all over again. Being unable to see only made it worse, the complete lack of control erotic in a way that nothing else in her life had been.
Abruptly she felt the gag being unbuckled and she gratefully stretched her jaw, leaving her head otherwise still because with the blindfold still on there was no point in turning her head. A finger tapping her cheek startled her, and his voice came again, a warning note threading through it. “What do you say, pet?” A second of panic tightened her body before she realized what he was waiting for.
“Thank you, Sir,” she whispered, too broken even to resent having to thank her blackmailer for removing the gag. His voice was light this time, pleased.
“You’re welcome. Now, I suggest you listen carefully because you’re not going to get a second chance at this, pet. Do you hear me?”
Sara’s eyes widened behind the gag. “Y-yes, Sir… I- I’m listening.”
Another pat to her head, approval this time and she found herself pathetically grateful for it. “Step 2 of your obedience training. I’m going to use your body for my pleasure, pet, and I may pleasure you or I may cause you pain and regardless you will express your gratitude for my attentions. Do you understand?”
It took Sara a moment to process this. “I- I think so, Sir?” A hand stroked her cunt and brought a sudden moan.
“Good pet, your honesty is perfect.”
Erring on the side of caution, she whispered, “Thank you, Sir.” Another approving stroke to her cunt and she found herself basking in his pleasure in her. His hands drifted along her body again, and she found herself wondering nervously when she was supposed to thank him and for what, specifically. Abruptly his fingers pressed deep into her cunt and pumped in and out, dragging a whining sound from her as her hips rocked against the motion, waves of pleasure radiating from her cunt and still-plugged ass. After a moment, his fingers withdrew and paused, and she realized that was her cue. “Th-thank you, Sir.”
“Good girl.” His fingers moved to press against her lips and she sucked them clean again, as carefully and thoroughly as she had done earlier. His other hand lingered on her sacrum, one long finger tapping the plug in her ass rhythmically and making her whimper. When he withdrew his fingers, she gasped out another whimper of gratitude, and his wet hand ran along her arm, her shoulder, leaving goosebumps in its wake. He palmed her hanging breasts, rolling and massaging and she groaned aloud when his fingers found one nipple and teased it into a sharp and aching peak. She was just opening her mouth to thank him again when he pinched sharply, startling a yelp out of her. He just pinched harder, twisting slightly and she realized that this was also what she was supposed to express gratitude for when the finger tapping the plug took on an impatient rhythm. “Thank you, Sir!” she gasped, hoping it would make him ease up, but while the tapping eased, his grip on her nipple did not.
“Good bitch. Your pain and your pleasure are both mine to give.” Finally, after what felt like an eternity, he let go. Another dip down to her pussy, a light pinch to her engorged lips and a moment of rubbing her clitoris that made her groan and arch into his hand before remembering her orders, a few more teasing pumps of his finger inside of her that left her achingly empty when he stopped, a return to the other nipple for both pleasure and pain… all of them she thanked him for until in her hazy, half-panicked state she even began to believe her own words. Certainly every cessation of pain brought genuine gratitude. Finally, he patted her head as absently as he would the pet he called her, and stood up. Sara found herself ready to collapse in relief, her entire body hyper-sensitized and quivering like a tuning fork attuned to his desires.
“Well done, pet.” She moaned a little in pleasure at the praise, too far gone to realize the irony. “I’m going to fuck you now, how does that sound?” All she could do was moan in assent, but when Rick’s hand on her abruptly began to feel heavier, she forced herself to answer.
“Yes, Sir,” she whispered, her voice a broken thread. That seemed to be good enough for him, and the next thing she felt was him slowly working the plug out of her ass, making her whimper and writhe against him.
“Now, little whore, where shall I fuck you? Your cunt or your gaping little ass?” There was a darkly humorous thread to his voice as his hand returned to rest on the small of her back after the plug was set aside.
Sara stiffened a little. While she’d played with plugs a bit in the last few years, no one had fucked her ass in years… and besides, her cunt was aching with need from the previous hours of play and she would do nearly anything to feel him fuck her with that meaty cock… not to mention, having cum recently, it was unlikely this would be over quickly. “Please, please fuck my cunt, Sir!”
A sharp slap to her still-sore ass was her immediate answer, startling a short scream from her. “WRONG, bitch. The correct answer is, ‘wherever you like, Master.’” One hand pressed her face down to the bed, hard enough to make her struggle to breathe, as the other delivered five short, hard spanks to her tender rear.
This was the last straw for the tiny bit of composure she had left, and Sara found herself sobbing. “I’m sorry! I’m sorry, Sir! Please fuck me wherever you like, please, I’m sorry!” Still pinning her head to the blanket, Rick moved behind her, his height an asset here as he bent over her to hold her head down uncomfortably, straining her arms.
“You’re goddamned right I am going to fuck you wherever the hell I want, you entitled little bitch.” As he leaned forward, his cock slipped between her thighs and she wriggled her hips frantically, trying to force him inside of her between sobs and continued gasps of apology. “You don’t get to make decisions about your little whore-cunt anymore,” Rick snarled, “What part of, ‘you belong to me,’ don’t you understand?”
Incoherent with terror and arousal and the frantic need to please him, Sara could only sob and gasp out a string of abject apologies and pleadings for him to forgive her presumption and to use her as he saw fit, but nothing she said placated him. Finally, he slammed her head into the bed one last time and let go, leaning back to rummage again in the bag. “Stupid bitch. At least you know what the fuck you did wrong and can apologize prettily.” She her him squirt something from a bottle, then the sound of skin rubbing and she shook uncontrollably. “I was planning to fuck your sloppy cunt as a reward for being so good, but I think now I’m going to fuck that tight little ass of yours as a lesson, and you’re going to thank me afterwards. But you at least apologized properly, so I’ll use some lube.” Sara squealed as one hand pinned her hips and the other began pressing his cock into her tight asshole. It hurt- he was bigger at his cockhead than the widest part of the metal plug, and it hurt as he stretched her out. Finally, with a nearly-audible pop, his cockhead passed her sphincter, and she collapsed with yelp of pain onto the bed, only his hand on her hip holding her lower body in place. Sara closed her eyes behind the blindfold and gripped the comforter like a lifeline as he slowly worked his way into her ass. In the coherent part of her brain, she recognized that he was moving slowly, carefully, and had used plenty of lube even after stretching her with the plug, and even appreciated it, but none of it mattered against the pain as her asshole felt ripped open by his thick cock. When Rick finally bottomed out, he stayed still for a moment, letting her adjust. A light pat on her hip startled her, and made her ass clench around him. “Good bitch.” He groaned as she clenched around him. “You feel so good, and you took my cock like a champ. That deserves a reward.” He leaned back, staying anchored inside her, and she groaned again. God it hurt, but now that he wasn’t moving there was some pleasure as well. Another sound of rummaging, then he was adjusting his hips and something pressed against her cunt, pressed inside of it, and she jumped as the little rounded toy began vibrating inside of her, sending waves of pleasure through her cunt. Rick groaned as well, clearly feeling the vibrations through her cunt walls, and began fucking her ass. Sara whimpered, each thrust tearing at her sore asshole but also rocking the vibe inside of her and bringing waves of pleasure. It didn’t take long before the two sensations began merging in her head and she was writhing against the bed as much as her bonds allowed, panting and groaning. It still hurt, fuck it still hurt but the vibration at that angle was hitting the internal parts of her clitoris and she was shaking with the need to cum. A sharp slap to her ass forced her attention to her master, “Don’t you dare cum without permission, you useless little cunt, or I will beat you black and blue.”
Immediately, a torrent of pleas fell from her mouth, “Please please Sir please I need to cum God it hurts but please fuck me please use me fuck my ass please let me cum, Sir, please!” Her voice broke on that last word, a strangled sob ripped from her throat and the man who was now her master laughed.
“Cum, bitch. Cum on my cock while I rape your tight little asshole.”
The words, filthy and commanding and cruel, sent her over the edge and Sara came, shaking and crying and writhing and screaming into the comforter. Wave after wave of pleasure, always mixed with pain, washed over her until she collapsed beneath him and only his hands snatching her hips up and forcing her harder onto his cock kept her from falling completely.
Her orgasm swept Rick up, too, the vibration in her pussy teasing his cock with that extra level of sensation as he bottomed out in her tight asshole over and over, and when she came, her pussy spasming around the toy he’d shoved up her twat, it gripped his cock too and milked him dry as he slammed into her one last time, dragging a scream from her throat as he emptied his balls into her ass.
He stayed inside her for a long moment after he finished cumming, her pussy still spasming from her orgasm and milking the last gasps of sensation from his cock in a feedback loop of pleasure. Finally, he reached down and removed the vibrator, shutting it off and tossing it aside, the emptiness of her pussy drawing a low groan from the woman beneath him before he slowly, reluctantly, withdrew his softening cock. This time she did collapse, her legs flopping to the ends of the bed as much as the leashes allowed and her head hanging limply. A few quick jerks of the leashes loosened them enough to allow her to curl on her side, shaking still, and he settled next to her and began stroking her tangled hair around the blindfold. He was pleased to note that she lost a little of the tension in her shoulders when he began to pet her, a sign that at a subconscious level she was accepting his right to touch her, and to seek comfort from him. It was a good start.
An indeterminate while later, he patted her ass gently and unclipped her wrists. “Up, girl. You did well. Now, it’s time to clean up. Go warm up some washrags to clean us both off, and if they’re cold on my cock you’ll be cleaning it off with your mouth.” She flinched, but obeyed immediately, remembering at the last second to whisper, “Yes, Sir. Um, thank you, Sir.” His smile was darkly pleased, particularly when Sara started to stand up but then glanced over her shoulder and dropped to her knees, moving to the hotel room bathroom on hands and knees. She was already beginning to anticipate how to please him.
Sara scrambled into the bathroom on all fours, still within sight in the open room layout but out of his direct reach for the first time since entering the room. Her ass was sore, inside and out, and her nipples hurt, but she was also oddly languorous with pleasure from the intense orgasms. She started to kneel up to reach the rags, and realized she couldn’t reach. Tentatively, she glanced over her shoulder and saw him watching, one eyebrow raised and a smirk on his lips. Her stomach flipped. “Um, Sir?” The smirk got wider, but he nodded in invitation. “May I,” she flushed and tried again. “May I stand up to get the washcloths and wet them?” Her reward was a pleased smile.
“I wondered if you’d think to ask. Good slut. Yes, you may.”
She trembled a little, shocked at the level of pleasure she felt in his approval but ducked her head to (unsuccessfully) hide her blush, “Th-thank you, Sir.” Rising shakily to her feet, Sara winced a little at the pulling in her muscles and the renewed pain in her ass, but moved quickly to follow her orders, unaccountably certain that he wouldn’t tolerate her being on her feet for long. Remembering his threat, she ran the water hotter than was comfortable, almost too hot to touch, and soaked all 3 of the hotel-provided washcloths thoroughly before squeezing the excess water out. Dropping back to her knees, she realized she couldn’t carry the washrags that way and lifted them tentatively to her mouth, glancing at him as she did so, and was rewarded with a nod of approval.
Returning to where he now sat on the edge of the bed, Sara knelt up and offered him the washrags in her mouth and was rewarded by an approving tousle of her hair. “Good girl. Now clean us up.” It didn’t even occur to her to clean herself first at this point, dropping the washrags onto the bed beside him and lifting the first to gently wipe him clean of herself, thoroughly but carefully removing every trace of her cunt and ass from his skin. Impulsively, as she finished, she leaned forward and kissed the head of his cock, then jerked back in shock at her own actions and flinched when he chuckled. His hand landed on her head, and he gently pushed her face back to his still-soft cock. “Nicely done, pet. You’re learning your place. Now do it one more time.” A tear slipped down Sara’s face as she obeyed, remembering to whisper an almost inaudible, “Yes, Sir,” before kissing her master’s cock again and settling back on her knees. She started to reach for the other washcloths, if only to have something to do by cleaning herself, when he stopped her. “No, pet, back on the bed, and lie on your back this time.”
Sara whimpered but obeyed, another “Yes, Sir,” slipping from her mouth almost instinctively this time as she climbed onto the bed, lying on her back and spreading her legs slightly on the assumption that he would want her to. A smile curved the edges of Rick’s mouth as he watched his little toy anticipate his desires again, and he lifted the second rag, still warm from her forethought, and settled between her legs after spreading them a little more. She flushed from the position- she on her back, an already intimately vulnerable position, with Rick sitting cross-legged between her legs, her thighs lifted to lie across his knees so that her cunt and ass were spread open and exposed to him again- and he smiled at her, holding her gaze as he gently wiped all traces of her arousal from her inner thighs. He tenderly cleaned her sore ass, his eyes going dark with pleasure when she whimpered at the pleasure/pain, and crooned endearments to her as he cleaned her still-wet cunt. She jumped at every rasp of the rough washcloth over her sensitive cunt, and he let her, chuckling a little as she jerked and writhed a little beneath his ministrations. She didn’t try to move away, though, and he rewarded her obedience by leaning forward, pressing her knees to her chest and his groin back against hers until her eyes widened before kissing her lips softly. “Good girl.”
Sara whimpered, her eyes filling with tears. She didn’t know how to process this. He was blackmailing her into sex, but it was also the best sex she had ever had, and fulfilled fantasies she had had since she was a teenager. She found herself slipping easily into the desire to please him, her mind already beginning to accept him as her master, but surely that was wrong! Her confusion spilled out of her eyes and she found herself sobbing against him. Rick, having expected this, gathered her into his arms and held her there, stroking her hair and whispering reassurances. The confusion this brought only made her sob harder, and he kept petting her until finally she cried herself out in his arms, hiccuping softly from the force of her sobs. Without bothering to glance behind him, Rick snagged the last clean washcloth, now cold, and used it to tenderly clean the tears from her face, enjoying the confusion warring with gratitude in her eyes. Finally, after clearly wrestling with herself, she met his eyes. “S-Sir? May I ask you a question?”
Inwardly, Rick danced a jig. This was the moment most would lose the dynamic, would blurt out their question instead of asking permission. The fact that she had remembered to ask permission suggested that she was farther along than he had even dared to hope. He kept all of this off his face, however, and only favored her with an approving smile. “Yes, you may.”
“Why are you doing this? I mean, I almost get the blackmailing me into sex, but all of this… and then being so nice to me? I.. I just don’t understand!” The last was said in an almost-wail, and having anticipated this question, Rick shushed her with a kiss to her forehead. He had known this conversation was coming, but hadn’t expected it so soon. Truly, his little toy was a wonder, but then, he knew better than to underestimate her after working with her for so long.
“Because I don’t want a broken doll to passively bend over and be fucked… at least, not most of the time.” He winked at her, startling her into a weak laugh. “I want a girl worthy of my time and effort, which is why I chose you. You’re a magnificent woman, absolutely brilliant, wonderfully resilient, and so damned beautiful that you make my teeth ache.” He was amused to note that she was blushing and squirming in his lap at the compliments, and he tightened his arms just a little to ensure she stayed in place… and to feel her soft ass against his hardening cock. He had no plans to fuck her again right this moment, but he wasn’t about to deny himself these little pleasures. “I’ve wanted you for years, but that doesn’t mean I don’t also genuinely enjoy you as a person. I have every intention of turning you into a squirming little sex toy willing to do anything I ask, any moment I ask it, but not at the expense of ceasing to enjoy your company. After all, you’d get damned boring in that case. As for why I am doing it like this,” he gripped her hair tightly, drawing her head back and scraping his teeth across the suddenly-jumping pulse there and relishing her moan, “because you’ve already shown that you wouldn’t have been ready to give yourself to me without proper… motivation… and besides,” he let go of her hair and as she started to look away in embarrassment at her reaction, he gripped her chin in one hand and then slapped her face with the other, “I *like* hurting you. I like watching you flinch and whimper and writhe in arousal against me, because face it, you like being used like the degraded little whore you are.” He dropped her face and snaked a hand down to her cunt, pinning her body in place with his arm and teased the growing wetness he found there, then licked it off his fingers as she flushed brightly. “See?”
Sara shook in her captor’s arms. This was like a script from her deepest fantasies, the ones she rarely even let herself masturbate to, and she had never in her life been so conflicted. Finally, after her thoughts chased themselves around in increasingly tight spirals, she realized something: he wasn’t giving her a choice. There was no conflict here, because there was no option. She could submit to him, to become what he wanted and she’d always fantasized about being, or she could see her marriage and her life tumble to the ground around her. That wasn’t really a choice, as far as she was concerned, and at that realization the tension drained out of her.
Rick relaxed incrementally as he felt her turn pliant in his arms. This had been more of a gamble that he had wanted to admit even to himself, because those explicit pictures would break up his marriage as fast as hers and he wasn’t interested in letting that happen. When she snuggled into him, her eyes going soft as she looked up at him, he fought not to give an audible sigh of relief. He couldn’t stop himself from tilting her face up to him and kissing her again, tenderly, though, or from smiling when she gave him a shy smile and whispered, “Thank you, Sir.”
End Part 4
Source: reddit.com/r/sexystories/comments/an66p0/the_coworker_part_4_mfdubconbdsmanal
Bravo! Bravo! Well written, fantastic detailing and sequencing. Please continue these two characters. You’re highlighting the lifestyle in a wonderful way of words.