Simon had to concentrate extra hard on his work, being easily distracted when he thought about Miss Monica. The day after she’d drawn him in for the unbelievable oral sex, with facesitting for dessert, was a casual Friday, and he felt his pants getting tighter when he saw her in the hall in black jeans so tight she’d have to be poured into them. The shape of her gorgeous ass was revealed like never before. He wondered what it would be like to have her squat with his face enveloped by the magnificent cheeks he’d held and seen before.
Later that same day, he saw her sitting at her desk, absorbed by whatever she was doing on her computer, when her threat of ‘painful consequences’ came to mind. He had a lifelong desire to be spanked that was as yet unfulfilled, and seeing her in her chair, he pictured himself lying in her lap, with his pants down, being punished by hand, paddle, and maybe even bent over for a dose of the strap.
The day passed, leaving him with yet another boring weekend; the only highlight was a spanking he gave himself Saturday night. He’d done it many times before, but this time with the extra flavor of picturing himself over Miss Monica’s knee while he smacked his bare bottom with his hand and a hairbrush. That ‘extra flavor’ splashed onto the far wall of his shower when he jerked himself off to one of the best climaxes he’d ever given himself.
He went to bed that night with mixed feelings. He desperately hoped he’d interpreted her threat correctly and wondered how to get her to make good on it without betraying her trust. He’d have no problem keeping that secret, but he also worried that he’d exaggerated her intent and perhaps the pain she spoke of wasn’t physical, possibly verbal abuse.
As he tried to sleep, he decided he’d be more than satisfied to be available on demand for more of her enticing pussy, getting another erection when he contemplated the possibility of being held prisoner between her thighs, holding his face embedded in her savory snatch for hours. He’d make her cum again, not being released until he’d made her squirt. He imagined his face covered in her copious juice as he shot the produce from this last erection into the toilet.
Simon wasn’t alone in his inability to get their incredible meeting out of his mind. Monica barely made it through the weekend with her imagination going wild. She rubbed and toyed her pussy raw, with scenes of Simon doing whatever she asked flashing through her mind.
She’d had a lover who showed a submissive side, whetting her appetite for more. She liked his obedient nature and the way she always came first in their sexual escapades. Doing some research on the topic, she found some of the milder forms of BDSM appealed to her, but when she started to employ even mildly painful elements of that life, it proved the beginning of the end with him.
Having had a taste now, she wanted it again but only had a couple of candidates who quit even earlier than the first. The one that got her in trouble at her prior job was the last, his formal complaint being the basis for them asking her to leave. She’d promised herself she wouldn’t fall into that trap again, but then there was Simon.
He’d shown similar docile leanings as those other men, perhaps more so, but there was one big difference between Simon and the others who preceded him. He was young. All the others had been close in age to Monica, and comparing them to Simon, she wondered if that was the problem. If they hadn’t already been interested in submitting to a female dominant, they wouldn’t likely develop one now: old dog, new tricks.
Another distinction between Simon and the others was that he indirectly worked for her. Being many steps up the corporate ladder from him was an advantage she was loath to press, but she knew that, at least initially, he would follow her anywhere like a new puppy. She decided it might put him in the right frame of mind, but in time, she would play down that advantage and ensure he knew his career would not be threatened.
Though neither knew it, they were almost perfectly matched but would proceed carefully for fear of scaring the other off.
Almost a week after their first encounter, she called the Help Desk for a technician to visit her office because her computer was ‘behaving strangely.’ She expected it would be Simon, but on the off chance someone else turned up, she’d claim the problem had suddenly disappeared.
“Do you need help, Miss Monica?” Simon asked from the doorway, waiting to be invited in.
“Yes, Simon. Come in!” she said, smiling at the handsome young man she couldn’t wait to be with again. “Now listen, Simon,” she said as he sat down with her standing directly behind him. “There’s nothing wrong with my computer, but make like you’re fixing something while I ask you some questions. Okay?”
“Yes, Miss!” he said, getting excited already.
“Good. We can’t do what we did in the office again. Do you understand?”
“Yes, Miss.”
“I would like you to come to my house instead, okay?”
“Yes, Miss. When?”
“Wednesday evening around eight? That’s tomorrow.”
“I’ll be there!” he said, his enthusiasm evident in his voice.
“I’ll expect you to do anything and everything I tell you to. Can you do that?”
“Oh, yes, Miss!”
“I will not tolerate challenges! There may be consequences for failure. Do you accept my authority in that regard?”
“Oh wow! Yes, Miss! Definitely!”
“There’s a business card right in front of you. My address is on the back. Take the card, and I’ll see you at eight o’clock tomorrow!”
“I’ll be there! Thank you, Miss!” he said with a cautious smile, wondering if he’d been too eager in his responses. He hoped her smile suggested otherwise.
She watched him walk out, still unsure how far she should take it this first time. He had a nicely shaped butt and would love to see it in her lap, but she’d need to be careful trying to go too far too fast. If it went the way she hoped, it would go well beyond the experiences she’d had so far, but she’d need to be careful about exhibiting the right level of dominant control. Even so, she was excited about the clandestine rendezvous, and his apparent interest bode well for them.
Simon could hardly contain his elation at the prospect of being with Miss Monica again, and to those who noticed, he explained he had a date that he was very much looking forward to, which was essentially true. Seeing how others reacted to his over-the-top exuberance, he realized he’d need to control his enthusiasm and not expect too much from her. After all, he would focus on her needs and desires above his own.
The following day passed like molasses in winter, but the day finally ended, and he was on his way to Miss Monica’s. When he entered her neighborhood, he was struck by the large size of the homes and their fancy exteriors. This was new to him, being brought up in far more modest surroundings. He even saw a Ferrari in one driveway! He didn’t see her BMW in the drive, so he double-checked the house number before pulling in.
He was intentionally early and remained in his car, trying to settle his nerves. He’d never felt such a debilitating combination of anticipation and fear. He hoped he’d read her right in that she’d expect him to always serve her needs first, to the point of his desires fulfilled only as an afterthought, if at all. He summoned the strength necessary to quell the tension he felt throughout his body and headed for the door.
When she heard the doorbell, her excitement ramped up as well. ‘Here we go!’ she said to herself. She’d toyed with the idea of making him wait at the door for five or ten minutes to demonstrate her authority. She’d chide him about his impatience if he rang again but decided against it for their first time, fearing he might actually leave.
“Hello, Simon. You’re right on time. Good boy! Come in!” she finished noting his smile when praising him.
“Hello, Miss. I … I brought you a bottle of wine,” he stammered, taking in her appearance before handing her the bottle of red Zinfandel.
Her face, as beautiful as ever, was made up a bit more than usual, and with her silky, long blonde hair pulled back in a tight ponytail, she exuded confidence. She wore a silk robe with a dark floral pattern that hid most of her luscious body’s attributes, but the black stockings below hinted at what was underneath. His body quivered with anticipation.
“Good choice! Not many people even know about a Zinfandel that’s not sweet and pink,” she said, looking him up and down to see a somewhat feeble attempt to look sexy. No matter; his clothes would be gone very soon. “Put that in the kitchen, Simon,” she said, handing the bottle back. “It’s right through there,” she instructed, pointing to a dimly lit doorway.
He took the bottle from her and walked to the kitchen, still on edge with anticipation. The kitchen was huge, with a center island on which sat a bottle of Cabernet and two glasses. He noted the dim lighting again, thinking, ‘Who has dimmers in their kitchen?’ as he left.
“In here, Simon,” she called from the den on the opposite side of the foyer.
‘Oh my God!’ he thought, seeing her sitting bolt upright in an armless executive chair, not unlike the one in her office, while images of him laying face down across her lap came unbidden.
She’d intentionally staged her position to see if his reaction gave any hints as to his expectations, and she smiled with the promise of having him over her knee at some point. It only remained to determine just how severely he would be spanked and what he’d do to earn it.
“Take your clothes off, Simon,” she instructed, awakening him from his daydream.
“All of them?” he asked with surprise.
“Did I say ‘Take some of your clothes off?’ or ‘Take just your shirt off?’ Simon?” she challenged in an authoritative tone.
“No, Miss!” he replied and nervously began undressing very quickly as if by doing it faster, he’d make up for not doing it right away.
“I thought you understood that you’re to do whatever I ask? Perhaps I didn’t make it clear that I don’t expect to be challenged whenever I give you an instruction. Do you understand now, Simon?”
“Yes, Miss! Sorry, Miss!” he said as his pants and what he thought of as sexy underwear came down, leaving him completely nude with his large cock pointing straight at her. He put his hands behind him as a show of deference.
“You appear to be rather excited!” she said as she stood up and gripped his manhood tightly.
“Oh yes, Miss!” he gasped with a quavering voice when she stroked it once and then gripped it again, at the end this time.
“Good. Now, there’s a powder room just around the corner where I’ve left a pair of underwear I want you to wear. I don’t want to be staring at this all night,” she said with a tug on his cock.
“Now, Miss?” he asked as she still held him.
“I’m not going to repeat everything I say tonight, Simon!”
“Sorry, Miss!” he said and walked quickly out of the room, his throbbing cock bobbing happily in front of him.
He returned to stand before her again, now seated on a leather loveseat in the den. She looked him over appraisingly, liking how the one-size-too-small bikini looked on him. She’d chosen one with a pouch in front for his package, but erect as he already was, it only provided an additional inch or two of room.
“Turn around!” she commanded, noting how the sheer, black underwear enhanced his cute, round buns. “Very nice. Did you see the wine and glasses in the kitchen?”
“Yes, Miss.”
“Go pour us both a glass,” she said, smiling as he walked away obediently. “The bottle you brought, Simon!” she called after him.
She was standing again when he returned with two nearly full glasses on a tray, offering one to her before he took his.
“Skol!” she toasted as a tribute to her Nordic ancestry and clinked glasses before taking a sip. “Good choice, Simon. Taste it!” she added, noticing he seemed to be waiting for permission. “That’s it. Now, drink it all!” He hesitated a second but caught himself about to question her again and poured the whole glass down his throat in two gulps, his nerves settling a bit with the aid of the alcohol.
“Thank you, Miss,” he said, remembering his manners.
“Put this on the table,” she said, handing him her glass, “and move the table out of the way.”
He put the glass down and then tried to move the table, but its legs seemed stuck to the hardwood floor, and it jerked when it came free, spilling some of her wine on its surface.
“Careful, Simon!”
“I’m sorry, Miss. Shall I get something to wipe that up?”
“No, there’s not much. Just leave it there. Take my robe off,” she told him, smiling at the excitement in his face.
Simon was enjoying his subordinate role, but it was mostly harmless up to this point. Now he’d get to see what was under her robe, realizing that whatever it was, he’d likely see more of her body than before and could feel his cock twitch.
He moved closer and started to undo the knot in the sash as she lowered her arms to her sides. Suddenly, he became aware of the height advantage her spiky heels gave her when he had to look up slightly to meet her eyes. He lowered his gaze again to the sash and let it drop to her sides. Like a proper valet, he moved behind her and, taking the shoulders of the robe in hand, pulled it down slowly, gasping at the sight of her cheeky black panties and the cheeks they left half exposed. He’d expected to see a garter belt holding up her hose, but the thigh-highs had a good grip on her shapely legs.
“Oh my God!” he said aloud with a stuttering breath, ready to declare her the most beautiful woman he’d ever seen, having not even seen the front yet.
“Come here,” she said with a chuckle at his response. She couldn’t help laughing when he came around front with his mouth gaping open in shock. “You like?” she asked casually.
“Oh, Miss! Yes! I’ve never seen anything … anyone so gorgeous, so stunningly beautiful!” he gushed and, remembering his place, moved a polite distance away with his hands behind again.
She basked in his effusive appreciation. She’d undoubtedly impressed other men with her beauty, but they’d always tempered their enthusiasm, not wanting to give her the upper hand, she supposed. Simon, on the other hand, made her feel as ravishing as he’d described her, with his genuine admiration, another clue to his suitability as a sub for her.
“You may touch me. Anywhere except my pussy. I’m saving that for that talented tongue of yours,” she said, dying to feel his hands on her body.
He started on her sides, just above the swelling of her hips, and caressed her silky skin lovingly. Sliding his hands up to cup her breasts, he pushed them up and together until a nipple crept out above the half cups already overflowing with her sumptuous tits. When the other nipple appeared as well, he leaned in with a pucker, ready to kiss.
“Uh-uh! Hands only!” she scolded. “Take it off!” she said, smiling when he wasted no time reaching for the clasp in back and pulling the straps down.
Hefting the weight of her gorgeous orbs in both hands, he alternately caressed and squeezed them as her breathing grew deeper. Tweaking her nipples had her pushing them into his hands, and finally, with fingers in his hair, she pulled his face in between them. Audibly sighing in response to his tongue licking her nips and mouth nibbling on each while a hand helped the other wait its turn.
“On your knees!” she ordered. Obeying instantly, she stepped forward to place her wet pussy on his upturned face. “Oh yeah! That’s good, Simon!” she gasped as his tongue licked through her sheer panties and teased the bare flesh on either side of the thin strip of glistening wet fabric covering her pretty flower. Moving his hands from her hips to her ass, his fingers clutched the fleshy mounds.
With the flat of his tongue, he licked her pussy like a dripping ice cream cone. When her hips started rocking in rhythm to his licks, he grasped the elastic of her panties and, hearing no objection, he pulled them down with his tongue following over her mons and into her wet slit.
“Oh God, Simon!” she cried with the exquisite touch on her now bare pussy. “Take them off!” she pled, enabling her to spread her legs apart a bit more, squatting on his face and wiping her abundant juice from his chin to his nose. “Stay still!” she said, and with fingers entwined in his hair, she pulled his face into her seething snatch, grinding her pussy against it. Her audible moaning signaled the coming climax, and rocking hips became jerking hips, punching his face with her pussy. Groaning with increasing pitch, her movements became even more violent as she pulled his face into each jab until her savory syrup flowed onto his face.
“Oh! Very good, Simon!” she complimented him, enjoying his proud smile. Leaving him kneeling on the floor, she sat in the center of the loveseat and slid her pussy out to the edge. “Again, Simon!”
She wouldn’t need to repeat this command as his tongue slithered quickly into her still-quivering slit. He smiled into her pussy as he looked up at her, moaning and gasping already. Slipping his hands underneath to grasp her cheeks, he lifted her to his mouth and ate her fragrant fruit like fresh watermelon; the slurping sounds proof of his enjoyment.
Minutes later, she was on the verge again, but she let him drive this time. Her body stiffened as his tongue concentrated on her clit. Pulling his hands away from her ass, one spread her perfect pussy open while the other slipped inside.
“Oh! Fuck! Simon!” she shrieked as another orgasm exploded inside with her clit between his nibbling lips and two fingers fucking furiously below. “Oh yeah,” she sighed, responding to his fingers keeping the heat up on her sloppy wet cunt. Jerking her hips in time to his finger’s thrusts, she wasn’t sure if each new jolt was just another wave or another climax. She decided it didn’t matter.
“Turn around … and sit back … against the sofa … with your head … lying back … on the cushion,” she panted between strained breaths. “Good!” she said when his head fell back between her thighs, his eyes searching for her as she waited for the strength to sit up.
When she did, her dripping pussy passed over his smiling face, and a drop landed on his upper lip. Before he had a chance to lick it up, her bountiful butt was coming down on his face, shifting to get her puckered rear door on his mouth.
“Lick it!” she demanded needlessly as his tongue began rimming as soon as it was within reach.
This was new for Simon and something he might have objected to, but obeying his mistress, he complied and found he liked it, especially having his face embedded in the deep cleft of her magnificent ass. Holding her hips, he felt her cheeks rubbing his face as she ground her ass against it.
She stopped, holding still with his tongue on her hole again, groaning with the pleasure of his tongue attempting, unsuccessfully, to probe inside.
“Don’t move!” she bellowed as she turned around and, kneeling on the cushion, placed her oozing cunt in his open and welcoming mouth.
Needing no instructions for this, Simon’s tongue licked her clean. Guessing this might be the last time tonight, he gave her all he had, and soon she was about to cum once again.
“Oh fuck!” she repeated as she mashed her pussy into his face and, with unintelligible groans, lifted off his face and showered it with several streams of clear fluid, some landing on his chest.
“Oh, Miss!” he shrieked with joy at what he saw as the ultimate appreciation of his efforts, something he’d only experienced once before.
Sitting with his head between her legs, she spread her ejaculate all over his face. She saw it as an expression of her dominance while he savored the gift she’d given him.
Slapping his face as though to wake him from his euphoria, she demanded her glass of wine. Simon retrieved it from the table and handed it to her. She gulped it down in one slug like a shot of whiskey.
“Get us both some more wine, Simon.”
“I’ve had enough with one glass,” he said and remained sitting on the floor at her feet, only realizing his mistake through the look on her face. He stood up swiftly, about to go to the kitchen, but she stood as well and grabbed his forearm forcefully.
“I warned you about having to repeat myself!”
“You didn’t have to repeat it. I’m going now!” he defended.
“Too late!” she declared, dragging him out of the room, still scolding him. “You haven’t learned through my instructions and warnings, so apparently, you need to be taught this lesson another way!”
“Please, Miss!” he cried, both genuinely worried and hoping he knew what was about to happen. “I’m sorry, Miss!” he said as she led him into a bedroom with an upholstered bench in the middle of the room.
“Stand here!” she ordered, sitting on the bench and pointing to the floor beside her. “You are going to learn to do what I say and not challenge me, and if my words won’t teach you, perhaps my hand smacking your ass will!” she said, noticing him trying to contain a smile that had her doing the same at the realization that she’d been right about another of his desires. “I want you to apologize and then ask me for your punishment,” she said, still holding his arm.
“I’m very sorry, Miss. Please punish me to help me learn to obey.”
“And how should you be punished?”
“Please take me over your knee,” he started, pulling his underwear down to mid-thigh, “and give my bare bottom a good, hard spanking. Ow, ow, owww!” he yelped as she smacked his ass while still standing at her side.
“Did I tell you to take your pants down?”
“No, Miss! I’m sorry, Miss!” he pled as he pulled them back up and was quickly guided over her waiting lap. ‘Oh my God! This is really happening!’ he thought to himself. He was unprepared for the feeling of her bare thighs against his body as he assumed the position he’d so often dreamed about.
She rubbed his cheeks, smoothing the fabric of his hastily restored underwear, before lifting her hand for the first real spanking either of them had experienced. She brought it down with a resounding smack on his near cheek, then treated the other to the same. So excited was she about finally having someone submit to her that she had to curb her enthusiasm for fear of scaring him off with too severe a retribution. She began with a rhythm and pattern, spanking hard enough to sting but hopefully not inflict too much pain.
Simon moaned and groaned with the extraordinary pleasure of finally getting the spanking he’d longed for for years. He would have loved it much harder but wouldn’t suggest it to her. An occasional cry of pain with a perfectly placed swat made it even better.
“Lift up!” she ordered with her fingers in the waistband of his underwear and tugged them down and off the ends of his legs, discarding them on the floor.
The spanking resumed with both appreciating the difference a bare bottom made. For her, it was the feel of his cheeks submitting to her hand, the sound of flesh on flesh, and the sight of his cute butt turning ever darker shades of pink.
For Simon, it was the realization of a fantasy he’d known seemingly all his life and the ultimate act of submission to a strong woman’s will. He wished he could stay here like this for hours, although the increased intensity of her spanking hand was a dose of reality. He was both glad and sad when she stopped.
“Have you had enough, Simon?”
He thought for a moment before replying, “That’s not for me to decide, is it Miss? Ow! Oh God! Oh! Oh! Oh!”
“Good answer! No! It isn’t!” she said, wishing she had thought to expect it, and resumed with several still harder spanks on one cheek before switching to the other.
He loved the intense sting building on each side as she continued spanking with the same pattern but continually harder. It was so much better than he’d imagined and already looked forward to the next time. She finished with a dozen hard smacks to each fleshy lower cheek.
“Oh, Miss!” he sighed as she soothed the sting with a light touch of her fingers that also teased the tight hole between his cheeks, testing his interest in something she had in mind for the future. She smiled when he lifted his hips, encouraging her to do more.
“You can get up now,” she said, helping him climb clumsily off her lap.
“Thank you for spanking me, Miss!” he offered thinking it was the proper thing to do, but also genuinely thankful for the incredible experience.
“Words of thanks won’t be nearly enough! Lay on the bed face up!”
Afraid the spanking might have been the last event of the night, he happily scurried to the bed and lay with his arms at his sides. He was a little surprised that his erection had shrunk during the spanking. He knew that was common but hadn’t expected it since he’d waited so long to fulfill that dream. Still, it was on the rise now with the anticipation of whatever Miss had in mind for him.
“It seems I can’t get enough of your tongue, Simon, so eat my pussy!” she demanded while she climbed on the bed and positioned herself for a more conventional facesitting.
“Yes, please, Miff!” he replied with his last word cut off by her pussy stuffed in his mouth.
She held still for him while his tongue slithered through her slit. Even more aroused by the spanking than she had imagined, she was well on her way to another tremendous climax after just a couple of minutes of his tongue licking, probing, and flicking. She loved feeling his prominent nose sawing through her gash as her hips rocked and jammed it into his face.
“Oh fuck!” she cried as she fell forward, supporting her torso with her hands on the bed. Looking down at him and watching his nose and mouth splaying her lips apart while she ground her pussy into his face further enhanced the oncoming orgasm. Her body stiffened again as she tried to hold it back as long as possible, but when Simon freed his arms, grabbed her ass, and pulled himself up into her crotch, sucking her pussy into his mouth, she let had to go.
Her thighs trembled as ecstatic waves passed through, prolonged by his continued lapping at her juicy fruit. Another giant wave crashed over her as she came for a second time, and still, he continued until she couldn’t take anymore. She sat up and back on his chest, her dripping pussy leaving a small pool just below his chin.
He smiled with pride at what he’d done as he felt her body quivering. He thought he’d outdone himself this time hoping it bode well for the future. Imagining he could lie here for hours, his eyes alternated between her syrupy slit and her tits that shook with each temblor.
Opening her eyes finally, she smiled, seeing his eyes darting back and forth, and reaching back, grabbed his cock, standing tall and proud to get his attention. He smiled back at her.
“So, do you want more, Simon?” she asked as she stroked his stiff shaft.
“If it would please you, Miss!”
Another perfect answer left her confident he’d become a splendid sub as they learned the ropes together.
“Yes! It would please me!” she said in the gentlest voice she’d used all night.
Moving slowly down his torso, she put her hands on his chest, at first rubbing, then tweaking his nipples as his eyes opened wide with the unexpected pleasure. She was laughing aloud when she felt his cock touching her ass.
“Ah! There he is! Would you like me to fuck you, Simon? Hm?” she said as she lifted her hips and sat back down on his thighs with his erection between her legs. “Would you like me to stuff this nice, big cock into my sopping wet pussy?” she added as she stroked him gently. “You can answer honestly.”
“Oh yes, Miss! Please!” he gushed. “Ohhh!” he cried as she lifted one leg and guided his cock into her slit, sliding the tip through her flooded valley, collecting her nectar.
“Yeah? You want to get fucked?” she said as she slid down his shaft, moaning at the incredible fullness.
“Oh God, Miss!” he gasped as she squirmed in place.
She suspected he wouldn’t last long, given all the stimulation he’d already received, but she would do what she could to stall it. Bending over him, she kissed him for the first time, like no first kiss she’d ever given. She smiled at his stunned reaction and him closing his eyes to savor her sweet lips. His eyes remained closed until he felt something else touching his mouth. His mouth opened wide for the tit she mashed into it.
“Ahmmff!” he mumbled with a mouthful of her luscious breast, first one and then the other, while she rode his cock slowly.
Simon was in love as he felt the grip of her velvety sheath while still munching on her tits.
“Ohhh, that’s it, Simon!” she cried as he lifted his hips off the mattress to ram his cock back home.
She pushed him back down and slowly rose, grunting when he stabbed her again. They maintained that rhythm for several more thrusts, but the exhaustion in the muscles of her hips and thighs was getting to her.
“Oh fuck!” she cried with another penetration but remained above him, panting.
He took the hint after a few seconds and resumed their steadily increasing pace as he fucked her from below. He could feel the end coming, but he was closer, and he wanted her to cum with him, so his fingers found her clit and rubbed it mercilessly while his other hand squeezed her ass.
Grunting and groaning their shared ecstasy, he came first, pumping what felt like buckets of semen into her frothing pussy setting off her explosion shortly after.
She remained on all fours above him for a few gasping breaths and then fell hard on the mattress beside him, her chest rising and falling as she gulped oxygen.
He recovered more quickly, feeling his fatigue in his mouth and tongue, recalling that the only time he didn’t have her in his mouth was when he’d been over her knee. The remaining sting in his bottom made its delicious presence known, and he smiled at the memory of his fulfilled fantasy.
“Thank you so much, Miss!” he said as he rolled to his side beside her still-recovering body.
“Thank you, Simon! That was amazing!” she said, looking at his smiling face. “You can touch if you’re gentle,” she said, able to read the desire on his face.
He started on her rising and falling belly, gliding his hands over the entire area. His hand slid up her side to caress her gorgeous tits wanting to squeeze them but obeying with only tender touches.
She rolled to her side as well, facing him, and stroking his cheek, she kissed him again, her lips dancing lightly on his. She could still see desire in his face, hoping for more.
“The only thing I’m ready for now is sleep,” she sighed, answering his unspoken wish. She moved to get off the bed, sitting on its edge for a moment, wanting to be sure her legs would support her if she stood.
Simon got off the bed and walked around to stand before her, offering his hand to help her stand. She took it but remained sitting for a few seconds, looking at his smiling face, happy that she’d found her sub.
He looked down at her feet in disbelief when he saw her standing firm on the impossibly high heels. She walked confidently as though she was born to them and led him back to the den, still holding his hand.
Arriving at the room they’d started in, with their clothes strewn on the floor, he stooped to gather his, not waiting to be told to get dressed while she remained gloriously naked, watching him.
“You need to get some sexier underwear, Simon,” she strongly suggested.
“What’s wrong with these?” he asked as he pulled them up.
She saw an opportunity to give him the ‘something more’ she’d seen in his eyes in the bedroom.
“What did I say about challenging me, Simon!?” she scolded, returning to the haughty tone of before and pulling him by the arm to her. Bending him over, she put her arm around his waist, holding him against her side, yanked his only half-on underwear down, and began spanking alternating cheeks.
“I’m sorry! Please, Miss! Please don’t … don’t stop!” he pled, relishing the feel of her hand and the renewed sting in his bottom.
“When are you going to learn not to challenge my authority?” she asked as she halted the spanking, knowing that stopping was more of a punishment than continuing.
“I will, Miss! I’m sorry! Ooo! Ow!” he yelped as the spanking resumed for several dozen more smacks to his deserving bottom.
“Okay, you can get dressed now,” she said as she stopped and stood him back up.
“Thank you, Miss!” he said appreciatively as he returned to dressing.
“Now listen carefully, Simon. I assume you’d like to do this again?” she asked, continuing when he nodded excitedly. “When you’re in this house, you will listen and obey! I hope you understand this is just the beginning. It will get more exciting with time but more intense as well. Are you okay with that?”
“Definitely, Miss!”
“When I call for you, you will come ready to take whatever I dish out. I may punish you for any perceived missteps or not punish you if that proves more effective. I don’t want to make you do something that you just can’t do, so you need to come up with a safeword that you’ll use to tell me. Do you accept those terms?”
“Yes, Miss. I can’t wait to please you again!”
“I’m looking forward to it too. At work, we will not speak of this to others or even each other! This is important, Simon!” she said a bit louder to be sure he had his attention. “We won’t be making cute or threatening comments to each other or making plans while working together. You are an employee of mine, and I will treat you as such when we’re in the office. When you’re here, you are mine alone, but at the office, you work for the company. Is that clear?”
“Yes, Miss. Maybe I shouldn’t be the only one to work on your computer in your office?” he suggested, afraid he couldn’t avoid lusting for her when he shouldn’t.
“That’s a good idea,” she replied, leading him to the front door. “Now give me a kiss, but keep your hands to yourself unless you want to be spanked again at the open door!”
They both laughed at her threat, and he kissed her tenderly.
“Good night, Miss!” he said as he walked out.
“Good night, Simon,” she replied with a tender smile.
After closing the door, she breathed a sigh of relief, the worry of how this first time would go now past. The first thing she did was take off the heels that, while they fit her Domme persona, were killing her feet. Next, remembering the glass of wine she never got, having punished Simon instead, she went to the kitchen and poured another glass.
Returning to the den, she donned her robe over her still-naked body and sat down to enjoy her wine, congratulating herself on a well-executed plan. The plan, as intended, didn’t get into specifics, leaving those to spontaneity, but carefully placed tests and traps along the way had told her she was on the right track. Simon proved to be such a willing sub she’d probably not need to ‘test’ him any further unless something extreme came to mind.
It was a most remarkable evening, leaving her both mentally happy and sexually satisfied in a way no prior lover had. She smiled as she sipped her wine, considering ideas for the next time.
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Looks like Monica and Simon have found just what they wanted in each other and a promising future awaits! I hope you liked this continuation of 'Beautiful Boss' and remember to 'Like' and/or 'Favorite it if you did! Thank You For Reading!!