I had only been working at the company for about three months, but I was getting along quite well with my new colleagues. Especially Adam, my new boss, and I seemed to click very well.
Adam had been there at my first interview, and while he was not the big CEO of the company, he was the leader of the team I was interviewing for and my direct supervisor. Even back then, from the very start, I’d been enchanted by his good looks and courteous attitude.
Perhaps it’s my fascination with authority, men with power have always had some allure to me, especially men with power over me. I can’t help myself but feel attracted to them, and act flirty around them.
It wasn’t just that though, Adam was handsome, he was funny, attentive, friendly, … I wasn’t imagining that just because he was my boss. This made it even harder for me to remain professional, to remind myself that the workplace was not the right place for a fling.
I tried to act professional around him, to not smile too much, to keep my cheeky remarks to a minimum, to fight the urge to sit on his lap while standing at his desk, to keep any innuendo out of our conversations no matter how funny I thought it might be, to not tease him, to not show off my body in an attempt to gain his attention.
All of that was not enough though, as Adam was reading my unintended signals. There was an obvious chemistry between us that I could not hide nor deny, and it seemed that he had picked up on it. He’d even been emboldened to make the first move in taking things a step further.
It happened last Monday, I was sitting at my desk in our large shared office when Adam came out of his personal office to join us. He did this regularly, just to have a friendly chat with his team, to ask how we were doing or to get some insight on our progress in various projects.
He stopped by some of my colleagues, until eventually I felt him standing behind me. He placed his hands on my shoulders, massaging them gently. He liked doing this, it was an intimate touch, but acceptable I’d decided, my shoulders did hurt after a long day behind a desk, there wasn’t anything too inappropriate about it.
“How are you doing today, Sarah?” he asked me as I could feel his fingers rubbing away the stress of the day.
“Alright, Sir, almost done with my work for today” I replied, “Though it is getting a bit warm in here.” I tried to pretend that the last part wasn’t some teasing remark because he was standing so close.
Then unexpectedly, I felt his hand slide down from my shoulder onto my chest, grabbing the top button of my blouse between his fingers and deftly unbuttoning it. “Is that better?” he asked, gently pulling the two sides apart.
I was shocked for a moment, looking down at his hand by my chest, I imagined that I could see my heart beating faster underneath the freshly revealed skin. “A bit,” I replied, though I was only feeling hotter.
His fingers slid down to the next button, “How about this?” he asked, unbuttoning that one too.
I swung my head left and right, seeing whether anyone was watching us, slightly panicked yet deeply aroused. The cleavage of my blouse was now inappropriately deep, my bra visible, the top half of my breasts exposed, heaving as I was breathing rapidly. “Much better, Sir,” I replied, too shocked for any teasing or playful remarks, not sure what else to say.
My boss then placed his hands back on my shoulders, giving them a reassuring squeeze, “Good,” he said, “I wouldn’t want you to get too hot and bothered.”
As he walked away, I could feel the heat rising on my cheeks. I made sure to focus on my screen so that no-one would be able to see the pink blush on my face as I tried to make my heart-rate go back down.
For a while I tried to reconcile what had just happened with our professional relationship, but no matter how much I tried, I couldn’t pretend that he was just being helpful or nice. Unbuttoning my blouse was definitely a step too far.
I blushed as I imagined how much of a view he’d had, looking down from above, face-to-face this amount of cleavage was barely appropriate as is. I did not re-button however, he was my boss after all, so I felt like I should keep it the way he wanted.
It was a step too far, I repeated to myself, the sort of thing you contacted HR about, though that was the last thing on my mind. I didn’t feel violated or exploited. I was shocked, but at the same time excited. I liked it.
I wondered if he knew I liked it, he must, how else would he risk such a move? What had given it away? I pondered. I’d been professional, I’d kept the flirting to a minimum, I was sure of it.
I considered whether I should say anything. If I pretended it was alright for him to touch me like that, it would just encourage him to do it more often. Yet that’s what I wanted, so I didn’t say a word.
The next day, I was on a constant lookout for Adam, wondering whether I’d been imagining things, or if he’d still be more physical than was appropriate.
I didn’t see him until around lunch time, at which point we’d gathered with a large group of colleagues to eat. When we sat down at the cafetaria, Adam sat opposite to me. I smiled at him, but could do nothing more to convey to him that I’d been thinking about him.
As we ate, I occasionally looked up at him, growing hotter and hotter with the ideas in my mind. I’d been able to keep a firm grip on the crush I had on him, to keep my fascination with my boss to myself, yet now knowing he might be more into me than is appropriate as well, it was getting harder and harder.
Feeling myself getting warmer, I fidgetted with the collar of my blouse and, when reminded of yesterday, unbuttoned the top two buttons to give myself more air. Adam had been chatting with some colleagues next to him, but as soon as I’d done that, his head swiveled back to me, smiling broadly, as if he’d been keeping an eye on me.
I knew what I was doing, smiling at him like that, knew I was encouraging him, yet I wasn’t prepared for how eagerly he accepted.
On our way back to the office, we had to go up two floors and while most of our colleagues took the stairs, some of us took the elevator.
I could feel Adam standing behind me, close enough to feel his breath on the back of my neck. Suddenly, I felt the faintest of touches against my lower back and then again against my bottom. I sucked in my breath in surprise, but then carefully stepped backward, a small step, but close enough so that none of the others might see what was going on.
I then felt his touch again, firmer this time, the back of his hand sliding across my behind as if by accident. Then his hand turned around, cupping my buttocks in its palm, definitely not an accident any longer.
I bit my lip, then quickly straightened my face, afraid that anyone might see my reaction. Focusing on my breathing, I endured the touch of my boss’ hand on my backside, squeezing, pinching…
Too quickly, the elevator reached our floor, and when the doors opened, his hand disappeared. I got out first, not looking back, trying to keep my excitement under control. I quickly returned to my desk, hoping that focusing on work would quench the heat in my face and in my groin.
It wasn’t until near the end of the day, before things escalated even further. Some of my colleagues had already gone home for the day and our office was quiet and half empty when Adam joined us.
I watched him go by the desks of the others, having a quick chat, but I knew he’d soon end up beside me. My heart-rate was already increasing, wondering what he might do, encouraged by my step backwards in the elevator and my lack of protest at his grabby hands.
When he stopped behind me, I could feel his breath on my neck, standing close. I imagined him looking down into my blouse that was still unbuttoned since lunch. He placed his hands on my shoulders.
“Almost done with work, Sarah?” he asked, his hand sliding down my chest before I could respond. He did not stop at my buttons however, but let it slip into my blouse, cupping my breast in the palm of his hand, only the thin lace of my bra separating my skin from his.
“Almost, Sir,” I replied, my voice almost stuttering as I dealt with the surge of arousal.
My boss didn’t reply right away, but instead took his time fondling my breasts, massaging and squeezing with slow, gentle movements that went unnoticed by the rest of the office as he made sure to keep his back turned to the others.
“When you’re done,” he finally continued, still not pulling his hand out of my blouse, “Can you come into my office? I have some questions about the project you finished last week.”
“Of course, Sir,” I replied, having to bite my lip to make sure those words were not accompanied by a soft, deep moan.
Then he pulled his hand back, placing it on my shoulder for a quick reassuring squeeze and stepped away.
It took me a full ten minutes to get my breathing back under control, as well as my thoughts in order. Ever since lunch I’d been thinking about it, being grabbed like that in an elevator would be a nightmare for most women, for any woman actually, even for me. Except… Except when the right person did it, when you wanted him to do it.
I had come to terms with that thought, accepted that I liked it when my boss got a little handsy, when my flirting and teasing got me more attention than I’d intended.
Now however, I wondered how much more I wanted, how much more would still be acceptable. We’d long passed the line that was appropriate in a professional relationship, but where was the line that I drew? A bit of fondling in the elevator, his hand down my blouse, what was next before I had to ask him to stop. Was he planning anything now that he’d invited me into his office?
The scary part was that I couldn’t come up with an answer. Whatever I imagined that would be too much, also turned me on. I had to decide in the end to just take it step by step and find out for myself how far I was willing to let this go.
Eager to find out, I quickly finished the work I had left and then joined Adam in his office.
He was seated behind his desk and waved me in. “I just have a few questions,” he said, signalling me to come around to his side of the desk and look at his computer.
He had the project open on his laptop, so I stepped in front of him to navigate to the relevant parts. I wasn’t surprised to suddenly feel his hands on my hips, but immediately felt the excitement building inside of me.
“Have a seat,” Adam said, “That’ll make it easier for both of us to see.”
I looked behind me, blushing at the realization that the only seat available was his lap. Looking back at the laptop and away from him, I allowed him to guide me down to sit on his knee. I tried to focus on the questions he asked, and tried to answer them as best I could but was distracted by my position on his lap and the touch of his hand on my upper leg.
With each question he asked, I could feel his fingers gently massaging the soft flesh of my upper thigh, his hand slowly sliding up my leg. Whenever he reached the hem of my skirt, his fingers threatening to explore underneath it, I moved back, out of reach from his hand. Inch by inch, I retreated from his touch, until I suddenly felt his chest against my back and there was no more escape. I was no longer just sitting on his knee, I was fully onto his lap, I could feel his groin beneath my bottom, something hard and big pushing up between my buttocks.
I blushed deeply, but only felt excitement by this display of arousal from his part. I couldn’t help but wriggle slightly, to feel his erection more firmly and comfortable beneath me.
When his hand now pushed up my skirt, his fingers finding the soft flesh of my inner thighs, I realized I hadn’t answered his last question yet. I could hear my voice trembling as I explained my work to him.
“That’s some very good work, Sarah,” my boss replied, “It all seems in order, well done.”
His hand was now fully under my skirt, I could feel his fingers playing with the edge of my panties.
“Thank you, Sir,” I replied, not able to keep a soft moan from accompanying those words.
“I feel like such good work deserves a reward,” Adam said, his fingers now stroking my panties, feeling my lips through the soft fabric, “Do you agree?”
I licked my lips desperately, unable to control my arousal, I felt myself rubbing my behind against his trousers and the firm bulge underneath them. “Yes, Sir, I agree.”
His hand now pulled my panties aside, his fingers slipping between my swollen, wet lips, finding my clit, hot and throbbing.
I moaned deeply, closing my eyes as I grinded my ass against his cock, squirming on his lap as his fingers deftly played with my pussy.
“A good boss should reward his employees for their work, shouldn’t he?” my boss grunted, I could hear in his voice that my grinding was having an effect.
“Yes, Sir,” I moaned, almost bouncing on his lap. I was no longer thinking about how far I was willing to take this, how much I’d allow him to do. I knew at this point that he could do anything he wanted and that I’d be unable to stop him, not just because he was my boss, but because I wanted him to.
I grabbed onto his desk with both hands to stop myself from falling off his lap as my whole body was shaking, ecstasy flooding through my veins as the orgasm took control.
Then there was silence, only my ragged breathing, and his.
Adam pulled his hand aside and slowly I got up, pushing myself off his lap. I pulled my panties in place and my skirt back down before I turned around to face him. “Thank you, Sir,” I said, then I couldn’t help but wink at him cheekily, “I’m glad you approve of my work.”
Adam smiled, his face was quite flush as well.
“My pleasure, Sarah,” he replied, “I’ve been impressed by your work ever since you came to work for us.”
I smiled, wondering if that meant he’d had an eye on me ever since I got hired, just like I’d had felt this attraction to him.
“Could you do me one last favor today, though?” he asked.
“Of course, Sir,” I replied, eager to do anything he asked.
My boss then opened a drawer of his desk and took out a key. “Could you go by my house and get me a clean pair of trousers, and some fresh boxers as well?” he grinned, looking down at his crotch, “I don’t think I can face your colleagues on my way out, looking like this.”
I looked over and blushed deeply as I saw the wet spot slowly spreading on his crotch. Somehow knowing that he had climaxed as well, even just inside his trousers, made this feel even more inappropriate than before, as if being rewarded for your work with an orgasm was somehow acceptable, but making your boss come by grinding on his lap was not.
“Of course, Sir,” I replied stammering. I accepted the key and turned around, trying to cool down my face as I felt it blushing scarlet, while I too had to pass my colleagues on the way out.
“I’ll text you the address,” Adam said on my way out, “It’s not too far.”
Most of my coworkers had left by the time I’d left my boss’ office, and those that hadn’t were too busy finishing their work for the day to notice the bright red shade of my face.
My boss’ home was indeed not too far and I quickly arrived at a large house just outside the business district. I was impressed by its size and the luxury inside, realizing that as team supervisor he must make a lot more money than I did. The fact that he was so successful only made him more attractive, not because of the money, but because of the implied authority.
His house was clean and organized, even though it was obvious he lived alone, no partner or kids, which made me wonder whether he hired someone to do the cleaning for him.
I felt an urge to go snooping around that I only just managed to contain, and found his bedroom upstairs. His collection of clothing was just as neat and impressive as the rest of the house.
I grabbed a pair of trousers, and found a collection of boxershorts in a drawer. I paused for a moment, realizing that this was my boss’ underwear drawer I was going through, picking out shorts for him to wear.
With those two items collected, I should’ve headed back to the office, but I couldn’t shake off the desire to snoop around. Just a little bit, I compromised with myself, I wouldn’t forgive myself if I had this opportunity and didn’t use it at all.
I’d noticed a wooden box at the bottom of his wardrobe earlier. Just one box, I told myself, a quick peek and I won’t go snooping through the rest of his house. It was however the worst item I could’ve chosen.
A deep blush of shock colored my face as I opened the box and found what was inside: rope, handcuffs, leather restraints, a horse riding crop, a ball-gag, a collection of various paddles, even some kind of large leather flogger.
Sitting back on my heels I looked down at what I had found, my boss’ secret collection of kinky sex-toys.
Quickly I closed the box and placed it back in the wardrobe. I made my way outside and back to the office. I couldn’t help but thinking, that my boss wasn’t just into some naughty inappropriate fun with his employee, but some things that seemed a lot more kinky too.
It had nothing to do with me, I told myself, all we had was a bit of a naughty fling, nothing more, so I forced myself to forget about it before I returned to him with his clean clothing.
“Thank you, Sara,” Adam said when I’d handed him the fresh trousers. I’d quickly turned around in case he decided to change before I left. “I’m glad you sent me that email.”
I turned around, slightly surprised, “Email?” I asked.
He grinned, “The one in which you told me how horny you are, and how you fantasized about your boss taking advantage of your luscious thoughts,” he chuckled, “Didn’t take me long to figure out who sent it.”
I forced myself to keep a straight face. I hadn’t sent any such email. Was that what had spurred his recent behavior? The step up from innocent flirting to unbuttoning my blouse and grabbing my ass in the elevator? Nothing like today would’ve happened if he hadn’t made those moves. I’d thought I’d been too forward with him, too flirty, but was it perhaps something else?
“I’m not sure I know what you’re talking about,” I replied, before realizing it might’ve been better not to deny anything.
Adam just chuckled however, “Still trying to be anonymous?” he asked, “Guess I’ll have to keep doing what I’ve been doing to prove it was you.”
I grinned, if there was one thing I didn’t mind, it was for him to keep doing what he’d been doing.
“I’ll see you tomorrow, Sir,” I replied, laying the discussion to rest as I left.
***
The following day at the office, I felt tense. The whole rest of the previous day and the night, I’d been thinking about my boss, thinking about him touching me, fondling me, riding his lap, finding his toys…
It almost felt like a dream, like it hadn’t been real. So today I was waiting, waiting for him to come by my desk and find out whether it had actually happened, I’d know by the way he placed his hands on my shoulders, whether his hand slipped down my blouse deeper than was appropriate or not.
I only saw him shortly, on his way out as he did not pass by any of us.
Still longing for confirmation, I got up, trying to be inconspicuous as I walked over to his office, as if I could find anything there to prove my feelings.
I remembered the email he’d talked about, and his laptop was still on his desk. I swiped the touch bar and the screen came to life, no password required. When I opened his email client, his password manager let me in and I had full access to all his correspondence.
I did not find any emails like the one he’d described, until I realized that such a message would not be kept in this folder. He’d delete it so no-one else might read it, or – if I was lucky – keep it in some private folder. I closed the email client and quickly searched through the folders on his desktop, when I suddenly heard the door opening behind me.
“Sarah, can I help you with anything?” my boss asked.
I jumped up in surprise, my guilt at sneaking around betrayed by the blush on my face. “I was just looking for something, Sir.”
“In my office?” Adam asked, he didn’t sound upset or angry, just surprised.
I licked my lip, trying to come up with a good excuse, “Remember that email that I … didn’t send you?” I asked, hoping that using part of the truth would make my lie more believable, “I deleted it, but wanted to read it again to remind me all that I’d put in it.”
My boss grinned, “Getting a bit nervous about all the things you revealed to me, eh?” he crossed his arms, “You could’ve just asked me, I’ll send it back to you.”
I nodded shyly, “Thank you, Sir.”
Adam nodded and then stepped aside, leaving the doorway open for me to head out.
Still blushing, I hurried out, but was suddenly surprised by a hot stinging pain blossoming across my bottom as my boss’ hand firmly smacked my backside on my way out.
I turned around in shock, feeling the stinging sensation spreading through my behind.
“I don’t want you snooping around in my office, understand young lady?” my boss said.
I bit my lip, surprised by the sudden rush of arousal I felt, “Yes, Sir,” I replied, reaching back to caress my bottom. I hurried back to my desk, spurred on by the tingling sensation in my backside.
As I sat down, I couldn’t help but smile however, if the fact that Adam knew about the email wasn’t enough, the smack on my bottom was surely proof that the previous day had truly happened.
Happy, I tried to focus on my work, though I was distracted by the tingling sensation in my backside. It didn’t hurt for long, but knowing what my boss was hiding in a chest at the bottom of his wardrobe, a quick smack on my behind felt more like a warning than a single occurring event.
Lunch came without any more visits from my boss, and we sat far apart whilst we ate. I was distracted by the talk amongst my coworkers, but on our way back to the office came our chance to be alone once more. No-one joined us in the elevator back up to the office. It was only two floors, but as soon as the doors closed, my breathing stopped, knowing something was surely about to happen.
Then I felt my boss’ grip on my hips, pulling me backwards against him, his hands then sliding up to grab my breasts while he pushed his groin against my backside, grinding against my ass as he fondled my bosom.
It took only moments before the elevator reached its destination. He let go of me, but I was already out of breath, heart racing, face flushed.
We walked out the elevator towards the shared office space together, as if nothing had happened.
Adam joined me at my desk as I sat down. He leaned forward as if he was trying to look at my screen, but placed his hand on my thigh, squeezing it gently. “Come to my office after work,” he said.
I nodded, it hadn’t been a request, but a summons, and with no explanation or work-related context for which he needed me. I knew what he needed me for however, to deal with that firm, hard erection I’d felt pushed up between my buttocks back in the elevator.
I waited until everyone had left. Whatever my boss needed me for today, I wasn’t sure it could be handled as quietly as it had the day before. I didn’t know what he wanted to use me for, and I wasn’t sure it wasn’t going to be hot and loud.
“Sarah, finally,” my boss said as I entered his office.
He was seated behind his desk, and I was immediately reminded of sitting on his lap right there the day before. “Hi Sir, you needed me?”
Adam nodded, “Did you get the email?” he asked.
I nodded, I’d saved it to my desktop, though I hadn’t had time to read it yet. All I knew was that it was sent from an anonymous email and signed with S.A., Coincidentally, my initials.
“I wanted to discuss your behavior earlier today,” Adam said, “Sneaking into my office, logging onto my laptop, that just isn’t acceptable,” he said.
I blushed, a reprimand wasn’t what I had expected when he’d called me into his office, “I’m sorry, Sir,” I replied, “It won’t happen again.”
My boss nodded, “Make sure it doesn’t,” he said, “We don’t want anyone to think you’re getting special privileges,” he said, “Especially not while there might be a reason to think that.”
My blush deepened, “Of course not, Sir.” I replied.
“Yesterday, we came to the conclusion, that as your boss, it’s my prerogative to make sure you’re rewarded for your good work,” he continued, “It stands to reason then, that there can be punishment too when your behavior is the opposite of what’s acceptable, is it not?”
I licked my lips, immediately reminded of the firm swat across my backside and, by approximation, the chest at the bottom of his wardrobe. “Yes, Sir,” I replied.
“So, what kind of punishment could I give you?” he asked, “Considering a pay cut or some mandatory time off seems a bit too official for our current situation.”
I licked my lips, knowing very well what he was going for. It had been playing in the back of my mind ever since I’d found those toys, no matter how much I pretended to have forgotten about it. Part of my attraction towards Adam wasn’t just the inappropriateness of our relationship, it was also the authority he had as my boss. Wouldn’t that include this kinky fantasy of being punished, a deeper desire that I had denied, but had always been dormant beneath my more naughty, flirty behavior? “You could give me a spanking, Sir,” I replied, too excited to play with words or pretend innocence.
Adam looked surprised, perhaps even startled at my answer. He didn’t know of course that I’d found that chest at his home. He’d probably expected to surprise me with his choice of punishment, “That’s a great idea,” he replied, crossing his arms as he took back control of his emotions, “A good spanking is exactly what a bad girl like you needs.”
I licked my lips, excited but nervous, waiting for him to tell me what’s next.
“Let’s get this done right away,” my boss said, “So you can learn what happens to naughty ladies who go snooping in their boss’ office without permission.”
I nodded, slightly more nervous still, not sure what I was getting myself into. Letting my boss fondle my breasts or get handsy in an elevator was one thing, letting him discipline me was something else.
“I want you right here,” Adam said, “Bent over my desk, with your skirt raised for your punishment.”
My heart was racing faster than even these past two days. While I might’ve been nervous, I was even more aroused. I stepped up to his desk and carefully bent over it, before reaching back and pulling up my skirt to bare my bottom. Adam was still seated at his desk, he couldn’t yet see the cute black panties with lace along its edge that I was wearing, or the smooth bare skin of the bottom half of my backside that it failed to cover.
Adam made his way around the desk slowly, and I could feel my entire body tingling as my bared behind slowly came into his view. While I’d been subject to his intimate touch before, even feeling his hand inside my panties when I got my reward, I had never felt this exposed before. It was as if everything we’d done till now was just a play, something for which I could lay the blame at his feet, the handsy boss who couldn’t keep his greedy paws off his poor employee’s body. Laying over his desk, my skirt pulled up by my own hands, the suggestion of a spanking coming from my own mouth however, I could no longer pretend.
“Have you ever been spanked before, Sarah?” he asked as I could feel the warm touch of his hand on my behind, sending shivers up my spine.
“No, Sir,” I replied.
“I’ll go easy on you then,” he said as he raised his hand, “Since this is your first time.”
I grit my teeth in nervous excitement, caught for a moment on the thought that ‘first’ implied that it wouldn’t be the last, then his hand landed on my backside with a loud smack.
I groaned softly as a stinging pain spread through my buttocks. It had been harder than I’d anticipated and he was already raising his arm again.
Smack! Another swat, on the other side, more sting spreading through my behind.
Horny, excited, confused, I lay there across my boss’ desk while he spanked my bottom. His hand was firm and quick, I could feel my buttocks bouncing from the impact and the pain in my backside building until it was a deep, constant sting spread through my behind.
“It hurts, Sir,” I complained, as the naughty, exciting, pleasurable spanking I had imagined turned out to be more painful than I had anticipated.
“It’s supposed to hurt, young lady,” Adam replied, landing a couple more, extra hard swats that made me yelp in surprise.
But then he placed his hand on my bottom, caressing it gently, as if he remembered his promise of going easy on me.
I couldn’t help but moan deeply, now fully submerged in this fantasy, fulfilling my role of the naughty employee that needs to be punished by her boss. I arched my back, pushing my stinging bottom into the palm of his greedy, fondling hands.
“Are you learning your lesson, young lady?” he asked, still gently caressing my glowing behind.
“Yes, Sir,” I moaned hornily.
“It doesn’t sound like it to me,” Adam replied, “It sounds like you’re still enjoying this quite a bit too much.”
I groaned, but I agreed, I could take a few more swats, I thought, a bit more pain. I was surprised by how much I wanted it, wanted him to make me squirm and moan. “I’m sorry that I’m such a naughty girl, Sir,” I replied.
“Don’t worry, I’ll make sure you’ll be well-behaved from now on,” he replied.
I moaned deeply, expecting him to raise his arm to spank me once more, but instead I felt his fingers sliding underneath my panties and then slowly pulling them down. I gasped in surprise, but feeling too submissive to protest, blushing equally with embarrassment and excitement as I was fully exposed.
Then he did raise his hand again, the next swat landing across my completely bared bottom, hard and firm.
I squirmed and moaned, as my boss punished my behind, his hand smacking my poor buttocks again and again. It was as if each swat was harder than the one before as the sting built, the pain biting deep into my poor bottom.
I grunted, swinging my hips back and forth to evade his assault, but with his other hand on my lower back, pinning me down, there was no escape.
His hand kept raining down on my poor backside and I squealed softly as the pain became too much to bear. I kicked my feet on the floor, struggling to deal with the burning sensation in my throbbing bottom. If this was going easy on me, I thought, what would it have been like if this wasn’t my first time? What would it be like next time?
“Please, Sir, I’ll be a good girl,” I promised, remembering how he had paused last time I had complained.
This time I had no such luck, he did not relent, my bottom bouncing in agony as I closed my eyes and squealed with each swat from his strong, firm hands.
“Please, I’ll be good, I’ll do anything you want,” I begged.
Two more swats, three more swats, I whimpered as even that promise did not make him stop, fearing that this punishment would go on forever.
But then finally, he paused again. His hand now no longer felt warm against my backside, but agonizingly hot.
“Have you learned your lesson now, young lady?” he asked.
“Yes, Sir,” I whimpered.
“What lesson did you learn?” his hand now gently caressing my throbbing behind.
“Good girls get rewards, and naughty girls get punishments, Sir,” I replied.
“And what are you?” my boss asked.
I licked my lips, the pain in my bottom already partially forgotten as his fingers playfully caressed the crease between my buttocks, inching closer to the intimate, hot wet spot between my legs. “I guess a bit of both, Sir,” I replied, “Though I promise I’ll try to be good.”
Adam chuckled, “An honest answer, but that does mean you agree that you might find yourself in this position again when you misbehave.”
I moaned softly, imagining how sore my bottom might be if he wasn’t going to go easy on me, “Yes, Sir,” I replied.
His hand now slid down further, fingers between my lips and then digging inside of me, rewarding me for my answer. “Now you also said that you’d do anything I wanted,” he continued.
I moaned softly, I had promised that, when the pain in my backside had seemed too much to bear, and I had meant it, even now that my punishment was over, but with his fingers greedily playing with my pussy, I want to submit myself to him fully. “You’re the boss, Sir,” I replied, “That means you have the authority to do whatever you want.”
Adam chuckled, “I’m not sure that’s how that works,” he whispered, “But if that’s how you feel…”
His hand suddenly disappeared. I could not hear what he was doing due to my own labored breathing, but seconds later I felt both hands grabbing my ass. I could feel him pulling my buttocks apart and then something hard and big pressed between my legs.
I was about to get fucked by my boss, I realized as I felt the tip of his cock sliding between my lips. I moaned deeply as he pushed it inside, his erection filling me up completely.
I groaned with excitement as he pumped his cock inside of me. I whimpered as his fingers dug deep into the sore red skin of my freshly spanked behind.
With each thrust of his hips, smacking into my poor bottom, his cock dug deeper and deeper.
Hundreds of thoughts went through my mind as my boss fucked me hard and fast across his desk, his hands firmly grasping my red behind, his cock deep inside of me. One of those thoughts amused me more than the others though: whoever had sent him that email, should’ve signed her full name… She was missing out.
The end
Story inspired art
