This is a bad idea, I told myself as I parked my car in the large lot in front of an impressive office building. I shouldn’t be here, I thought as I made my way across the parking lot. Sure, it all sounded very exciting and adventurous, I considered, but some things should remain separate.
I hesitated at the front door, there were dozens of names of companies working in this building, I had already located the one I was here for, the third down in the first column. I pressed the button beside the name.
It’s just an interview, I told myself, I don’t have to go through with anything, I don’t have to accept any offer they give me, I already have a good job.
“Hi, it’s Natalie,” I replied when someone answered through the intercom, “I’m here for the job interview.”
I heard a low buzz and was instructed to come up to the third floor. Slightly nervous, butterflies in my stomach, I pushed open the door and found the elevator.
Arriving at the third floor, I was greeted by a young woman, probably in her early twenties, about my age. “Hi, I’m Sofie,” she greeted me, “You must be Natalie, Simon is waiting for you.”
Sofie led me through a large open office. A few heads turned my way, future colleagues of mine, should I get the job and decide to work here, though I still wasn’t so sure that was such a good idea.
We passed a few empty meeting rooms and then arrived at Simon’s office all the way in the back. “Ah, Natalie,” he greeted me, “I was starting to fear you wouldn’t come.”
I blushed slightly, but couldn’t help the surge of excitement I felt at seeing him. Simon was slightly older, if not yet thirty at least close to it. I recognized him from his online profile pictures immediately, they hadn’t lied about how handsome he was.
“Hi, Sir,” I greeted him, using the honorific without a second thought. It was how I’d always addressed him in our online conversations. I felt the blush on my face darkening as I realized Sofie was still standing beside me, though perhaps ‘Sir’ would also be appropriate in this context of meeting someone for a job interview, it didn’t have to have that kinky meaning that I ascribed to it.
“It’s nice to finally meet you in the flesh,” Simon said after Sofie had left us.
I’d taken the chair opposite his desk, nervously fidgeting with my hands as I still couldn’t really believe I was here.
The interview started off normal, with all the normal questions you get during such a conversation. It was just weird that I was having it with a man whom I’d met on an online social platform for kinky people, whom I’d told my deepest fantasies, with whom I’d roleplayed being a naughty girl and even allowed to instruct me in a self-spanking once.
Office discipline, having a strict boss, those were the usual topics we had, not these dry questions about experience and salary expectations.
When we’d found out during those exciting online conversations that we were located in the same area and worked in the same field however, the fantasy of ‘if I worked for him…’ had naturally come up of course, so often even that he’d eventually asked me to come interview for a new opening at his company. And here I was…
“Well, it seems to me that you have all the right experience and credentials for the job, Natalie,” Simon said after he ran out of questions. “Do you have any more questions about the position?”
I licked my lips, still nervous, we hadn’t had any mention of the real reason why I was applying here, not a word of how we knew each-other or our past. Those were the only questions I had. The role I was interviewing for seemed perfect for me, with more responsibilities than I had in my current job and a lot more interesting projects, and with a nice boost in pay as well. “No more questions about the job, Sir,” I replied.
Simon grinned, leaning forward and placing his arms on the desk, “Good,” he said, “Then I just need to know whether you’d be willing to work for someone like me.”
I immediately recognized the change in the tone of his voice, I knew exactly what he meant. This was the moment I should back out, that I should keep private fantasies and professional choices separate.
The interview thus far had gone great however, if I backed out now it would be obvious which reason I had for not going through with this, that I’d wasted both of our time by coming here today.
Unless there was a way I could accept the job without submitting to the kinky fantasies of working for a strict boss with a firm hand. I wanted to work here I realized, this opportunity seemed much better than my current situation.
No, I wanted both, I wanted this job, but I also wanted those fantasies to be real.
“I think it would be a boon to my career, to be working for someone like you, Sir,” I replied deferentially.
The grin on Simon’s face widened, “Good, since I know you’re the kind of girl who needs a good firm hand in discipline, let’s discuss what you can expect in the form of correctional punishments when working for me, and which expectations I have of my employees.”
The nervous butterflies in my stomach grew wilder, yet at the same time my excitement grew, arousal competing with apprehension. “Yes, Sir,” I replied, my voice a little shaky.
“My preferred choice of punishment is spanking,” he continued, as if this was a perfectly normal part of a job interview, “Ranging from a quick swat on your bottom, or bending over my knee and having your bottom bared, to being stripped naked, bent over my desk and your behind paddled.”
I could feel the heat in my face, as I must’ve been blushing scarlet, but it was matched one-for-one with the heat in my loins, burning with arousal. “I would be willing to submit to such discipline, Sir,” I replied, trying to match his professional tone without betraying my excitement.
“There might also be additional punishments,” Simon continued, “such as corner time, which would have you standing in the corner of my office, often with your punished bottom exposed; supervised work, which means you’d have to fix the mistakes that got you in trouble right here in my office, under my strict supervision; a mandated dress-code, specifically for employees that fail to dress appropriately for a professional environment.”
I licked my lips, “Those all sound fair, Sir.”
Simon nodded, “Right, well then if it all sounds fair to you, I’ll have HR make an offer letter and have it sent to you as soon as possible, unless you have any more questions? We’d leave out the part about discipline of course, for legal reasons…”
I nodded, “Well, weren’t we going to discuss which expectations you have of me?” I asked slightly nervously, “As in, what might result in such discipline?”
Simon smiled, “Right of course, I’m getting a bit ahead of myself,” I could see from his face how eager he was, how he was just as excited as I, “Let’s see, when it comes to work, simple mistakes shouldn’t result in discipline, everyone makes mistakes, but when the same mistakes keep repeating, that shows a lack of willingness to learn or improve, which will result in punishment.”
I nodded, not sure if I should verbally agree to each point, or just listen. Our discussion so far had been rather one-sided, but that was because I enjoyed letting him take the lead, and had agreed with everything he’d said thus far.
“Secondly,” he continued, “I expect a professional attitude, both through written communication and personal contact, this means being polite, honest and well-behaved, not just when interacting with your boss, but also your colleagues and our customers.”
I nodded again, cheekily thinking that being a brat would probably be the first reason I’d get a swat on my behind.
“Being professional should also translate to your appearance. You should appear fresh and clean, your outfit appropriate for the situation,” Simon continued.
I licked my lips, looking down at my current outfit. I liked deep necklines and short skirts that left my bottom easily accessible for some discipline by a firm-handed man.
“You look lovely today, Natalie,” Simon said, “Perfectly acceptable for work.”
I couldn’t help but smile, “Thank you, Sir.”
“And lastly, but also very important, I highly value time management and punctuality,” Simon continued, “We work with a flexible schedule which allows you to arrive at work and leave when you please, as long as you’ve worked your eight hours in a day, so it is your responsibility to keep your schedule maintained. When it comes to meetings of course, not just with customers or with me, but your colleagues as well, arrive on time, don’t waste anybody’s time.”
I nodded again, “Of course,” I replied, but from the way he looked at me, I got the feeling he wanted something more, “I understand,” I added.
“Do you understand, Natalie?” he asked, “Because all this time we’ve sat here, you haven’t once explained why you were late for this meeting, not even a quick apology.”
I frowned, slightly confused, I wasn’t late, if anything I was early. It had been ten minutes before two when I parked my car, and I hadn’t hesitated that long… “I wasn’t late, was I?” I asked.
Simon now raised an eyebrow, “Our meeting was at one, you arrived almost an hour later. I’d almost thought you’d chickened out.”
I could feel my eyebrows rising, “I thought the meeting was planned at two,” I replied, “I’m sure that’s what we agreed upon when your secretary called me.”
Simon pursed his lips thoughtfully, “Really?” he asked, he picked up his phone and quick-dialed a number, “Sophie, could you come to my office please.”
We sat there in silence for a moment, me nervous that I’d already gotten myself in trouble before I’d even accepted the job. Though I was sure the meeting had been set at two in the afternoon.
The same woman who’d guided me here arrived, “Is everything alright, Sir?” she asked.
“At what time did you plan my meeting with Natalie today,” Simon asked.
Sophie grabbed her phone to look at her calendar app, “At one in the afternoon today, Sir,” she replied, sounding slightly confused by the question.
“Well, Natalie here assures me it was supposed to have been planned at two,” Simon replied.
The woman blushed, suddenly looking flustered. “There must’ve been some kind of miscommunication, Sir,” she replied.
For a moment I wondered how her relationship was with her boss. What would she say if she knew about his fantasies when it came to misbehaving employees?
“You’re sure you agreed on two in the afternoon, Natalie?” Simon then asked me.
“Yes, Sir,” I replied.
Sophie now looked at me, the blush on her face darkening, “I guess I must’ve made a mistake, Sir,” she said.
Simon nodded, “Well, I was just about to give Natalie a preview of what kind of discipline she could expect if she were to come work for me,” he said, “But it seems she’s not the one who’s in trouble, so instead of a preview, we’ll have to show her an example instead.”
Sophie and I looked at each-other in surprise, both discerning at the same time what he meant. Me realizing that she did know about his fantasies and probably actively participated in them; she discovering that I was not just a new recruit, but someone with the same desires as her.
Sophie licked her lips, “You mean…”
“I mean that you’ve wasted my time with your mistake, and almost got poor Natalie in trouble, so you’re getting a good firm spanking to make sure it doesn’t happen again,” Simon replied.
I could feel the hair on my arms standing up as the tone of his voice was so much stricter than before. I thought Sophie would protest, perhaps even feel betrayed that her boss had disclosed their relationship so openly in front of me, instead she meekly bowed her head and replied, “Yes, Sir.”
I imagined being in her place, in trouble, and yet at the same time embarrassed that someone else had found out about this secret fantasy. When we’d spoken online, Simon had mentioned that he had some experience with dealing with naughty employees, but I’d thought he’d just been bragging. When I’d said I was jealous of this anonymous person, I hadn’t expected I’d be in the same room with her today.
“Could you please move aside, Natalie,” Simon said to me, “But not too far, I want you to get a good look at what happens to naughty young ladies in my employ.”
I blushed, got up off my chair and moved to the side of the room. I did watch closely however, deeply interested in what was about to happen, and inappropriately aroused by the prospect of seeing someone get a real spanking from their actual boss.
“Alright Sophie, come over here and bend over my desk. Don’t look at Natalie, just pretend she’s not here,” Simon now addressed his secretary.
Sophie quickly stepped forward, still meekly looking down, but with a hop in her step that betrayed her eagerness.
As Simon got up and stepped around his desk, I realized I was biting my lower lip, unable to conceal my excitement.
As Sophie bent over his desk, her round bottom stretching the tight pencil-skirt she was wearing, Simon placed his hand on her behind. I imagined being in that position myself, feeling my boss’ hand on such an inappropriately intimate place, obediently waiting for my punishment.
Simon hooked his fingers underneath his secretary’s skirt and slowly pulled it up, revealing the bare skin of her behind inch by inch. I looked on excitedly, eager to see her exposed, while imagining how embarrassed I’d be to be in her place.
Sophie was wearing a black thong with lace lining, which contrasted nicely with her pale skin. Her buttocks were smooth and seemed even more voluptuous now that they were freed from her tight skirt. While I’ve only ever dated men, I do appreciate the beauty of the female figure and couldn’t help but feel aroused by having it bared in front of me like this.
Then Simon placed his hand on her now bare behind, even more intimately than before, the skimpy thong did nothing to protect her from his touch,
I held my breath when he raised his arm, and then suddenly the sound of his hand connecting with Sophie’s bottom echoed through his office, followed by the woman’s soft moan.
Again and again, Simon raised his arm and brought it back down with a loud slap, whilst Sophie mewled and squirmed.
I realized I’d been holding my breath and let it out in a faint whisper as I watched on, my eyes glued to the spectacle in front of me.
Sophie’s bottom bounced from the impact of her boss’ hand. Her skin grew darker, first pink, then slowly turning red as her moans became louder.
I could imagine the pain building in her backside, the stinging sensation creeping through her skin, and then the burning agony as her boss continued her discipline without pause or relent.
The secretary’s moans turned to yelps and then soft squeals as she helplessly kicked her heels against the floor. Her punishment was only getting started however, as her boss now took her panties between his fingers and swiftly pulled them down, completely baring her behind.
Curious, horny, I got a bit closer, trying to get a better look, catching a glimpse of the wet, throbbing arousal between her legs. She was as excited that this was happening as I was, no, even more excited.
“Are you learning your lesson, young lady,” Simon asked, he had paused for a moment, his big, strong hand gently caressing her red, squirming behind.
I licked my lips, imagining such an intimate, sensual touch from my boss and wasn’t surprised when Sophie answered with a deep guttural moan.
“Yes, Sir,” the young woman finally answered, “I won’t make such a mistake again.”
Simon then suddenly turned to me. I flinched, blushing deeply as if I’d been caught in sneaking closer to get a better look. “And you Natalie, are you understanding what would happen if you worked for me and got into trouble, like poor Sophie here?”
I nodded, “Yes, Sir,” I replied, not sure what more to say.
“Alright, then let’s make sure both of you don’t forget,” he said and then raised his arm once more.
I watched as Simon raised his arm once more.
Sophie squealed as her boss spanked her bare bottom, now even harder than before. Her buttocks bouncing, her skin now glowing bright red, her feet kicking helplessly.
I tried to count the smacks, but soon lost count as I was too entranced with what I was seeing. I couldn’t stop imagining myself being in her place, knowing that – if I accepted this job – that would definitely happen at some point sooner or later. Part of me wanted to be in her place right now.
Finally, the poor woman’s punishment seemed to slow down. Simon left more and more time between every swat, though each of them still elicited a deep moan or squeal from the young woman.
Then finally he stopped, his hand resting on her behind as if it was tired, before gently caressing and massaging the woman’s sensitive, trembling behind.
“Alright, you can get up,” he said, “Go stand in the corner.”
Sophie obediently got up and quickly walked to the corner of the room. She peeked in my direction for a moment. I’d expected her to either look embarrassed for having been spanked in front of me, or angry for getting in trouble because of me. Instead she was smiling broadly.
“Have a seat, Natalie,” Simon said to me.
I peeled my eyes away from his secretary, who now stood in the corner of his office with her hands on her head and her red bottom still exposed, her skimpy black thong around her ankles. I nervously sat back down in my seat.
“I hope that display hasn’t discouraged you from joining my company?” Simon said, making it sound like a question.
I licked my lips, aware of the fact that I must still be blushing deeply, and even more aware that Sophie was now listening. “No Sir,” I replied, “If anything I’m more eager.”
Simon grinned broadly, “Wonderful. Now be sure, I’m not going to be any more lenient with you than I am with Sophie.”
I nodded, “Of course not, Sir.”
Simon nodded, “Well then, if you have no further questions, I’ll have Sophie make ready the paperwork and get it sent to you as soon as possible.”
I nodded, “Right, well I do still have to make arrangements at my old job of course…”
Simon smiled, “Of course, hopefully we can get all of this in order shortly, and you’ll soon be working for a boss who knows how to deal with a young lady like yourself.”
I couldn’t help but grin, looking forward to when it was my time to be in Sophie’s place.
“Sophie, could you escort Natalie out?” Simon asked, “And then come back and we can see if you deserve some aftercare for that poor bottom of yours.”
Sophie and I walked back through the same hallway, when we passed the large open office, I expected more heads to turn our way and for the first time wondered – blushing deeply – how much they could hear.
“Don’t worry, the boss’ office is pretty much sound proof, they didn’t hear a thing,” Sophie said as she saw me staring.
I nodded, “No-one else knows?” I asked.
Sophie shook her head, “No, but I was quite excited when Simon said he might be hiring someone else who might be into it,” she replied, “Though I hadn’t put two and two together yet when you showed up.”
I blushed, so Simon had discussed my potential hire with her before this meeting. Of course he’d have to take it up with her first, I thought, and it even explained why she hadn’t protested about anything that had happened just now. They’d probably spoken about such a possibility beforehand… Now that I thought of it, having my punishment being witnessed was one of the things we’d fantasized about a few times in our online conversations. Which would be how Simon knew I’d be open to witnessing one myself.
We went down to the ground floor in silence, and I couldn’t help but wonder about the young woman’s poor bottom, how red it was, hidden underneath her clothes, how much it might still hurt, fitting so snugly in that tight pencil skirt. “What did he mean by aftercare?” I asked shyly.
The naughty secretary grinned and then bit her lip, “He has this special ointment, it’s supposed to help with the pain,” she said, “But in reality it’s just an excuse so he can get his hands on my poor bottom even more.”
I chuckled, “Just your bottom, or…” I blushed deeply, asking such questions of a woman I’d just met.
The woman chuckled, “Depends on what you want, I guess,” she replied, “He can get very excited, if you let him.”
I swallowed, trying to hide my own excitement. In our online roleplaying, Simon had – as my pretend boss, done a lot more than just spank me. I was suddenly extremely jealous of the aftercare Sophie was potentially about to receive.
“See you soon,” the young woman said after she’d walked me all the way to my car, “I’m looking forward to working together.”
“Me too”, I replied before getting in my car.
Rather than leave right away, I sat there in silence, my hands on my steering wheel, still in slight shock of what had happened, and from the fact that I seemed eager to go through with this change in my career.
I watched Sophie slowly walking back to the office building, towards her boss’ office. At some point she reached back, massaging her sore bottom as she traversed the parking lot. I chuckled at my own thoughts, who was I kidding, I was eager to get started.
I grabbed my phone, just to check what else I had planned today, when I suddenly noticed, marked at one in the afternoon, the interview with Simon. One, not two… I blushed, I’d remembered wrong.
The end
Story inspired art
Delightful, though I’d have preferred some otk!