Making work a lot [m]ore [f]un by disciplining my assistant

I wasn’t exactly at the peak of my sex life to say it mildly. Raising the kids was an exciting but exhausting adventure and building the company took its toll on me as well. I did have some interesting encounters at work before, but that was well before the marriage and since we were dabbling in IT, you usually don’t hire (nor find) hot chicks for the nerd cave.

It all changed that one day we decided to get a recruiter.

HR department wasn’t my business, but I definitely needed someone there to at least pick up the basics like scheduling and following up, since I was still doing all that recruiting myself.

So when it came to the final selection, I also got my say in the decision — and that was the day I met Milena.

She was sitting in the green wing chair already when I came in and seemed pretty nervous after an hour of roasting by my cofounder. We swapped interrogation duty and I closed the door. She was extremely petite and delicate, almost a bit childlike in her appearance, but definitely well in her thirties already.

Her long, black hair fell down flat and was well cared for. On the pale, slightly freckled skin of her face I imagined a slight smile when I came in, and with a hint of a Bulgarian accent, she extended her hand to greet me with a well played, but likeable aura of confidence.

After some social chit-chat, I asked her what she could tell me about MySQL. She looked me into the eye and told me bluntly: “Exactly nothing, but if you need me to know something about it, I’ll do so by tomorrow.” — Touché.

She clearly wasn’t up for the task to be a Tech Recruiter, but goddamnit was she eager to try. Because there weren’t any other good contenders at that time, we ended up hiring her.

The next weeks, I invested quite a lot of time getting her up to speed with the specifics of tech recruiting, so we spent some sessions together.

I‘m usually not into the Eastern European type, but her petite statue and her eager, almost slightly submissive demeanor kept my subconcious thinking about throwing her around the room at times.

I kept it professional and light hearted all the time though and I kept her in check with my usual mix of seriousness, quick wit and sarcasm while I handed over my treasure trove of experience hiring a couple dozen engineers in my career.

A couple meetings in, I began to notice a few things I didn’t before. An elevated level of touchiness. A brush here and there. That slight shoulder touch when sitting together for a video interview. A bit more laughter than usual.

Now, as a real man, I grew up with a complete hole in that brain area where subtext and body language interpretation are usually located, but over the years, I started getting the hints — and this clearly started to feel like there was something going on there.

The next day I came in with a broad smile into our Tuesday morning meeting and being completely unprepared, I asked her “So what can I do you for today?”

To which she replied with a barely hidden, sheepish smile: “Oh, there‘s a lot of things you could do for me…” and nervously giggled for a second. Aight, ovulation upcoming. I raised an eyebrow with just the slightest hint of a smirk.

“…erm, for example, giving me some feedback on these candidates here!” and turned back to the computer.

This was on.

Incidentally, this was also the moment my subconcious implanted a picture in my mind that I found hard to get rid of the next days. A picture of her, kneeling in front of me in tight fitting black ropes. Her hair in a pig tail, attached to the rope and keeping her from looking down. A pair of eyes, so eager to satisfy me, despite that slightly messed up makeup, while my cock was knocking at the back of hear throat.

I was intrigued.

Unfortunately, the next days things started getting worse. Her candidate selection just didn’t start getting better. Then, she messed up an appointment with a candidate I really wanted and almost killed the deal.

I was seriously pissed, and my first thought was actually firing her.

I told her over Teams that this was simply unacceptable and asked her what the hell she was thinking. She asked if we could talk, so I sat down with her.

At first, she acted all defensively, but after I confronted her with the facts that it was indeed her who messed this up, something happened that I didn’t expect: She broke down and started crying.

“I’m sorry. Like, I really am.”

And then she looked up at me, with that slightly messed up makeup my subconcious was still trying to process:

“Is there ANYTHING I can do to make it up to you?”

I breathed with a deep sigh and paused. Not for dramatic effect, but because for me, this was about failing at the basics and I didn’t see a good way forward.

Suddenly, a wild bulge appeared in my pants who also wanted a say in this matter.

This felt wrong, but the irresistible kind of wrong, and my instincts took over.

I told her “Meet me at four at the side entrance.” and went away.

The side entrance was in an empty hallway, bordering to the large bathroom that nobody ever used.

Point four, she appeared. I opened the door to the bathroom.

“Get in.”

She obliged with an empty expression and I locked the door behind her.

“Stand in the middle of the room.”

I slowly walked around her and mustered her. She looked up at me and seemed to be a mix of confused and turned on.

“Tell me, what should I do with you now? I told you what I wanted and you did exactly the opposite.”

She didn’t anwer. The next round I walked past behind her, I closed in and very slowly grabbed her long hair at the neck, pulling her head up. Ever so slightly, but leaving no doubt I was the one in full control over her tiny body.

She groaned in a muffled tone, clearly a bit surprised. I continued my interrogation in a dark, authoritative voice, almost whispering.

“Now tell me, what do you think is the appropriate punishment for messing up my calendar?”

“I… I don‘t know?”

“Oh, but I do. You will need to be spanked for this. Open your pants and pull them down.”

With a hint of nervousness, she proceeded to unbutton her pants.

“Your panties as well.”

Very slowly, she pulled them down as well. Our eyes were still locked and I did not even bother to look at her exposed shame. I walked around and told her:

“You will get ten slaps for this and I need you to count them up for me. If you mess up, we will start again.”

Then I smacked her ass proper. Firmly, but not too violent yet.

“One.”, she whimpered. “Two. Three.”

I tried to keep a balance between hitting slightly harder every time and not letting her squeak too much.

“Four. Five.”

I was rock hard at the sight of my tiny recruiter getting spanked by my bare hand and probably have taken her right there. But this was not the time for my own enjoyment yet.

“Six. Seven.”

“You need to stay silent. We don’t want to let anyone else know you’re enjoying my punishment here, do we?”

“Eight. Nine.”

I slapped her extra hard for the last one. “Ten.”

She took it like a champ, even though she clearly had to suppress her voice.

“Turn around.”

She faced me, blushing and breathing heavily.

“I think that’s appropriate for today. Get dressed.”

She slowly pulled her panties back up. Then her pants. Just as she tried to close the zipper, I suddenly gripped her by the neck and chocked her, ever so slightly, then turning to her ear and whispering:

“Don’t you EVER mess up my calendar again. Now, leave.”

I waited until she left the room, following slightly after in order to not raise any unneccessary suspicion.

The rest of the day, she seemed elated and very alert in order to do a really good job and make me proud. Good girl.

That was until the next day, when I looked at my screen and found a double booking in my calendar that was just impossible to overlook.

I opened Teams and found Melina.

“We need to talk. Now.”

“What’s up?”

“You will find out soon enough. Meet me in 5 at the side entrance.”

Source: reddit.com/r/gonewildstories/comments/ikghae/making_work_a_lot_more_fun_by_disciplining_my

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