[MF] New job flirting with the HR Milf

This was a few years ago when I first started at the company I work for now.

I M31 had just started working at a new company in North Sydney. I was the new guy and was excited to be starting a new chapter in my life. I was coming into a job that was part of a rebrand and restructure and so they hadn’t mapped out roles and responsibilities yet, they also had appeared to picked candidates at random as there were very different skill levels.

It turned out after only a short time on the first day that I was much more experienced than the other candidates with my industry background and so I was singled out by HR and management for an intensive new starter program building policies, procedures and building team foundations together.

So here I am on my first day, when I met a woman named Sarah, who worked in HR. Sarah was 38 and tall. Nearly taller than me. She had a slim figure, a pretty face with a big white teethy smile and her skin was tanned and skilfully plastered with makeup but still splashed with freckles. She had DD breasts that were wrapped and respectfully covered in corporate attire.

We got along well right from the start. We were able to joke around and share our interests in brains and the way people interact. I quickly learned that Sarah was recently divorced with two kids and was struggling to find her way after the end of her marriage. She still had the wedding ring wrapped around her finger and apparently her ex had only moved out the month prior.

I, on the other hand, 6’4, slim, classically good looking was engaged to be married in just over a months time. But I found myself increasingly drawn to Sarah, there was intrigue in getting to know her better, I also had career ambitions and thought that getting to know HR should be good for my future. Regardless of ambitions I felt a connection with her that I couldn’t explain, and I knew from experience I was playing with fire.

At the end of the first week we had Friday afternoon drinks in the city, I was wearing a grey suit and white shirt and everyone else was dressed in suits, Sarah was wearing a tight maroon dress which fitted her perfectly. The company (a consultancy firm) and my team are mostly guys. Sarah was the only girl except for the bosses wife and the accountant, that had come out with us so she was getting plenty of attention from the new guys.

We were all having a good time and the drinks were flowing. I was working on my managers pushing for a senior title from week 1 and they were acting interested in some of the projects I was proposing. Part way through the pitch my yes wandered and caught a glimpse of Sarah.

She was standing at the bar, tall and slim, she exuded a quiet confidence that drew the eye. Her posture was erect, and her movements were graceful as she held her drink in one hand.

From the side, you could see the strong lines of her face, accentuated by her high cheekbones and defined jawline. Her dark hair cascaded down her back in gentle waves, catching the light in a way that made it shine like brown gold. As my eyes drifted down her body following her curves they were attracted to her stunning figure and her ass.

As she chatted with some of the new guys and her work friends, her hazel eyes flickered towards me for a moment, and I could see a hint of amusement playing at the corners of her mouth. She seemed unfazed by the guy who was trying to chat her up, it was hard to tell without hearing in on their conversation.

Despite the distraction, her attention remained focused on her own conversation, and she was doing well at keeping the conversation flowing while the guys kept handing her drinks. Even from a distance, you could tell that Sarah was a force to be reckoned with, someone who knew her own worth and was not easily swayed by the attention of others.

The guy working hardest to chat her up was playing all the right cards, he was another one of the new guys who was flying out to the Auckland office to work once we had finished training. Kevin was a Kiwi (from New Zealand), well built, pretty good looking and in his early 40’s. I think the only thing holding him back was the poor guy was vertically challenged and would have been at most 5’9”.

Once my pitch with my managers was wrapped up (crashed and burned), I went across to the bar to get another drink and talk shit with some other guys. The night had moved by fast and by that point it was approaching the end of our tab. As I went to the bathroom I noticed Sarah and Kevin were now alone and all looked to be going well for both of them.

Sarah and I locked eyes as I returned from the bathroom so I stopped by to say g’day, conscious that the last drinks had been served and my drink was at the opposite end of the bar and not in my hand. The conversation was pretty average between the three of us and I was getting cock blocking vibes from Kevin so I excused myself to return to my drink, I was a little disappointed in my efforts but at the same time Kevin was putting in a lot of effort and who am I to block a successful play.

A couple of minutes later Sarah came over to tell me she was going to Star City Casino with the other guys and asked if I wanted to join. At this point I was considering heading home to my fiancé and saving a hangover because once you enter a 24hr casino bar it’s not ever the right time to leave. But I said yes to get a little more time with Sarah. We left a little later than everyone else because she went to the bathroom and there was something up with Kevin’s credit card when he was trying to buy us last shots.

I wasn’t too keen on walking across the city as a third wheel but once we began walking and talking the dynamic had changed and Kevin the Kiwi was now the third wheel. Goes to show that chemistry beats the plays of a desperate guy. It was Hollywood cliche, arms touching occasionally, too much laughter, catching her hand as she tried to cross in front of a taxi. If it had have rained the cliche would have been complete.

We walked and talked and giggled for a while then noticed that Kevin had disappeared. She let out a small chuckle, shaking her head slightly.

“Looks like he made an Irish goodbye,” she said, turning back towards me with a wry smile.

I laughed in response, happy to see that Sarah didn’t seem bothered by the guy’s sudden departure. As we stood on Pyrmont Bridge, I was talking about the Navy and an old ship that was below and Sarah was listening intently, I stopped talking and we paused taking in the beauty of the water and the surrounding scenery, I realised that i was grateful for Sarah’s company.

Despite only knowing her for a short while, I found myself drawn to her intelligence, her wit, and her quiet strength. I knew that she was going through a tough time, having recently gone through a divorce but I was feeling a lot of pressure in my own life which I was needing escape from with an upcoming wedding, new job, mortgage and all the rest. I guess we had a lot on our minds and a distraction was welcomed.

As the two of us stood there, lost in our own thoughts, a sense of ease settled between us. You didn’t need to say anything; the simple act of being in each other’s company was enough.

Eventually, I broke the silence, turning to Sarah and saying, “I know we’ve only known each other for a short time, but I ah, I feel like we have a real connection.”

Sarah smiled, her eyes sparkling in the moonlight. “I feel it too,” she said softly. “There’s something about you that makes me feel safe.” I laid a light kiss on her forehead and we turned back to look at the water with my arm casually around her waste.

In that moment, I knew that I had found something special and the new relationship energy was keeping my heart pumping and shifting my brain from my head to my pants. Something that was worth exploring, no matter the risks or complications that might arise.

My brain was now in overdrive and my hand was aching to rip her dress off and rub her bare ass and see her big succulent tits bounce but decency and respect took precedence and I relented and took Sarah’s hand in mine, and we walked to the casino entry ready to face whatever lay ahead.

I didn’t last long in the casino bar as it turned out, the last shot that Kevin had gave us had an afterburner and it took a while to kick in but when it did I excused myself to the bathroom then an Uber straight home. I have a feeling that old mate Kevin may have felt the effects of the shot earlier and had actually passed out and not ghosted intentionally lol.

Fast forward a few weeks and I was asked to go on a drive to visit a cement works site 2 hours south of Sydney and I was to take Sarah with me to show her the site facilities and interview a few team. The drive was uneventful except for the beginning watching Sarah trying to climb up into my Ute in a pencil skirt, and we found ourselves talking about everything under the sun. The site meetings went well, she was an eyeful in a hi vis vest, white button up blouse, black pencil skirt, hard hat and glasses. As we drove back, the tension between us grew stronger and stronger.

Finally, she placed her hand on my leg and squeezed my quad. There was no need for talk anymore and I was immediately hard and throbbing and as soon as I saw a turn off I pulled over to the side of the road. By the time I had pulled off the road she had unzipped my fly and folded out my big hard oozing cock. My I couldn’t resist any longer and leaned over to kiss Sarah. It was electric, and we both knew that they had crossed a line. But we were both overcome with emotion and desire to change anything.

We switched to the back seat and we took each other’s clothes off, right there in the Ute. I kissed Sarah’s long tight naked body with a hunger that she had not experienced before. Sarah moaned with pleasure as I explored her body with my mouth and fingers. The delightful aroma of her pussy juices welcomed me and my mouth was watering knowing that her taste would be even better than her smell.

Our bodies were long and the rear of a dual cab Ute is small so there were some logistical issues but each of us made it work and once we had the front seats shifted I was able to get behind her with my head buried between her legs devouring her sweet juicy pussy while my hand was massaging her breasts and her hand was rubbing her swollen clit. She was moaning and my tongue was working hard pushing into her entry and flicking forward to her fingers and clit. She let out a series of high pitched moans and her body convulsed and she squirted juices over my chin. It was a moment of ecstasy for both of us.

I hadn’t experienced a woman squirting much before so I was quite surprised by the turn of events. We took a breather while Sarah rubbed my throbbing and hard, wet cock. I asked her if that was normal for her, she smirked and squeezed my knob. I put my hand down on her mound and we each stroked each other for a while while I sucked on her stiff sensitive nipples.

It didn’t take long before I was ready to unload but I don’t think Sarah was aware as she was getting ready to orgasm again on my fingers and her hand wanking me was on autopilot. I sped up my fingers on her clit then pushed my middle and ring fingers inside her saturated swollen pussy lips pushing to her cervix then curling them onto her hidden gspot.

She let out a yelp and let go of my cock (thank god) and put her hands by her side to lift her ass off the seat to get a better position for her. I picked up my tempo and used my thumb to flick her clit and again she clenched and after what felt like a minute of build up she released a stream over my back seat.

It was fucking hot. I couldn’t hold on any longer. I wanted to cum and we were running late to get back to the office. I pulled out the first aid kit with my emergency condoms and rolled one on, Sarah turned around knowing how she wanted it and opened her legs for me to thrust inside her. I used short thrusts at first to get her open then waves of bliss radiated out from her stretched opening and the channel that is being so delightfully filled.

I began to push deep and the pleasure was throbbing from my cock as her muscles squeezed it’s entire length. I reached around and massaged her engorged clit and increased pace as her moans were beginning to quicken and her body sweating. My balls were slapping agains her dripping pussy with every stroke. She was on the edge of cumming and her body was rocking with mine matching my speed.

The feeling of my cock deep inside smashing her cervix was too much for Sarah so we swapped positions with me sitting in the wet spot and she slowly lowered her body and gave a great cry of joy when the head of my cock wedged into her dripping pussy, my pubic hair now brushing against her swollen pussy lips. She impaled herself on my hard shaft, our pubic hair mingling and getting coated in juices. Sarah arched her back and put her hands on my quads again while I lifted her body on my cock bottoming out and enjoying the view of her tits bouncing with each thrust.

She began to grind back and forth on my cock and she told me she was about to cum so I squeezed her nipples then brought her torso down to me so her tits were on my face while she pulsed through her orgasm. As she was cumming her nails dug into my back and she bit my ear. The slight feeling of pain along with her tight pussy clenching my cock was all it took for me to cum, shooting rope after rope of cum inside her.

Eventually she lifted off my still hard cock, and we kissed some more, all while still on the side of the road. We had got lost in our passion for each other. As we drove back to the office, we both knew that we had crossed a line, and we couldn’t undo what had happened but the good thing was nobody could report to HR.

I went through with my wedding two weeks later and had a few thoughts about Sarah. Sarah, on the other hand, was left to pick up the pieces of her heart, knowing that she had fallen for someone who was already taken.

In the end, our encounter had no real consequences for both of us. We had let our emotions take control, and it had felt good. We kept the riding the new relationship wave for a few months but eventually the fire burned out and a few months later she left the business.

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Hey so this is my second recount of a past memory. I hope you enjoyed it, as always I’d appreciate feedback, good bad or other.Have a great day. Bushydad.

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Edit: Formatting.

Source: reddit.com/r/gonewildstories/comments/11oaxv0/mf_new_job_flirting_with_the_hr_milf