That time I [F] was fucked by one of my [M] employees

This turned out longer than I planned. Skip down to the *** if you just wanna read the sex parts.

This happened about a year ago, but is a favorite memory that I think of often.
A little backstory: I’m a 31 year old female manager with big restaurant company. A company with strict standards in place for managers interacting with employees in any way outside of work. He (let’s call him Jacob) is a 25 year old employee of mine. I’m sure you can see where this is going. He had worked for me for about a year at this point, and we always got along really well, strictly in a friendly manner. A tad more unprofessional of a relationship than we should have had, but we never crossed any lines. We just shared a lot of the same interests and some habits that we talked about a lot. We joked that we would be friends if he didn’t work for me… which was not an uncommon thing among the managers/employees that work there.

To give somewhat of a visual: I am 5’6”, light brown hair a few inches past my shoulder, blue eyes, b cup tits and a curvy 150lbs. I’ve always heard I have a nice ass and a beautiful smile. He’s probably about 5’10”, slim build, dirty blonde hair and very pretty bright blue eyes. He has a lot of tattoos (one of the things we always talked about), but all I could ever see were the lower half of his sleeves. He told me about more that he had, but I never saw underneath his uniform.

One day Jacob told us managers that he was going to be putting his 2 weeks notice in. He was a great employee so we were not thrilled to lose him, but shortly after he told all of us, he and I mentioned how we could finally hang out once he left.

To be clear, I strictly was looking to be friends with him. While I did realize he’s quite an attractive guy (a lot of ladies swoon over his looks), I was not physically attracted to him, really. He just wasn’t my type. However, I’m kind of a flirty girl without even meaning to be, so it’s safe to say we got a little flirty at times but it always seemed to be innocent flirting. And I’d be the same way with some of the other guys there. And they sure got flirty right back with me.

Longer story shorter…. he ended up taking a week off at the end of his notice and coming back. When he left on that last day, I immediately got a friend request on Facebook from him. I accepted. After all, he wasn’t my employee for a week. We could at least hang out once.

He sent me his phone number and we started texting. A lot. He started pushing the flirting a little harder, initially I wouldn’t flirt back. We ended up getting coffee one day, and hung out a couple of times and I started to find myself flirting back. Still not lusting for him by any means, but it was fun.

The last night that we got together before he came back to work, we met up for dinner and we had each had a couple drinks. As we were leaving, standing outside my car, he suddenly put his hands on the sides of my face and kissed me. He kissed me gently, but at the same time, it meant something. At first I was confused and I just froze there. Was this happening? Was I enjoying it? SHOULD I? Then I felt his body leaned into me. And that kiss. And I just kind of enjoyed it. He pulled away and looked into my eyes. He simply stated, “you’re beautiful.” And stepped back, said “I’ll see you at work tomorrow“ and got in his car. With a smile, I said bye and left as well. My mind was racing. Suddenly I was confused about my feelings for him. I still wasn’t that attracted to him, and genuinely wanted to be friends with him, if he wasn’t coming back to work.

But that kiss lingered in my mind and over time, I started to think about more. We continued to talk like normal at work…. but of course more flirting and innuendos. The texting never stopped and we got to know each other more and more. I was single, had been for a long time. He was too. We both, somewhere along the line, acknowledged that we would never work as a couple. Kind of set a standard of what we both wanted.

I started to think more about him in sexual ways. Sure, he’s a good looking guy. But I tend to like bigger, more mature men. Not young men of Jacob’s build. But… being single for a while I was craving some dick in my life. And I was never the type to sleep with random strangers. But Jacob? I’d sleep with Jacob. Just for a good fuck.

Fuck it. Not my best professional choice but I made it anyway. I was trying to figure out how to approach it with him. While I was flirty, I was somewhat shy at first when it actually came to the real thing.

One drunk New Years night alone at home, I was texting him. Asking him why we didn’t make plans together since we both were doing nothing. We got deep into some texting that night, we talked about how long it had been since we got laid. If I hadn’t been drinking, I would have drove to his house that night.
Mind you, at work, we acted just like we always had. Nobody was the wiser that we were even talking outside of work, I made sure of that. And that kind of made it more exciting. A few days later at work, I was in the freezer and he unexpectedly came in and with both hands firmly on my ass he pulled me close to him and kissed me deeply. I kissed back. Normally I would have not been into it, but there was only one other person in the building at the time and we both knew she was busy doing other stuff. We kissed for a few seconds before he backed away and sternly said “Let me fuck you.” Then he walked out. I smiled. I knew it was coming and I was excited.

We had to set some boundaries. We both agreed we just wanted to have sex once. No strings attached. After talking about it, we planned to have dinner the next night. The sexual tension was high. We got back to his house and as he was taking his coat off I came up and pushed him against the wall and leaned my whole body into his, and kissed him. Before I knew it, his hands were running all up and down my back and all over my ass. We made out heavily, against the wall rubbing each other for a few minutes. Through his pants, I could feel his cock already hard against me. He pulled back and, breathing heavily, said “Damn. Let’s not waste any time” as he pulled me to his bedroom. I was already wet from the excitement.

***

He pulled his jeans off and then came to me and pulled my shirt over my head. He wasted no time in wrapping his arm around me and undoing my bra with one quick motion. I pulled his shirt over his head and admired his body. Lean, but muscular. And oh those tattoos all over his torso and arms made him look good. The pause didn’t last long, as he immediately started sucking my tits softly, since I had told him before I am not into pain, and continued as he took off his pants and boxers. He swirled his tongue all around my nipples and the sensation sent electricity through my body. I reached down and wrapped my hand around his rock hard cock. I couldn’t see it, but it felt thick. As soon as I felt it, he laid me down on the bed and kissed my neck as he shoved his hand into my paints and panties. At the same time I saw his throbbing cock. It was thick and a nice length, had to be about 8”. The excitement of all of this had me dripping wet already. As soon as he felt my drenched pussy, he paused, smiled and said “damn….” which made me grin and chuckle.

His focus changed. With me laying down, he slowly took my pants off. He stared for a second, checking me out. It didn’t last long though, he quickly stuck his face between my legs, licking up and down my pussy before starting to finger me while sucking on my clit. I was so turned on, that felt amazing, and his fingers touched my g spot just perfectly and it didn’t take long before I started to feel that tingle building up inside of me. My hips started bucking as a wave of an orgasm swept over my body. We were alone in his house, but I buried my face in a pillow as I moaned in pleasure.
When I was done cumming, I pushed him down on his back and focused my attention on that big cock again. I wrapped my hand around his shaft and slowly licked up his shaft and enclosed the head in my lips. His breath shortened, and he moaned quietly as I took more of him into my mouth. I took as much of his large dick as I could, sucking him for a good few minutes.

Shortly after, I crawled on all fours and pointed my ass toward Jacob. He put a condom on, then slowly rubbed the head of his dick across my pussy lips a few times. I was twitching, I wanted him so bad. I just wanted to feel his cock inside of me. Once when he was teasing me, I couldn’t take it anymore and I just pushed back against him, shoving him a couple inches inside. I felt his girth stretching me out as he slowly pulled out and would shove more back in with each thrust. Soon, he was as deep as he could go, and I was stuffed full of that thick cock. And it was wonderful.

Jacob fucked me from behind for a few minutes, rubbing and spanking my ass all the while. He would grab handfuls of my hair and gently pull my head back. I moaned in pleasure and his breathing slowly got heavier.

After a bit he flipped me over into missionary and fucked me that way. I wrapped my legs around him as he thrusted deep into me. While he fucked me, he rubbed my clit, and the sensation was almost too much to handle. I was so wet that I could feel juices dripping down my ass. He hit a rhythm of a perfect spot and I gasped “don’t…. stop….” and he did just that, kept right on fucking me until I came again. By now my legs were shaking, and I told him it was his turn. We rolled over so I was riding him, I took every bit of his dick in me that I could. Being in control, this felt great, although I was a bit sensitive after those big orgasms.

It didn’t take long before I recognized his movements changing slightly with mine, and his breathing pattern changing. He soon started grunting and saying he was about to cum. “Cum for me, yes” I said. Before I knew it he grabbed my ass and moaned as he came while deep inside my pussy. I loved every second of it as I felt his pulsing dick inside me. We laid next to each other while catching our breath and I commented on the size of his cock. He chuckled a little and said “did that really just happen?”

That was the one and only time we hooked up… while he was an employee of mine. A few months later he really quit working for me. We started hanging out and kind of became a FWB thing where we hooked up a few more times. We haven’t hung out and hooked up in months now, we’re still friends, but life just has us busy. I’ve been thinking of that cock lately and debating on texting him for another night together, and maybe I could have another story to share ;)

Source: reddit.com/r/gonewildstories/comments/ae5xcr/that_time_i_f_was_fucked_by_one_of_my_m_employees