That time I became my boss's hook-up buddy

by Marcellus

16 Sep 2021 3869 readers Score 9.2 (37 votes) PDF Mobi ePub Txt


The story begins three years ago when I was 23 and just living my best life ( I was a hoe ). I don't necessarily have a fetish for daddies, but I tend to trust them more, since most of the time, they have more experience, so the sex usually is better.

I met this very attractive 35 year old gentleman, 6ft-something, nice toned body with a little firm belly, and honestly, quite the nice package. Let's call him Frank. By that, I mean it wasn't too big to the point where I was scared for my life and my mental sanity, but big enough to give me good time. And boy, did we have some good times. Everytime he would eat my ass, it felt like he was enjoying his last fucking meal. On many occasions, I lost count of how many prostate orgasms this man was leading me to. He knew how to be rough without taking ruining the pleasure, which is a skill on its own. But my favorite thing was when I could hear his moans whenever I deep-throated him. So much that we became regular fuck buddies, and dare I say, even friends, for the better part of two years.

However, six months ago, I started working at my dad's company part-time, because school tends to bore me when I'm not feeling challenged, so I'd rather be productive. When I got there, the first day, I was introduced to my supervisor, and, you guessed it, it was Frank. Frank was one my dad's chief engineers. Now, I know, from experience, how to stay calm no matter what. He, on the other hand, almost lost it, but calmed down when I gave him the "hush !" sign. Since the rest of the office could see us, but not hear us, we pretended to talk business for like, 30 minutes before we agreed that what was going on needed to stop because this was getting very awkward, and unethical in many ways.

The next four months bent by pretty smoothly, I was doing well at the company, got along with my colleagues, and was good at the tasks I was given. My relationship with Frank became very professional, almost mechanical, I'd say, although it was kind of hot to call him "Sir".

Ultimately, the situation started to weigh down on us to the point where we could barely talk to each other if there wasn't anyone else in the room. One Saturday night, as I was at one of the very few gay bars in Abidjan, I saw Frank arriving with what looks like his friends. At first, neither of us wanted to approach the other, but it seems like fate had other plans. One of his friends knew one of mine, and before we even realized, our groups started to mix together. For what felt like hours, I found myself clenching my fists, just so I wouldn't touch him, even though all I wanted was to feel his skin.

 Just as I thought I needed to blow off some steam, the DJ started playing some Beyonce. You could say that I'm a stereotypical black queer man, because I danced my ass off on that floor, and for a while, it did manage to keep my mind off him. My next mistake was to take a look at him in the mirror while I was dancing, only to see the desire in his eyes as he was looking at my ass. Even from the distance, in the poor lighting, I could see his pants tightening from his erection. The thought that, even after all this time, he still desired me this much made me so very horny that I had to step outside for a while. One of my friends was worried about me because she saw me storm out. I made up an excuse, said I wasn't feeling well and drove home where I masturbated like an addict.

The next day, he called me up, and asked if I could come back to his place. I was a bit scared, because as I've said, not only is he my boss, he's my dad's employee, and one of his favorites, despite what he says. But I guess a hoe will keep on hoe-ing, because I went there anyway. I barely got passed the front door when I heard him say that he couldn't keep doing this. I told him that we did not have a choice because we both could end up very hurt. He said he missed what we had, that the sex was too amazing to stop. The Lord only knows how true this is. I stayed quiet, because it was very true. I knew I should leave, but I was also very horny, because since I started working, I did not have time for sex. Finally, he initiated the kiss that fucked everything up. My ass in particular.

 We had a lot of really great sex, but that day, the built up tension, the frustration, the repressed desire, multiplied the magnitude of every damn sensation. The second he let me catch my breath, I let my body take over, and I dropped to my knees, pulled down his pants, and took his entire manhood in my mouth. My own penis started pulsating as I heard him moan while I let him ravage my mouth. His grunts got gradually louder until he released his hot semen in my mouth, which I happily swallowed, like so many times before.

 I already getting back up, ready to leave, thinking this was already over, when he grabbed my face and pulled me in for another long and hungry kiss. He then told me very impatiently to get rid of my clothes, and then lifted me up like I was nothing, brought me in his room, threw me on the bed, and just stood there. I rarely saw a man that horny in my entire life, and knowing that I was the cause made me feel something I never felt. Power. I had control over his lust, that thought made me euphoric. As the last barrier in my mind fell, I grunted the words that changed me forever: "Take me."

 I instantly turned around on my belly, spread my legs and let him eat my hungry hole like he had done so many times before, using his saliva and tongue to loosen me up. My body was so grateful for this attention that I felt my sphincter open like it never did before. For several minutes, he feasted on my ass, as I moaned for more. Finally, he told me to turn back, facing him while he inserted two of his fingers in me, using them to stretch me open. I had never felt such strong sensations, not from just a couple fingers. He was so passionate, yet so gentle when he kissed me again, so much that I did not realized that he had inserted another finger inside me. I only realized it when he put in the fourth one.

"- Three fingers are not enough, I said, with a heavy breath.

 - Then it's a good thing there are already four of them inside your cunt, he said, with a grin. Would you like more, boy ?

 - Yes, sir, I muttered, without even thinking about it."

 I had never been fisted before, but I think it might the first of many times with him. There was no one I trusted more with my hole. The sheer satisfaction I experienced was like nothing I ever felt before. I had completely surrendered my body to this man, and he was treating it with such care, that I had the biggest orgasm of my entire life thus far. But still, there was more to come.

I felt empty, at first, when he removed his hand from my hole. I wanted more. I wanted him. I wanted all of him. He must have seen it in my eyes, because he instantly inserted his penis inside me, in a loud moan of pleasure. The sounds of him pounding me like the slut I became filled the entire room. The pleasure, the lust I could see in his eyes, made all those months of abstinence worth the wait. Right after I ejaculated on my belly, he quickly turned me around on all fours again and resumed his delicious torture, until he himself came for the second time, inside my ass this time.

We laid there for a while, struggling to catch our breaths, slowly returning to reality, before taking a silent shower together. There was nothing more neither of us could have said. We both knew what this had become.

It should have been the last time we hooked up, but my dumbass still cannot resist this fine piece of meat. The only difference is now, I purposely call him "Sir" when we fuck, and I can tell how much he enjoys it. We keep things professional at work, even though we sometimes flirt a bit, whether it's something like smacking my ass whenever we're alone in the office, or me making an emphasis on "Sir" when I feel like it.

by Marcellus

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