I could never stop myself from getting horny at work. It seemed as though I would start the day normally enough, dead inside and trying to erase the look of dread off my face. But then by the end of the day I would be a literal tiger, wanting to fuck anything and everything in sight before I left the office, and since I was always the last one out of the building it was very seldom someone saw that side of me, and I was able to keep it to myself as I went to the next destination, be it home or the bar, or even somewhere else. I knew that while other people were present, I could control my urges and feelings, or could I?
A new boss started one breezy Spring day. He was around my age and physically fit with the exception of a cute little pooch belly that must have been the victim of drinking parties with “The Squad”. He had legs that were nice and thin, black hair that he would always comb into a nice little flame design in the front, an ass that looked ripe for spanking, and muscular arms. Despite the fact that he looked like he would probably tear down the government as we knew it one day, my bisexual heart fluttered every time I saw him walk by my desk.
One cold December night, I was about to leave the office at my usual time, and he was still there. An important project was due the next day, and it couldn’t be late else he risked termination from the higher ups at the company. So as the dark winds howled outside and the trees glistened with Christmas lights, there he sat, focused and intent. His eyes never seemed to leave the computer screen, except once when his phone went off. I wanted to ask him to come with me to a world of pillows and no cares, but knew that shitting where you ate was never a good idea in the slightest.
I was putting my coat on and getting ready to walk to the door when I heard what sounded like my boss crying with his head down. I turned around and sure enough, there he was, his hair all a mess and his desktop slowly being flooded with the tears of sadness. I knew it would be wrong to leave even if I didn’t get some, so I went back to his desk and asked what the matter was.
A few moments later I was staring at a photo of his girlfriend sucking the dick of his “best friend”. It seemed that things had taken a very raunch and very dark turn for him, and now he was ready to potentially call it quits with the woman of his dreams, having just bought a house with her several months prior. It could all be over just like that, and then he would be free for me to try and bone anytime I wanted.
But I was smarter than my ape-like sexual tendencies, and I put my arm around him and sat down next to him. He was wearing a button up fleece jacket, so touching him felt like the warmest hug ever. This seemed to calm him down a little bit, and he gave me a hug, telling me I was the nicest person he’d ever met. Clearly he was in the heat of the moment with his feelings. Knowing that he couldn’t go home to his girlfriend or finish the project, I invited him out for a drink to calm him down and get him back in the swing of things. I knew I wasn’t “The Squad”, but I could at least be a friend.
The hotel bar next door was dimly lit, and it was one of my favorite spots in town because that was my favorite environment. We shared shots and shared stories, and out of those came his deepest insecurities. He felt as though he couldn’t be a good partner in bed, as though the world was falling apart and there was nothing he could do to stop it, and that he had failed his families’ expectations altogether because of the career path he had taken and the diminishing returns it was showing. There was a lot of stress on this poor man, and I felt awful the more I chatted with him about it. I also however just could not stop looking into his deep sexy eyes and hearing his more feminine voice. The emotional connection grew stronger, and the feelings got hotter. I caught him glancing at me a few times out of pure simplicity.
The next lines came as a surprise. He was questioning his sexuality. He had been checking out same sex porn for a while to test the waters, and he thought cocks were hot. He wanted to play with one and see where it went because he wasn’t sure if he was happy with his girlfriend, yet still wanted to remain faithful to her. He tensed up.
I reminded him that she was a cheating little scumbag, and that while getting even is never the best move when it comes to shit like this, sometimes you just have to and nobody truly needed to know that he ever hooked up with a dude before. While he would have had to keep it quiet of course, there was a huge possibility everything could turn out to be ok.
That was when he kissed me and the whole world stopped. Right there, at the bar, without even another word said. I returned the favor, and fuck was it hot. It had been a while since I had had any type of connection with a man, and I knew now was the time to make my move. I invited him to come with me, and he said yes. Since we were both drunk out of our gourds at this point, I rented us a room, and we went up the elevator to the eighth floor.
The room was filled with dark-toned wallpaper and hardwood floors, pretty standard for a hotel in a big city I’d say. We turned a light on, and it wasn’t much longer before we were back at each other’s lips, kissing ever so passionately. The world just seemed to stop right there in that moment, for it was magical and should have never ended.
I took off his pants and his cock was already standing at attention behind a blue jockstrap. I asked him why he wore that and he said it was because sometimes his girlfriend liked to peg him, and that was the only pair of clean underwear he had that day. I just kept going, and rubbed his cock from outside his jockstrap. He gave some light “unnhs” and “uhhhs” in pleasure as I slid down the undies and took his cock in my mouth, focusing on his balls and trying to shove the whole thing in. His cock was delicious. As I began to smack his ass, he began to wail out loud and push my head against his cock, and I had to stop him because I could feel him tensing up as though he was about to cum, and that couldn’t happen yet.
I took off my pants and let him feel me up for a bit. For a novice to the gay sex game, he knew what he was doing. His hands seemed to keep finding all the right places, and I loved every touch. Soon, I felt him sliding my boxers off and taking my cock in my hand, beginning to stroke it. Holy shit did it feel good. My last few partners never gave handjobs. It was always blowjobs or just straight to business, so this was fucking amazing. I soon had to stop him too, otherwise I would have blasted off all over the bed before I even got a chance to show him the best part.
I asked if he was comfortable with the idea of getting fucked by a live cock, that it was different than a dildo. He nodded, so I had him lay on the bed before spreading his asshole a bit and fingering him to make sure that he wasn’t too tight and also clean. Having no issues, I mounted him and slid in to his hole, and it felt like my cock was trying to get stuck into a hole on the ground he was so fucking tight. I asked him how he felt and he said he was great, so we went on.
With each deeper thrust, his moans got louder and louder. For his first time he was sure having the time of his life. What a guy. I was still ecstatic about the entire prospect of having my boss who I’d wanted for so long on my cock and under my control. I smacked his ass harder until it was red, and then he said he was going to cum. I stopped for a moment to edge ourselves to bigger orgasms, and smacked his hand away once I saw it was going to his cock to try and push himself that last little bit.
As we started again, the moans picked right back up from where they were before. Fuck that was hot and he was sexy. It wasn’t much longer before I was ready to burst again, and I asked if it was ok to cum in his ass, which he agreed with. I grabbed onto his sides for dear life, and with a few final thrusts, dumped my load deep into his ass with an orgasm so strong I collapsed on top of him. I was shocked when this wasn’t enough to finish him also. So I slapped his hands away from his cock some more, and then got off him, rolling him over to expose his beautiful cock to me once again.
I took it back in my mouth once again, sucking balls deep in hard and short bursts. He moaned and breathed ever so lightly with each one, and before long he tensed up. I had never swallowed a man’s load before, but when he said he was going to cum out loud, I had to finish him off.
His cock seemed to freeze for a moment, and then it was like sweet ecstasy as multiple shots of cum flooded my mouth. I had to stop myself from gagging but it tasted so sweet. He collapsed on the bed, and I went to rinse out my mouth before coming back to the bed and cuddling beside him again.
We would stay the whole night together, and because it was pushing 3am when we fell asleep, we both missed work the next day and were terminated swiftly for pulling no call no shows, both of us by the higher ups. They had no idea what happened, but the attendance policies were set in place. My boss would ditch his girlfriend before coming out as gay to everyone he knew, which blew up his social circles for good (he was religious), and committing to a relationship with me, almost as though all of it was a dream. He said he wanted me due to my ability to listen and understand his sensitive side. Personally I was just happy to have someone willing to bottom for me. We would get married and I would later fuck a single girl silly to get a child into the family.
Life was pretty great after that I have to admit, and it all started because of a smut pic and a few drinks.
Source: reddit.com/r/eroticliterature/comments/qp2sx7/a_splendid_night_with_the_boss_mm