I really had no idea I’d become so adept at manipulating my boss into fucking me. It all happened so unexpectedly, and I suppose the need for his attention and his cock motivated me. My boss is a very good looking stud of a man. Maybe if he wasn’t none of this would have happened. But it did, and he’s not ugly, so here we are.
I managed to trick him into fucking me a second time, threatening to email the Chair of the Board of Directors with intimate details of his tryst with Maria, the woman he banged on my bed, in my hotel room, while away at a conference.
Sure, I deleted the email from my phone, but I’m no dummy. I had drafts saved on a thumb drive and on my laptop. I took so much time to vividly describe every intimate detail, I didn’t want to have to do that again. I only wish I had pictures, there would be no disputing them.
Well, once again I let a few more weeks go by. My boss, Scott, treated me indifferently during this time. We only spoke when absolutely necessary. Still, there were many questions by colleagues as to why there was such a deep rift between us, and I never directly explained any of it.
The urge to get laid again was surfacing more and more with every passing day, and I could no longer ignore it. It was time to take action.
I boldly knocked on the boss’s office door.
“What do you want? Handing in your notice?”
“Not a chance. I love working here.”
“Well, what do you want then?”
“If you’re going to speak to me like this, it’s really not going to help me forget what happened in Florida, Scott. I’d try to be a little nicer if I were you.”
“You said we were even. I fucked you just like you asked. This is done. You hear me faggot!”
“There’s that word again, interesting how you use it with such venom in your voice. No. I never said we were even. I only deleted that email from my phone, but I never said we were even. You’d like it to be that way, it it’s going to take more than talking to me like this to forget about the whole thing.”
“What are you saying? Out with it!”
“I’m saying that it’s time for you to put up or I’m going to tell the entire Board of Directors that their CEO got drunk and came inside a strange woman on my bed, in my hotel room.” I said it just loud enough for Scott’s assistant to overhear me, to frighten Scott into submission.
“Keep your voice down!”, Scott said through gritted teeth. “Look, I’m done playing this game with you. I’m not a queer and I’m not into men, and I’m not putting my dick back in your ass. Ok? It’s just not happening.”
“We’ll just see about that. When I walk out of your office I’m calling Bob and I’m going to tell him everything. You’ll not only be fired, you won’t ever find another job as a CEO ever again. You’ll be ruined.”
Scott watched me get up from his office chair and head towards the door.
“Wait!”, he shouted. “Come back here.”
“I thought you might see it my way. See you at my place, 8pm is fine, Scott.”
I smugly walked out of his office feeling a sense of wicked accomplishment. I could almost picture Scott fuming and pounding his fists on his desk. He might be the CEO of the company, but he’s not in control of me, or of this, and it is probably making him crazy. Not my problem, it’s his.
I was like a pig in shit for the rest of the day know that later in the evening I’d be getting that cock once again. I went home a little early to prepare myself properly.
As the clock was inching towards eight, I opened a bottle of wine and drank some to calm my nerves. Not that it mattered to Scott, but I dressed as if I was on a date. Form fitting jeans, white button down shirt with two buttons undone to expose a little chest hair. A white Bike jockstrap underneath to frame my pert ass perfectly.
Then the assertive knock came at the front door.
When I opened it, Scott took a good look at me from head to toe before slamming the door shut himself.
“This is not a date, faggot! I’m just going to fuck you and I’m leaving.”
“Scott, calm down. There’s no way you’re gettin your cock in my ass with that attitude. Here, let me pour you a glass of wine.”
This was not an inexpensive wine, it is meant to be savored. Scott grabbed it from me and guzzled it down quickly.
“Happy now?”
“Getting there. You know what would make me happier is if you took your shirt off for me.”
“Fucking perv. You wanna see me with my shirt off?”
“Yes, Scott. I wouldn’t be calling me names if I were in your shoes. In fact, I wouldn’t be putting up any fuss at all. I wouldn’t want to piss off the guy who holds my career in his hands. So from now on I don’t want to hear any name calling out of your fucking mouth, Scott. What I do want to see is you doing whatever it is that I say because if you don’t, I really don’t care if you’re fired. It makes no difference to me because I’ll still have a job.”
Scott looked at me with a look of disdain and defeat. Then button by button, his shirt became undone and my eyes were locked on his very well defined, dark and dense hairy chest.
I think I licked my lips, but I did whistle a cat call at him for certain.
“You are a very sexy man, Scott. Has anyone ever told you that?”
I wasn’t expecting him to answer me, it was all part of the game.
I stepped closer to him and placed my palm on his chest.
“So masculine, so firm. You keep in great shape, Scott. Nobody can deny that.”
My hand trailed down his chest to undo his belt buckle. Much to my surprise, his cock was brick hard under his boxers.
“What do we have here?”, I said with my hand wrapped around his wood. “You’re so hard, Scott. What a pleasant surprise.”
I didn’t want to waste any more time, so I knelt on the wood floor and finished releasing that cock from its confines.
There it was, virile and strong, staring me in the face.
Scott made no attempt to stop me from swallowing it, in fact it seemed like he welcomed it.
“Suck my dick, ffff…”, he caught himself before finishing the insult.
The fact that he was asking me for it really turned me on. With no reason to hold back, I gobbled down on my boss’s cock with reckless abandon, hungrily sucking on his cock and balls, allowing him to experience the pure pleasure of a gay man’s mouth. There’s no way in hell a woman could ever be so hungry for dick. The look on his face told me everything.
“Fuck Scott. I could suck your dick for days. You truly have a great cock.”
I wiped the drool from my face before going back in for more. I had many jerk off fantasies of me on my knees while Scott held my head in place, skull fucking me. No longer a wet dream, this was actually happening. My boss fucked my face like he was paying for it, forcing his cock all the way down my gullet. One hand on my neck, the other grabbing a handful of hair, I haven’t had a man really go to town in my throat for months.
“Let me get in your hole man!”, Scott demanded.
I wasn’t going to protest. I pulled off my disheveled shirt and jeans and bent right over the armchair.
Scott snapped the waistband of my jockstrap a couple of times before grabbing it in his fist and pulling it tight. He poked and prodded at my back door until the thick bulbous head broke through. The head disappeared into my rectum, Scott drooled a couple lines of his spittle to coat his shaft and used it to slide right on in, now fully impaled inside me.
The muscles in my sphincter clamped down over it and I squeezed.
“Oh that is so good. Fuck I love your cock!”
Scott just growled and pulled his hips all the way back and plunged back in. A few seconds later, he did it again, and again. Each downstroke, I could feel my hole relaxing, no longer tight. Scott used this to his advantage. Now that I’d dilated and gaped, he could fuck me rigorously without any struggle.
The pointed bulb of his cock kept scraping against my prostrate gland better than any toy I’d ever used on myself. I was panting like a bitch. For all that effort to control the situation, I succumbed to the power of Scott’s cock.
“Fuck me! I’m going to fucking cum!”, i announced
“Fuck, me too! I’m gonna cream in your fuckin’ hole!”
It was a synchronized orgasm between us, Scott and I verbally expressing our simultaneous climaxes. My fuck hole getting drenched in Scott’s voluminous seed while mine shot out of my cock like a cannon, five or six white hot streaks paining the furniture.
Scott looked absolutely wrecked and sweaty after he’d blown his nut inside of me.
I turned myself around and studied my boss’s expression before I said anything, waiting on him to break the silence.
“I’m not a fag man, don’t read into anything”, he said attempting to reclaim his manhood.
“Scott, for the record, I’ve never, not even once, said that you are a fag. That said, it did seem as if you were not resisting anything that we did tonight. I might even say you enjoyed it by the sounds of your orgasm just now.”
“Even if I did enjoy it, and I’m not saying I did, that does not make me a faggot. I am not into men. Is that clear?”
“Oh sure, whatever you say, Scott, but let me ask you this, are we at the point, after three times, where I don’t have to threaten your job any longer? I mean, as much fun as that is, I would much rather it be that when the need to scratch the itch comes, I just let you know and there’s no game we need to play. It would be so much easier.”
“I want to be very clear with you. If you did not have leverage over me, I would never, ever, willingly fuck you or any other man. Since I do like my job and the money, I’ll fuck you, but that’s the only reason. But goddammit, get yourself a boyfriend man, then you can get laid any time you want and you won’t need me anymore.”
“Boyfriend? Nah, I don’t need all that drama, and besides, nobody is gonna fuck me like you just did. I’m afraid that for now, you’re my number one guy.”
Scott shook his head in exasperation while putting his clothes back on.
“Not a word to anyone about this arrangement you hear me!”
“Why would I ruin such a good thing, Scott? No, you have nothing to worry about from me.”
“You exhaust me, you know that. Nothing changes between us, we’re not friends and never will be.”
Scott left me there, sitting naked, my ass full of his seed, with those last words that stung just a little bit in the moment, but on the bright side, I knew in a couple of weeks, when the mood strikes, I’d have some grade A guaranteed dick to satisfy me.
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