My boss brings me into his kinky BDSM world

by BillyBoy

17 Oct 2021 5109 readers Score 8.9 (24 votes) PDF Mobi ePub Txt


Part 1 - Uncomfortable

Our manager, Big Jack, is a real ass. He monitors everything we do on our computers. Everyone is in trouble, all the time. All we do is verify billing accounts. It's a stupid, brainless job. But it is inside, it's snowing outside, and it pays pretty well.

I heard one of the new guys was caught looking at porn the other day. Shit, I see porn sites here all the time. This job is so boring. It seems like the guy who used this computer before me, did a lot. Weird sites pop up all the time. I tried deleting them all but they keep back showing up. I never worried too much about it. But the new guy isn't back at work. Rumor is they fired him. 

Big Jack wants me in the office. My computer has a lot of unauthorized searches on it. I tried to explain about the random sites popping up. He doesn't care. I'm in big trouble. He says I could be prosecuted, and maybe go to jail, if the Company finds out. I try to quit and just get away from all this. But he says it's too late. 

Big Jake pulls me aside and talks to me in confidence. "I don't want to fire another clerk this week. I do have an illegal drive cleaner I've used around here before. But I can't bring it to work. You stop by my place tonight and we can use it remotely to clean up your computer."

"So, then I can keep my job and pretend this never happened?" He gives me a nod.

He lives in a pretty nice area. His house is big. He lets me in and we go back to his office. No one else is home. It seems like he lives alone. Big Jack logs into his laptop and fiddles with some stuff for a while. 

"Humm. This doesn't seem to be working as I thought. Your computer is pretty fucked up. Why are you in these sites?"

I look over his shoulder. I'm shocked at what I see. It seems he is too. 

Two men in chaps and leather harnesses' for shirts are giving a girl a good fucking from both ends. She is tied down to a bench, gagged with a ring, and struggling to try to get away. But they just keep pounding her throat from the front and her ass from behind. She is trying to scream and cry for help as they fuck her brains out. We watch the scene for an uncomfortable length of time. 

'This is pretty hot, isn't it?" Big Jack asks me.

"Well, I suppose." What else can I say? 

"I don't think this is like any of the sites I have on my computer," I beg him to believe me. 

"If you were in the room, which of these people would you be, do you think?" Jack asks. 

Now I'm getting even more uncomfortable. He looks up at me. "I know who I think you would be."

I quickly answer "I'd be one of the guys, of course."

"Yeah, we will see."

Part 2 - Even more uncomfortable

Big jack works on his laptop for another half hour. I'm drinking the whiskey he gave me. He doesn't seem to be getting anywhere. Maybe I should try. I do know my way around a computer. He sits me in his chair and watches me work. 

I have to use my login to get to my hard drive. Suddenly an error and a warning alert pop up. The Company firewall has flagged my entry. It knows I'm in there without permission. Jack looks at me, shaking his head. "

"You shouldn't have done that."

Now what? This has been a complete waste of time and I made it even worse. I'm getting dizzy from stress, and the whiskey. 

Big Jack gives me a little hope. "It's not going to work like this. I can override your illegal access into the system, but you're going to owe me."

"Yeah. Whatever I have to do. This is a fucking disaster." 

"Finish your drink. Then follow me."

My legs are wobbly when I try to get up. I only had two glasses of whiskey and ice. I can usually handle that. His hands are on me, holding me up. He is leading me up the stairs to the bedrooms. I'm sweating and thinking I need to resist. But my body isn't responding. The bedroom door closes behind us. My clothes are coming off. What the fuck?

"Remember how much trouble you are in. I can get you fired and surely have you arrested. You better do whatever I tell you. You said you would, didn't you?"

I've never been so uncomfortable. Well, more like scared shitless. I'm shirtless and my pants are down around my ankles. There is the jingling of buckles and chains in the air. Like Christmas, I thought. Oh boy, I am fucked up.

A long cold leather harness drops over my head and shoulders. Two straps around my chest are pulled tight. My arms are buckled at the elbows to the sides of the harness. Jack secures a heavy leather choker collar around my neck. 

"Now we can get started."

Part 3 - Born to be a fuck slave

I'm sitting on the bed, 'naked and afraid'. Ha. 

Big Jack leaves for a few minutes. When he returns he has a bound and gagged female guest with him. He introduces her as 'The Fuck toy". She is tall and very pretty. Blonde hair and sexy makeup. She is wearing a cute little schoolgirl outfit. A white blouse that's open in the front. Her pink bra is showing through it. A short dark blue skirt and knee-high socks. She has a thin black belt wrapped around her a couple of times just under her tits. It's around her arms holding them bound to her body. A collar like mine is around her neck with him leading her from a leash attached to it. In her mouth is a big rubber or metal ring gag, strapped in tight. I recognize the ring gag from the video we had just watched. 

"You see, this one is a natural-born fuck toy." 

He carefully lifts the front of her skirt. She shakes and wiggles to try to stop him. Under the skirt emerges a pink plastic cock cage. A chastity device used for sissy boys. The slave is trying to move away and making muffled cries for help. 

"Do you want the front of her or the rear?"

More cries and desperate squeals for help. Big Jack is holding her tight. One of his hands is on her ass. She is really struggling and crying for help. 

"Do you recognize this one? He asks me. "You should. We just hired her a few weeks ago. You helped train her all last week."

Big Jack's hand moves up to her chest. He slides his hand under her blouse and rubs the pretty pink bra. She is bouncing and wiggling to resist. More crying and squeals. I'm looking into her desperate, red eyes. A little eyeliner is dribbling down over her cheek. Do I know her?

"Make a choice, bitch. Or I'll put you in her place instead."

I motion to her face. He seems to agree with my choice. 

At the foot of the big king bed is a leather-covered bench. Like a hope chest. Jack drags her there and pushes her over it. He pulls a long wide strap from behind it, binding her face-down onto the bench. Then another strap. He drops his pants and his huge, hard cock pops out. Holy fuck. I've never seen a cock like that. 

"Get in there and give her a good throat fucking, buddy."

I manage to get in front of her. I take her head in my hands. My cock is up at attention. I'm surprised I'm so hard with all the strange happenings here tonight. Jack can tell I'm wondering about it. 

"Oh, by the way. I drugged you a little bit. You drank half a dose of the date rape drug and two Viagra's in your whiskey. The good news is you'll be hard for hours. And won't remember any of this tomorrow. Now grab her good and tight, like the bitch she is, shove your cock down her throat, and don't let her loose."

Her face was wet from tears and drooling. I took her by the strap around her head, lifted it up, and shoved my cock through the ring. Her mouth was warm, wet, and inviting. I worked my cock in and out until I was in her throat with every forward stroke. She was choking and gagging on it pretty badly. But Big Jack told me not to worry. Just keep going until he tells me to stop. 

Big Jack leaned in close to give her a message. He gave her ass a little slap and whispered in her ear. 

"I told you to behave. I told you I would make you wish you had been a good girl. I told you this would happen. I told you I'd make you my cock slut, didn't I?"

The slave looked at him out of the corner of her eye. Choking on my cock, crying like a baby, moaning and trying to breathe, she acknowledged she had heard him, by slowly nodding.

"Ok. Get back t it. Choke her good with your cock until you cum down her throat, or she passes out. Got it?"

I get back into her. She chokes and grunts with every thrust. Saliva is squirting out of her mouth around the ring gag. It feels great. She seems to be handling the oral fucking pretty good by now. I might enjoy fucking this slave's throat after all. Jack turns on a camera on a tripod. 

"This is going to be great!" He exclaims with joy.

The slave starts to cry out again and fights the straps holding her down. Big Jack positions himself behind her. The slave starts screaming. Jack has a big black leather paddle in one hand. He lifts it, looks at me, and starts whacking her ass. Suddenly a loud gasp and cry out. I shove my cock all the way in. She chokes and almost pukes. I pull out and let her breathe. She makes plenty of noise, crying and screaming, even though her mouth is jacked open. 

"I told you to be a better girlfriend, didn't I, you cunt?' Crying and drooling, she takes a hard beating from the Big man. He pounds her with the paddle for a long time. He isn't holding back, either. Finally, he decides she has had enough. He lets her rest, crying and catching her breath. 

"OK, fuck head. Time for round two. Now don't stop this time, no matter what."

The slave takes a deep breath. Jack puts his hands on her red, raw ass. I can see him holding his cock between her cheeks. I take her head and start back in. In and out. Harder and deeper each time. I'm not going to stop until I blow a nice load down here sissy throat.

Her throat chokes and tightens when he pops her ass. Big Jack starts talking to her again. He is calling her all sorts of humiliating names and slapping her sore ass while he fucks her tight little hole. She is a whore and slut and a pathetic cum dump. He keeps hammering away. So do I.

"Okay baby, take it all! Jack orders.

I can tell Jack is going to explode. I close my eyes and work her throat extra hard and fast. I want to be done soon too. The slave chokes and blows cum all over us both. I unload. There is nowhere for it all to go. Her face and my crotch are both covered and dripping. Jack is moaning. He finished deep in her ass. As we exit her bound and beaten body she collapses, passed out, completely exhausted, in a pool of sweat and cum. 

A few hours later I am on my way home. I'm feeling pretty shitty. What the fuck did we just do to that poor, helpless ex-employee? What sort of repercussions might there be? Am I still in trouble? And what sort of perverted fucker is Big Jack after all?

I get a call. I don't recognize the number. But I take it. 

"Hey, this is Bobby. You know, the new guy who got fired last week?" I say yes? 

"I just wanted to thank you for tonight. I've wanted to be that bitch all my life. I want to thank you. I already thanked Jack. If you know what I mean. Hehe!

Part 4 - Back for more...

Coming soon

by BillyBoy

Email: [email protected]

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