My New Boss Ch. 02

This chapter is part of a continuing story. Although some chapters may stand on their own, for proper character development and story line intensity, this series is a continuous story and should be read as such.

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She lay there, draped over the chair, wiggling her ass to tempt me. She really wanted my hard cock in there, badly. That was obvious. I pulled her ass cheeks open with my thumbs, and she moaned. I'm sure she thought I was just about to shove my cock in there, but all I wanted was a look.

She had a very nice ass. I licked my index finger and pushed it into her. The resistance was wonderful. This truly was a virgin ass. My cock was getting even harder at the thought of fucking this one.

I leaned over and dry hunched her, letting her feel my hard cock against her naked ass. I rubbed it back and forth and up and down the crack of her ass, listening to her whimper and moan from behind the gag. "You want this cock, don't you? You've been dreaming about this moment, haven't you? Your virgin ass is going to get fucked."

But, I decided to make her wait. This bitch had given me such a hard time of it at work. I was going to let her know just how rough her ass was going to get fucked, in retaliation. She had asked for it, and now she was going to get it. It was as simple as that.

While still leaning over and hunching her, I began the mental torment I love so much. "You know, your ass is very tight. It's going to be difficult to get my cock in there. My cock is enjoying this so much, it has a big purple head on it. You know I'm telling you the truth, because it was in your throat. You know why it's so hard? Because of your hot mouth.

I kept hunching her, as I tormented her mind. I could tell I was getting to her, because she was clinching her hands. I could see her trying to look at me, but that wasn't possible. She tried to rise up, and twist her head, but I mashed her face into the seat of that chair. "This is my show, bitch. You don't need to see anything, because you are the show. Remember? You are my fuck toy." That got another little whimper, from behind the gag. She couldn't do anything to stop me.

The seat of the chair was now getting very wet with her saliva. I knew that when I started fucking her, the force of my thrusts would bounce her against it. The added humiliation of her own drool covering her face while her ass was getting reamed would just be more fun for me.

"You did such a good job making my cock happy that I'm gonna have a difficult time getting past that tight little opening. And, you know what that means? That means it's gonna hurt. Trust me, it's gonna hurt a lot."

I stuck my index finger just inside her, to show her. She jerked against my finger. Her ass hole twitched from my touch. She wiggled on the chair. The leather beneath her squeaked against her sweaty body. "See what I mean, slut? It's very tight. This is just my finger. My cock is much larger than my finger. You can surely imagine how that's gonna feel. I know I can. I'm gonna enjoy it."

She tried to move around on the chair, and she raised her bound legs up. I decided that was too much movement. I wanted to see her wiggle, but not that much. I walked over to her desk, hoping to find some more of that rope she tied her ankles with.

I looked in a few drawers, but wasn't having any luck. Then, in a bottom drawer, in the very back, I found some interesting things. "Well, what have we here? You are a little kinky girl, aren't you? I found a rather large black dildo and a riding crop. This dildo is kind of large, sweetie. Do you use this on yourself? Your ass is too tight for this, so this must be a pussy dildo. I'm surprised at you. It's such a monster. Do you imagine yourself bound, with your legs spread wide, when you use this on yourself? Oh, no need to answer. I know your mouth is kind of occupied right now. And, here I thought you were a stuck up little bitch."

I picked up the riding crop and walked back over to my little bound captive. I swished it through the air, in front of her. I could see her watching it. It made a mean whirling sound. Another moan escaped past that gag.

I leaned down to her ear and whispered to her. "Didn't you want me to find this? It was way back in the back of that bottom drawer. You know, that's usually where things like this are found. Most people keep their naughty items in places like that. Why should you be any different? Do you use this on your naughty behind, when you think you've been a bad little girl? That would be interesting to see."

I walked around behind her, rubbing her back with the crop, as I walked. I tapped it against her ass, but nothing very hard. Then, I took the tip and poked her ass hole with it. The tip just slightly went inside, and I quickly flexed the crop back and forth, to see her reaction.

And, what a reaction it was. She squealed loudly, and tried to rise up, off of the chair. Her legs came up, too. I couldn't tell if she was protesting it, or enjoying it. But, that reminded me of what I was looking for. More rope to keep those legs in place.

I tossed the crop on her desk, and walked back around to the drawers. I looked in the top drawer on the other side. There, I found more rope and some lube. "Oh, lookie here. I found the lube. You said you had left some in a drawer, but I forgot. And, I also remember you said you wouldn't be able to force me to use this, if I didn't want to. Now, do you think that was something you should have said, knowing your ass is so tight? Or, do you really want me to take you without lube, so you can feel it? Oh, yes. You're gagged. Well, that topic can wait for a little bit. I've got to tie those ankles to the chair. I'm gonna be busy fucking your ass, so I don't want you kicking me in the balls."

There was enough rope to loop around her ankles and then tie to the front legs of the chair. I pulled it tight enough so her legs were tight against the back of the chair. This put her ass in an even better position, and it pulled her torso up a little, so it was difficult for her to rest herself in the seat of the chair. This would make it even more fun for me. It would be fun to watch her bouncing up and down. And, her drool was forming into a very nice little puddle.

I stood back and looked at her. She was trying her best to adjust to her position. My fuck toy was tempting me, even though she didn't know it. I walked over and picked up the crop.

"Would madam care for a few hors d'oeuvres before the main course? I think that would be nice."

I began whipping her ass with the crop. They were all nasty hits. She shrieked from the very first one, but that only encouraged me. Her wiggling and squirming also made it more fun, as I continued to crop that little white ass until it was marked with nasty red welts. She endured my short bout of anger from the tender spots behind her knees all the way up to her tailbone. She jerked violently with each swat. I made sure she felt each one of them. She deserved it. It was satisfying to see her in pain.

She was crying softly, now. Little whimpers that gurgled from her gagged mouth. "Is the mean boss lady crying? So out of character for you, huh? You ain't seen nothin' yet, bitch."

Now, my last little bit of torment was going to be sweet. I had found the lube, but because of the comment she made, I wondered if she had second thoughts about me taking her with out using it. Her ass was very tight, and even with lube, she would be in great pain. Until the head of my cock passed her anal sphincter, it would be difficult for both of us. Well, more for her than me, obviously.

I leaned over her body again, and rested my hands on the arms of the chair. I wanted to see just what she was made of. She was still whimpering from the crop, and when I touched her with my body, she winced even more. "So, bitch, now you know a bit of my anger. And, you also know how tight your little ass hole is. I've told you how much it will hurt, and I've even demonstrated to you how it might feel if I decide to take you without lube."

Her breathing was heavy. She continued to moan and whimper as I spoke. Her eyes were wide open, and she was straining her head to look at me.

"Remember that tempting statement you made when you were still acting like a stuck up bitch? You said you had lube, but because you were all tied up, you couldn't do anything, if I decided not to use it. That has become an interesting statement. I wonder if you would take it back now, if you could, knowing what you now know."

She nodded her head and tried to say something. But, I couldn't understand what she was saying. But, I could guess she was trying to say she would take that statement back. I acted as if I didn't understand, to play along a bit longer. "Are you trying to tell me something? Is the gag keeping you from talking? Well, you know, that's what gags are for. You yourself said I could use the gag, in case you tried to get me to stop. Remember? I know I remember you saying that, so surely you remember, too. I wouldn't forget something as interesting as that. Maybe you said it in the heat of the moment, like when you said I didn't have to use lube, and you'd like to take that back, too. Would you?"

She nodded her head quite vigorously, and mumbled something at the same time. It seemed like she was crying and begging at the same time. What she might be begging about though, I couldn't make out. "You know, bitch, you should have thought this out better. If you hadn't been so bold as to offer yourself to me this way, you could maybe still negotiate a little. But, you told me I didn't have to use lube and even went to the trouble of putting that ball gag around your neck so it was very convenient and tempting for me. Now, there will be no negotiations, and you brought it all on by your own doing. I wouldn't normally do this, but because you were so mean to me, and because you seemed to want it this way, I'm gonna fuck your ass without lube. Get ready for some pain, bitch."

I raised up and she started shaking her head back and forth while trying to say something. Drool was dripping from the gag, as she tried to form her words around it. I walked over to the desk and picked up the tube of lubrication, and walked back over behind her. I undid my waist snap and pushed my jeans to my ankles. My shorts soon followed and I kicked both off to the side. Then, I let my hard cock bounce on her ass.

She was still trying to get my attention, but I wasn't listening. She was also trying to rise up, but it was all just added fun for me to see her acting that way. She deserved it, and she was going to get more of it.

But, because she was so tight, I decided to put a little lube on the head of my cock, to make it less painful for me. It was going to be a very tight fit, and I didn't want that much resistance.

I pulled the chair around, until it was aimed at an empty corner of the room. I globbed some lube on the head of my cock, and dropped the tube on the floor.

"You should relax as much as you can, because all this moving around you're doing is only going to make it worse for you. Just lay still and take it."

I pressed the head of my cock against her tight hole. It was very difficult to push, and my cock hurt, even with the lube. That was why I had moved the chair into that position. With one big thrust, I pushed the chair across the floor until it abruptly stopped in the corner of the room with a thud. Just as it stopped, my body rammed against hers and my cock popped past her sphincter, going deep into her ass.

She let out a scream that I'm sure could be heard though out the building. It was followed by another, as I moved my cock from side to side, inside her ass. Her body tensed up, and she raised up off the chair as much as she could. But, I shoved her back down. I pushed on the back of her head, rubbing her face in her drool.

"You deserve this kind of treatment, bitch. You know you do. You egged me on to make me mad, and you succeeded. I'm mad, and now you're going to pay for it."

She was pleading from behind the gag for me to stop. I know she must be telling me it hurt terribly, but I didn't care. If it were any body else, I would be concerned for her well being, but not that bitch. She was getting just what she asked for.

"I'm gonna go slow at first, but then I'm gonna really ream your ass good. Just in case you wanted to know. And, the more you complain, the more I'm gonna enjoy this."

With my hands, I grabbed the chair on either side of her, and slowly started to pull my cock back. God, it was a tight fit. I loved it. She was screaming and pleading to me. I could feel every bit of that, in how her hole tightened more. I was in my own little heaven. I was going to tame that bitch. She would think twice before treating someone else like she had treated me. I was going to make sure of that.

I started back into her ass, until I was deep inside her, again. She gasped when I hit bottom, although I tried to push even further in. Then, I pulled out again and she cried out, again. Every time I moved inside her, she felt pain. Just like I wanted her to.

Her ass started to loosen up a little, but not that much. I began to go faster with my thrusts, watching my cock go in and out of her little hole. I could feel the heat from the friction, as my cock rubbed against her anal walls. It felt good, let me tell you.

The only thing I watched for was blood. I didn't want to cause any tearing. I knew that hole was mine from then on, and I wanted to be sure and take care of it. She was my new fuck toy.

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