Page 69

Filthy Boss Page 69

by Amy Brent


Let’s just get inside and start our homework. I thought that college was going to be easier, but I’ve never had it this rough.” I opened the door and I saw that the house was in pitch black darkness. I was about to say something, but that same hand that had clamped over my mouth two weeks ago was right there with a taste of leather on my lips.

“Sandra, I want you to close the door and come over here where I can see you.” The light came on and Jordan was dressed all in black with a pair of leather gloves affixed to his hands. “I want you to witness this. I think that it would be good to have you here to see her deflowering.” I thought that Sandra was going to come to my defense, but she was bouncing on the balls of her feet with excitement.

“You don’t have to ask me twice.” She took a seat and placed her hands in her lap with her fingers touching the hem of the black leather skirt. I was wearing a denim fabric kind of dress and suddenly found myself pushed down onto the floor. Sandra had moved closer in her chair with her hands on her chin with a smile that told me that she was not going to do anything about this. “I’ve been wondering when this was going to happen and this couldn’t have happened at a better time.” In this position, I could see that her panties were wet. I could also see that Jordan was feeling his oats.

I scrambled to my knees and I started to crawl away in a vain attempt to show that I was not easy pickings. He caught me very quickly and lifted that Denim material to find that I wasn’t wearing anything underneath. “I always thought of you as a good girl, but it appears that my assumption was incorrect. You are a bad girl and wearing no panties would leave a lasting effect on some boys that got themselves a brief peek at the good stuff. I think that your friend should get me ready for you. I want you to wear this moment as a symbol that you belong to me and nobody else. That way, you’ll understand from the moment that you come through that door that your place is in servitude to me.” I felt this excitement in the air and I stayed in that very spot in that same position.

I watched him present his cock for inspection and this was the first time that Sandra had gotten a good look at it. She was sucking him with a vacuum suction that looked like she had become unglued. That mouth was working wonders and was bringing him to that rock hard stiffness that I remembered when I went down on him two weeks ago.

“I don’t…know which one of you is better at this. I would call it a tie, but I believe that my stepdaughter has you beat. You might have to step up your game.” I could tell that he was only teasing her, but she took that as a challenge and began to work him like a prized whore. She was humming a tune and working her fingers along the length while at the same time that her mouth was leaving behind a ring of her purple lipstick. “Don’t bring me all the way off. I want to save that for Amber. You’re going to see me inject my seed and you’re going to see my hot cum dribble out of her after I’m done with her. I’ve been waiting for two weeks and I haven’t even done anything to bring me any sort of pleasure.” If he was telling the truth, then he must’ve been like a dam ready to burst.

Sandra was using her spit that was clinging to his shaft to draw the skin up over the head and then back down in rapid succession. There was plenty of pre cum and she was licking off every little bit. It was being replaced by more.

I did see the outline of the shaft pressed up against her cheek and then he turned to do the exact same thing to the other side. He fucked her face and held her steady to make sure that every inch was given its proper home inside her throat. We had both learned how to control that gag reflex. It was coming in handy with the piece that he possessed.

“I want you to really slobber all over it and get it ready for Amber’s tight little hole. She deserves all the lubrication that you can provide her. It’s the only thing that she’s going to get.” I didn’t even care that my best friend was giving him oral and it seemed almost like we were an extended family. It was true about what they said about people with glass houses throwing the first stone. You never knew what was going on behind closed doors and that was never more evident than what was happening right now.

He pulled away from her with strings of her saliva now sticking to him like a paste of glue. He walked back over with that sizable donation still simmering on a low heat within his balls. I felt his hand on my ass and the hard swat was a good distraction for him to push the head passed any kind of resistance that he found. I could feel him nudging against that barrier. I took a deep breath and waited for the moment of truth.

“No…it’s too big… Oh fuck… Yes… Yes…fuck me.” It had changed just like that from pain to pleasure. It was almost instantaneous. I was kind of amazed at the way that my body was now responding to its first fuck. After he had done what was needed to break through that wall there was no stopping him. It was a long and progressive journey that ended with his balls pressed up against me from behind.

“You’re so fucking tight. I have to say that I’ve fantasized…about this moment. It could never even come close to what I’m actually feeling. Having my hand around my cock and stroking to you playing with yourself in your room is nothing compared to this. I want you to remind me of a hole that I haven’t been able to get to. Tell me and maybe the next time, we’ll have you with my cock buried in that hot ass. Isn’t that what you really want? To have all of your holes open for me any time that I feel that need arise? Don’t you want to crawl on your hands and knees down the hallway and open my door to wake me up in a very profound way? I know that is what I want and what I will have.”

“I just want that cock and I will do anything to have it. I will give you anything and do anything. There’s nothing that you could ask that I would ever deny you.” The intensity of the moment was reaching its peak and the way that he was smacking his hips against me and burying himself deep was bringing about all sorts of different feelings. “Fuck… I’m going to cum. I’m going to cum all over your cock, daddy.” I was getting into the swing of things and saying that word had only made it that much more nasty.

“You are taking daddy’s cock and you will be taking it all the time. I’m going to fill you with my seed and you’re going to have my baby. You may have not thought of that, but maybe you are now.” I’d always wanted to be a mommy and this might have been a different way of going about it, but I was not about to shy away from the results. “Yes… so damn close…so fucking close… YESSSSSSS.” I didn’t know that it was possible to shoot that much. Saving it up for two weeks had a tendency to leave behind a gaping reminder of our time together.

After he had satisfied his longing, he once again pulled up his pants and walked away without saying another word. I knew that my ass was the next that was going to feel the product of his lust for me. This time, I was going to try and turn the tables and find him unaware. I had the perfect idea in mind. I just had to time it exactly right and then I would be the one in the driver’s seat.

My friend Sandra was beside herself. She asked me all sorts of questions and I was more than obliged to tell her exactly how I felt. “I told you that you would love it. I told you that the day that you finally gave it up would be the best day of your life. It couldn’t get any better than this. You’ve had that moment that every woman has for their first time, but you did it in style with your stepfather. I have to say that I never thought that you would do something like this, but I’m glad to see that you have blossomed.” I didn’t even take off the dress and I could still feel him swimming around inside me.

I waited in the darkness of his bedroom and I knew that he was out carousing with his friends. He would be no condition to defend himself. I heard the door and then the stumble of his feet as he approached the very place that he thought that he was safe. I was standing on a chair behind the door and he came in. I jumped on his back and made him lose his balance and fall onto the bed. In his inebriated state, I was able to strip him of his clothes and leave him vulnerable and looking like a hit and run victim with my lipstick all over his body.

He tried to push m
e away, but he didn’t have the strength or the fortitude to keep up this kind of resistance. I tied his ankles and his wrists to the bedpost and essentially had him hogtied and my prisoner.

I was already naked and I let him see that he was staring right at my asshole. I lowered it to his mouth. He tried to say something with his tongue stuck in my ass. I’d never felt anything like it and I had to admit that pressing his tongue into the forbidden hole was doing wonders for my need.

“Make sure that you get it nice and wet back there. You’re such a dirty boy tongue fucking my ass like that.” I bent over and took his cock into my mouth. At this angle, I was easily able to fit it down my throat and back out. In his state, he was pretty much powerless and I was able to pull the strings like a puppet. I had to say that this guy didn’t pull any punches and the way that he was sliding that dick back and forth had me wanting to finally break the last cherry out of the three.

With my legs trembling, I was able to forcefully move away from him before I had what was considered an anal induced orgasm. I could’ve easily let myself go, but I thought that I would show him the same kind of restraint that he had shown with me.

“Are you sure that you…want to do this… Amber? There’s a real big possibility that I won’t remember this in the morning. I would rather that we were both mentally competent.” I was over top of him with his cock touching the one place that he had not gone before. That feeling was in the air. That impatience of living with this over my head for two weeks was now on his shoulders. My legs were close to giving out and the moment that his cock fit into my ass was one that I would remember forever.

“Yes…you’re in my fucking…ass. You’re in my fucking tight ass…daddy.” He was soon balls deep and the way that I was grinding against him was making those stars sparkle in front of my eyes. “There’s not an inch to spare. I fucking love the tight way that my ass squeezes down on you. I love the look in your eyes as I give you my ass on a silver platter.” I bounced up and down slowly at first until I got going with a bit more speed. I enjoyed the way that he bottomed out each time and I stayed completely still for a couple of minutes.

“I was going to…cum and you fucking stopped me. How can you do that to your stepfather? How can you treat me like this and expect not to have some kind of retaliation in return.” I actually liked the dynamic of our relationship where we were constantly pushing ourselves to find different things to bring about this moment of release.

“Do you want to know the reason why I stopped each and every time? I never thought that I could lose my virginity with someone that I cared about. I never thought that I would lose my virginity to a man that knew what he was doing and not just clumsily pawing at me like some kind of animal.” I had my hands on his chest and I could feel the slickness of his sweat accumulating in his chest hairs. I twisted them in my fingers and I could hear him grimace as I once again rode him like a stallion about to be broken.

“I thought that I had you…ahh…where I wanted you. It appears that you are as good at giving as you are at getting. I awakened something inside you and there’s no way to put that genie back in the bottle.” He was approaching the end of his rope and I was fanning myself to mimic that I was overheating and needed something to put out that blaze.

“We both have that dominant side and now I have a way to let that part of myself out to play.” I drove myself to the limit and then I felt that he was never going to last. I stopped and pulled out his greasy member and then stuck it into my pussy upon injection of his sweet cream. If I wasn’t pregnant before, then I would be after tonight. I lay down beside him with his cock spent and him now snoring like a steam engine. He was already tied up and going nowhere. I decided to keep him that way until the morning.

I untied him after the sun came up. He pinned me down and fucked me again with the metal headboard slamming up against the wall with such ferocity that the plaster began to fall from not only the ceiling but the wall itself. He once again filled me with what he had left which was amazingly at least three spurts more than I thought it was going to be.

I did find out that I was pregnant and the only person that knew that he was the father was Sandra. She thought that it was fucking cool and told me that she was willing to baby sit on the condition that she would be allowed to suck his cock again. I had no problem letting her perfect her skills on my man, but orally was as far as it was going to go with another woman. That could change down the road, but for now my wet pussy and my ass were the only ones that he was going to find himself using.

We did have the baby and Sandra did eventually move in to conserve expenses. It did help that I was able to rely on her to give Jordan her mouth whenever I was tired and in no mood to do anything but sleep. I even went so far as to go down on her in a 69 position until we both were screaming into each other’s pussy. That was when Jordan fucked me while at the same time dipping his balls into her mouth until he was overcome with the moment.

We had this dysfunctional family, but it did work for us and that was all that mattered. Sandra and I would become partners in a lucrative business that Jordan was also a part of. We would work and play together and that was the best of both worlds.

Daddy’s Girl (Nicole)

“It looks like you have a lot on your mind. People have told me that I’m a pretty good listener and I don’t mind being treated like a bartender at some club. You’d be amazed at how many confessions I here in the run of a day inside my taxicab. If you don’t mind me saying so, you don’t look exactly happy to be here.” I was looking out the window watching the scenery go by and twirling my hair in a nervous habit that had become something of a staple in my life. I was in no mood for idle chitchat and this was not what I would consider a pleasure visit.

I was wearing a black leather jacket kind of short and a black sports bra underneath that. I liked to give the boys something to think about, even though I would never do anything to get myself in the family way. I had lived through that mistake and I saw what it had cost my mother after she got pregnant unexpectedly with me. She treated me like I was that dirty little secret to be swept underneath the rug. She informed me when I was old enough to know better that she didn’t want anything to do with me. She was happy to provide me with everything that I needed, but there was no place in her life for a daughter that was conceived in the back seat of a band members van.

“You really shouldn’t ask questions that you don’t want to know the answers to. I would gladly tell you everything about the reason why I’m here, but it would probably leave you shaking your head in disgust. Are you sure that you really want to learn about my drama? I’m sure that you have enough drama in your life to last a lifetime.” I was eyeing him suspiciously in the rearview mirror. His expression had this sinister and almost dirty feel to it. I was worried for my safety, but I had a can of mace in case things went terribly awry. “I don’t want to be here. This is the last place that I ever want to find myself. I was perfectly content living my life on my own without the entanglement of family. Unfortunately, this is unavoidable and I’m going to have to confront my mother. Believe me, I don’t want to and I would rather be anywhere but here.” I only told him enough to whet his appetite for more. He was compelled to know the rest of the story.

My long black hair fell lazily over my shoulders and the tight jeans that I was wearing were practically painted on my body. I had to slide into them every morning, but it was worth the effort to see the look that I got from every guy and even some girls. I didn’t consider myself to be promiscuous and doing something reckless as having sex out of wedlock had never occurred to me. I had those needs like everybody else did, but I did not let the boys with overactive glands get any further than a few errant glances to satisfy their sweet tooth.

“I know how family can be quite the headache. If you don’t know anything about Italians, I can tell you that we are a rambunctious bunch. We tend to fight with tempers that flare over just about anything. It doesn’t matter if it
’s trivial or serious. I’ve gotten my fair share of black eyes from some of my cousins over the years. What is it about your family that can be so overwhelming that you don’t want to see your mother? I’m sure that you have your reasons, but the one thing that we can never change is who our parents are.” What I had mistaken for a sleazy leering gaze was more concern for my well being.

I did look a little bit younger than my 18 years. I made guys ashamed for even looking at me in a less than platonic way. I kind of got a bit of a thrill playing with their minds and their bodies. I had developed quite early when I was only 14 and having breasts had become something of a curse and a blessing in disguise.

“If you really want to get into this, then I have no problem unloading for the sake of getting it off my chest.” At the mention of my chest, his eyes had moved slightly below my eye line. I didn’t mind the attention and the sports bra did very little to hide those otherwise prominent assets. “I was born out of a knee jerk reaction to get closer to a band member. My mother was a groupie. She found herself with the whole band. She doesn’t remember who the father is. It could’ve been any one of the five. I’m sure that eventually I will go looking for DNA evidence, but two of the band members have already died of self inflicted wounds. One of them is drug addled and the other is booze riddled. The only one that seems relatively sane is the lead singer. He already moved on to greener pastures and has a family of his own.” I could see that I had his undivided attention and his dark and mysterious eyes were practically glued to every word that I was saying.