Filthy Boss

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Filthy Boss Page 238

by Amy Brent


  “I know that this has been a fantasy of yours for quite some time, Serena. By all means, I am pretty much an open book. Take what you want. There’s no reason to be shy and I’m sure that it’s not the first one that you’ve ever seen one. It might be the first one of this size, but I don’t know that for sure. Only you can determine that for yourself.” I heard her gasp and no doubt he did the same thing that he did to me on several occasions. He liked to make me feel uncomfortable by flexing that piece of pipe between his legs.

  “It almost seems like it’s alive. Let me get more comfortable, so that I can see it up close and personal.” I could already envision her on her knees and hear the zipper of his pants being pulled down. “I don’t even have it out of your underwear and I still can’t believe the size. This thing could choke a horse. I’m not even sure if I’m capable of even wrapping my hand around it.” I had my hand lingering on the waistband of my panties. They were already soaking wet and the very thought of him touching her made me live through her eyes.

  “By all means, pull down my underwear and see it like all the others have. I hope that you’re not thinking that this is going to be something long-term. I’ve never promised any girl anything of the sort and I’m not going to start now. You can either take it for what it is, or you can leave the same way you came. Before you make your decision, I want you to remember all those stories that you’ve been told and know that each and every one of them is the truth. I’m not only capable of making you squeal all night long, but I can also do it with more than just my cock.” That was high praise and stroking his own ego made him appear ugly in my eyes.

  “You are a college football star and I know for fact that the Minnesota Vikings are ready to sign you to a deal for a multimillion dollar contract. I don’t know how far we are going to go here tonight, Anthony. I guess we’ll just take it one step at a time.” This was the first time that I’d heard anything remotely concerning a contract. It appeared that he was keeping this very hush hush and maybe I could use that secret to my advantage.

  “Not so loud. My family doesn’t know and I’m not going to tell them, until I know something for sure.” I heard his intake of breath and then what sounded like somebody spitting. “I guess you’re not exactly a stranger to giving a hand job. You can certainly start with that, but I’m going to want a lot more. If you expect to stay then you need to show him something. I’m not saying that to scare you, but I do have a reputation that I want to live up to.” He was not pressuring her, but he was making it abundantly clear that he was not going to waste his time on tire kickers.

  “I can’t even wrap my hand all the way around it. The head looks so damn big that I’m not sure that I can even fit it in between my lips.” My mind was conjuring up the image of something that I had seen on the Internet. The porn star there was quite famous and packing quite the salami. I was thinking that this was what Anthony had. My hand was inside my panties and I could feel the sopping material against my fingertips. I pushed one finger in and bit my tongue to stop myself from making any sort of noise. The only way that I was going to get away with this was if nobody caught me in the act of self stimulating.

  “I’m sure that you can take just the tip.” I wasn’t sure she was going to buy that, but I probably would’ve had I been in her position. There was no telling what I would do if I was given the least bit of a chance to be with him. I had this need and desire and each day it was building, until I was practically going crazy with the idea of having him slipping it to me in the darkness.

  “Anthony, I don’t know if I can do this and maybe it was the wrong to come up here with you. I’m afraid that we’re going to get caught. I know that we are old enough to know better, but I still have my reservations about doing this under your parent’s noses. I’m also a little concerned that you’re going to hurt me.” My big thighs were spread with my left leg on top of the window box and my knee bent slightly. It gave me a nice shot at pleasuring myself and listening to them at the same time. I was concerned that he was going to do something he was going to regret, but I didn’t take him for the forceful kind.

  “I don’t know why we can’t just try it. I’ve had other girls who were afraid they wouldn’t be able to take it either, but they’ve always proven me differently. Just get the tip in your mouth and we’ll see what we can do about making it fit. I really do want to fuck you, Serena and I’ve been thinking about you so often that it hurts me. I lie here in the middle of the night replaying everything that you’ve said to me during the day. It’s get me so excited that I can’t stop myself from doing something about it.” I was waiting and I was hoping that Serena wasn’t going to chicken out. I didn’t like how my stepbrother treated her and his words were not exactly truthful. He was only saying what he needed to get her to do something about his otherwise unmanageable condition.

  “If I do this, I don’t want you to be blabbing it all over school the next day. I think I deserve a bit more respect than that.” I had to smile knowing that she was putting her foot down, but she was asking for trouble. “Here goes nothing.” I pressed my ear tightly against the vent and I heard her lips touching his cock. I wanted to see it. If I could have, I would’ve climbed through the event. That would have only worked for somebody a lot smaller than I was. I would probably get caught and stuck in there like some kind of obscene pooh bear.

  “Yeah… Just like that. Get it nice and wet and it should slide in. Take a little bit more. I love the way that your cheeks billow with my meat stuffed inside.” I heard him popping it in and out of her mouth and she was now in a position where she was either going to have to shut up or put up. “See… I told you that you could do it and that all you needed was a little bit of encouragement. That’s not all of it and if you really want to impress me, then you need to allow me to fuck your face.” My fingers were moving quite steadily and there was that slapping sound of the palm of my hand making contact with my mound.

  I grabbed that Scooby Doo stuffed pillow and put it over my head biting into the surface of the brown felt material. My teeth tore into that plush toy. It wasn’t the first time that it had been subjected to my kind of abuse. I felt kind of silly still having it, but it was like a safety blanket from what was left of my childhood.

  “Well, if I didn’t see it, I probably wouldn’t believe it. You have the whole thing and you’re holding it there with drool coming down the sides of my cock.” I heard her choking and then they continued what they were doing. “Damn, you are one messy little cock sucker. The spit I’m getting straight from the source of your throat is the best possible way to give me the kind of pleasure that you need to finish me off.” I might’ve been the girl looking in from the outside, but I was still a stones throw away from seeing the object of my desire in action.

  Three fingers had now been stuffed inside me and my juices were bubbling. With more friction my juices became something of a white sticky translucent paste. I pulled the mixture out. It clung to my fingers before I put those three fingers into my mouth.

  “I’m going to cum… My god…you’re going to take my fucking loading in your throat. Don’t fucking move. You’re not going anywhere, until I’m fucking finished with you.” She had placed herself in that position and she should’ve known matter. Now that she was there, she was obligated to finish what she started. “Watch the teeth. I certainly don’t want you to make any kind of permanent damage. Right there and I have no idea why it feels so good, but I’m going to… AHHHHH.” I could hear her guzzling his cream and it must’ve been one hell of a load. He was grunting and groaning, but it was more subdued like he was worried that somebody was going to hear walking down the hallway.

  “I can’t believe that you made me do that.” She sounded appalled, but I actually craved to be right where she was. I decided then and there that I was going to get into his bed one way or the other. “I’m leaving and you better take your hand off of me before I take it off for you.” She had a bit of fire in her belly and I would
say that my brother Anthony wanted more than just lip service.

  “Why do you have to be like that, Serena? I said that I wanted to fuck you, but maybe you’re not the kind of girl for me. I like them to be a little more open minded and not so closed off. By all means, leave, but don’t expect to have me call you anytime soon. I don’t need this kind of drama and there are a lot of girls that would love to change places with you in a second. Don’t think for one moment that you are special.” His venom spewed from his lips. I was slightly taken back by how easily he could make a woman feel small and insignificant.

  “I thought that you were one of the good ones, but apparently I was wrong. I don’t know why I even bothered. You may have a nice cock, but the rest of you is very unappealing. You need to change your attitude. You’re caustic, rude and too damn into yourself. It makes you look egotistical. One day, somebody’s going to knock you off that high horse of yours and I’m going to be there to watch your downfall. I’m sure that a lot of girls would be glad to see you be taught some sort of lesson in humility.” I had cum twice while she was going down on him with my eyes closed and envisioning that very cock slamming deep inside my mouth.

  I had been practicing on cucumbers and curved bananas. I was getting pretty good and found that I could take almost 8 inches. With a little bit more practice, I could get rid of that gag reflex altogether and really give a man the kind of pleasure that they deserve. The kind of pleasure that I deserve and I found that having those implements inside my throat for a split second was like an aphrodisiac that I couldn’t get enough of.

  I heard her sobbing going down the hallway and thankfully she didn’t show that kind of weakness in front of Anthony. He was not what I would consider a man that liked to have somebody lean on his shoulder. Tears did not sway him and he most likely would have kicked her out if she had showed that kind of emotional outburst. I wanted to go out there and tell her that she was stupid for leaving too soon. That would’ve put a spotlight on my feelings for him.

  I got up with a trail of my juice now streaking down the inside of my left thigh. I walked wobbly, grabbing onto my bed before my knees collapsed out from underneath me. I crawled under the covers and I began to formulate a plan. He was known to get drunk on those nights that he didn’t have a girl waiting in the wings. After a grueling championship match on the football field, he would always find himself with some of his buddies knocking back a few. Beers had turned out to be his Achilles heel and made him almost powerless. I’d heard him stumble in a few times and usually my father would greet him and guide him to his room before he hurt himself.

  Chapter 152

  Over the next few days, he was pretty much celibate. He never even gave me any kind of impression that what I had done to clean up his room was appreciated. In fact, he never really mentioned it at all and neither did my father for that matter. It was almost like they expected me to do it with a smile on my face. I knew that I had done wrong by not telling him about the dent. That shouldn’t preclude having him tell me that I did a good job. I could’ve easily told his mother about the pile of panties, but that was not my place.

  Being a sophomore in college had afforded me a bird’s eye view of my older brothers attempt to seduce and corrupt a young unsuspecting female into his embrace. There was a particularly shy blond kind of a bookworm that he had zeroed his sights on. He was constantly teasing her, squeezing her hips and pulling her to him to give her an idea of what he had to offer.

  “I’m sorry baby, but I can’t tonight. You know tonight is a big game for me and we all go out for drinks after. I’m sure that I can fit you in my schedule any time after that. I think that you are damn sexy and I can only imagine what you look like without your clothes on. That brief peek of your cleavage is only a tease. I have to say that the rest of the package is even more appealing.” I’d seen Serena from time to time after her oral exploration of my stepbrother’s shaft. She kept her distance and he didn’t even give her the courtesy of making eye contact.

  She resumed her life like what happened didn’t mean a damn thing. She probably wanted to forget every single detail, but how could she when it was very much part of her memories.

  “You’ve been trying for the last few days to get my attention and when I tell you that I’m ready, you turn me down. I know that the big game means a lot to you, but it shouldn’t stop us from having a bit of fun together. You’re definitely going to have to get your priorities straight. If I wasn’t having any reservation before, I certainly am now. I’m sure that other girls would accept these after game rituals, but I’m not like that.” She walked away with her platonic looking beige skirt hanging loosely over a flat ass. Why he even wanted to be with her was a mystery to me. He was always more attracted to those with a little bit more meat on their loans.

  “I’ll talk to you tomorrow.” He didn’t even pay attention to the words coming out of her mouth. I didn’t know her name, but I think it was amber or Angela or something along those lines. I don’t think it really mattered. Anthony rarely remembered their names and I think the panties were a reminder to put a face to each and every one of them. I did find what looked like a diary in his night stand while I was cleaning. I wanted to take a closer look, but it had one of those tiny locks. I would need some time to break into it. I had this feeling it was not his inner thoughts and something more disgusting.

  I was walking home and found myself walking past an old dive bar. I didn’t like the smell and I wanted to avoid it, but it was the best short cut in the city through the alley.

  I had stepped into the dank corridor when suddenly I was pulled in by my hair into the bar. I looked around slightly dazed to see two guys licking their lips and pulling at their crotches.

  “Hmmm…you look like you are in the search for some fun.” This brute with the blonde hair unzipped and pulled out this uncircumcised foul smelling thing. I don’t think he bathed in days. “Come over here and get down on your knees.” I was trying to find a way out, but there was none. He grabbed me and forced me into a subservient position. He slapped my cheeks with that thing. “Open up and say AHHHHHHH.” Him and his two friends were laughing at my expense. “I better not feel any teeth.” I was thinking that maybe I should just do it. It was far better than the alternative.

  “Don’t hog her. I want to fuck this sweet piece…piece…what the hell do you want? This is a private party. Come back later.” I stared between this mans legs to see Anthony was right there.

  “I don’t think, I’m going anywhere and if you know what’s good for you, I would suggest you take your hands off her and leave.” They scoffed at him and came after him with broken beer bottles.

  “Fuck you…fuck you and your mama.” I had this feeling this was not something Anthony was going to take lightly.

  He grabbed a chair and went into a rage. He left them all lying unconscious with contusions and bloody cuts that would need stitches. He got me on my feet and escorted me out the door. “You’re lucky I was here. Go home and we will never speak about this again. He was so gallant, but why was he here? Did he follow me? “Say nothing about this to anyone. I have a reputation to live up to. Stay quiet and I may not tell you father about this.” It was an idle threat, but I didn’t need a lecture. This was the first time that I saw another side to my stepbrother. He walked away and I stood there for a moment. I would never take this short cut again. It wasn’t worth it.

  I got home earlier than expected and nobody was there. My father was still working and Allison was out at some luncheon. I went up into his room, crossing over the forbidden zone and standing right in front of his night stand. I made a casual glance towards the closet where the odd box was. It did make me want to throw caution to the wind and see what my stepbrother was hiding. I found the diary. I pulled the pin from my hair and began to work on it diligently.

  I finally heard the click. I pulled back the strap to see a list of names with stars in a range of 1 to 4. There were even categories and he had rated
each and every girl that he had been with. He detailed certain skills and I was not only appalled by that, but what I had found on the back page. My name was right there with all the rest, but there was a question mark where the rating should be. He had obviously thought about doing something with me. It was kind of endearing to know that he actually gave me any thought.

  I got this idea and before I could walk out that door and go back to my room, I took off my panties and put them with the ones he had collected already. I didn’t make it obvious, but I did slide them in with the rest. When he went to relive those memories, he might get a whiff of something that was not entirely something he would remember.

  I did my homework and I watched a little bit TV and then I went on to the computer. It wasn’t hard to find the subject matter I was looking for. It was all mostly fake, but the scenario was of stepbrother and his stepsister getting in on in the house when the parents were away. I actually found myself quite excited and I got a little carried away before realized that I had a plan.

  It was around midnight when I heard the heavy handed footsteps of my stepbrother coming home after a bender with the boys. He was singing underneath his breath and then he tried to stop himself only to sing a little bit louder. He needn’t bother waking up Allison or my father. They were still out and I’d gotten a message that they were going to some party and might not even make it home until morning.

  I heard him going into his room and closing the door behind him. If he had a lock, he probably would have turned it to make sure that nobody interrupted his personal space. “What a night and now I’m home to see all of my lovelies in one place. Panties… Panties…Panties.” I didn’t know exactly what he was doing, but I had a pretty good idea. I waited for some time and when it was close to 2:00 AM, I snuck out of my room and tiptoed quietly down to his door.

 

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