Filthy Boss

Home > Romance > Filthy Boss > Page 73
Filthy Boss Page 73

by Amy Brent


  Even when I was about to go down on John, I was thinking about Joseph. Even while he was eating me, I was imagining that it was Joseph supplying me with that necessary reprieve from daily life. I didn’t have anything to hold me here and the job waitressing was pretty much dead end. I was planning to go back to school and get my degree to become a teacher. I thought that I had a lot to give and my biological clock was ticking.

  5 minutes later and I was wiping the tears and hoping that getting away from all of my worries would do me a world of good. John had done the impossible by opening me up to the possibilities of a truly physical relationship. I just had to find a way to convince Joseph that my honor was his for the taking. I was looking forward to shedding some layers and showing my curves. It might give him ideas and it’s not like I hadn’t noticed the way that he has been watching me lately.

  He would disappear into the bathroom after seeing me sunbathing in the backyard. It did stroke my ego to know that his interest in me was more than just fatherly instinct. He had tattoos on his shoulders and one of a very intricate snake wrapped around his neck. I’d seen him coming out of the shower and that tattoo went well below where my eager eyes could see.

  I didn’t want to make it look too easy for him, so I feigned a stubborn attitude with my arms crossed. I didn’t think that was going to last long.

  “Stacey, I don’t want you to even give him a second thought and he’s not worth all the heartache that you are feeling right about now. This is where you finally close that chapter on your life and start another. You probably thought that he was the only man that would ever want you, but trust me there are guys that would knock down the door to be near you. You are sexy and you have more to offer than most would ever imagine. I’ve seen the way that you have blossomed into a young woman and I know that things are going to look up for you. Just keep your eyes open and you never know when opportunities will come around when you least expect from.” He was giving me his stepfather advice, but his cock was rising and becoming something of a focal point for my wide open eyes.

  It probably didn’t do him any good that I was wearing this very short leather blue skirt and a white halter top that didn’t exactly contain my overabundance. I don’t even know why I had put these on. I was begging him for more than just a casual glance.

  “You might be right and what I’ve been looking for might be right in front of me and I didn’t even know it. I don’t know how to say this, Joseph, but I think that I want you to be my first.” I had no idea how I came up with the right words to convey what I wanted to say. It seemed like my tongue was two sizes too big for my mouth and I was so dry that I could’ve probably drank a liter of water and still be parched.

  There was this awkward silence inside the truck as his fingers gripped the steering wheel. I waited to see what his response was going to be and then I got the surprise of my life with his fingers touching my bare knee. It moved cautiously up underneath the hem of my skirt. His fingers came in contact with the wetness of my desire for him. This had to be some kind of wet dream that I was going to wake up from with my hand digging obscenely between the lips of my pussy.

  “I’ve always wondered what it would be like, but I never thought that this day would actually come. You deserve so much better than John. He was unworthy of your love and affection. I don’t think that you were truly in love with him and maybe you were just clinging to the only man that you thought could ever love you. If you’re serious, then I would be honored to give you your first lessons. I do have to warn you ahead of time that I can be a pretty strict taskmaster.” The idea that he would be firm and demanding had never occurred to me, but now it was sending a chill down my spine with more than anticipation.

  I swallowed hard, realizing that I had put it out there and he had grabbed the ball and was now running for the touchdown. His fingers had touched me and that one moment of sheer bliss radiated through my features like I couldn’t get enough. He pulled them aside and unlike John, he was in no hurry to go any further than what he had already done.

  I was one that grabbed his hand and pressed his fingers against the sodden opening. Waging war against my virginity had become my mission in life. I felt those two fingers begin to inch forward and slip within the tight confines of my velvety opening. I applied pressure to his hand and waited, until I could feel that restriction preventing him from going through to the other side. I used his hands, as he moved them to stimulate those nerve endings that made me tremble in his grasp.

  I opened my eyes and I stared at him, as he brought me closer and closer to that moment. It was a slow building exercise that made it necessary for me to grab onto something while he was driving. I’d learned to drive stick when I was younger, but this was nothing like those sticks that I had taken control of. This was more than I bargained for and the shape and size really did cement the fact that he was blessed.

  “Stacey, I want you to cum all over my fingers and then I want you to be a good girl and lick them clean. What are you waiting for? This is your first class lesson and I expect obedience at all times. If I don’t get it, then I might have to resort to more extreme measures to make my intentions clear.” I felt the endorphins of my sex drive becoming too much to handle. I took his fingers in, as far as they would go without breaking through that thin layer. He was the one that finally touched me with his thumb, circling my clit and using the wetness that was provided to draw in a complete circle one way and then back the other way.

  “You want me to cum…so badly…and I don’t think that I’m in any shape to refuse…YOUUUUUUUUU.” I came and the feeling was sublime like my own personal fantasy coming to life right in front of my eyes. I ground against him, soaking his digits and then I pulled them into my mouth and gave them the kind of attention that I was going to give John’s cock.

  “Oh yeah… that’s the way that I want you to do it. I want you to learn how to do it the right way. Gag on those two fingers. Believe me; you’re going to have to get accustomed to something a lot thicker and longer than what my two fingers are. This is only the first lesson and there are so many left that it’s hard to me to figure out where to begin.” I used my tongue to make sure that his digits were completely cleaned off. I lay back with a sort of contentment. He was asking me to do something that was considered unladylike. I felt this dirty and naughty feeling that took control of my actions.

  “That was like I was coming and going at the same time. Are you sure that there’s not anything more that you want me to do? I feel that you deserve something for all of your hard work. It doesn’t seem fair that I would get all the pleasure and you were left with a perpetual case of blue balls.” He almost laughed and the snicker under his breath that ensued was a little disconcerting.

  “I am a very patient man. I have no interest in ruining a good thing. Making you wait for it is better than jumping headlong and taking things too far too quickly. I know that you’re anxious and it’s that sense of wonder and excitement that I am counting on.” He had to go around and open the door for me at this private airfield. A Learjet was waiting for us with the prerequisite captain wearing his hat and sunglasses upon our arrival.

  I got out and I felt a little lightheaded and Joseph was right there to hold me up. The bit of grey at his temples gave him that maturity and sense of experience that I was looking for in a lover. We boarded the plane and I wanted to join a certain club, but I was too drained from the day’s activities to do much of anything. I could barely keep my eyes open.

  I felt his hand moving through my hair and the soft touch of his fingers along my cheek was most welcome. “We’re going to turn you into more than just a girl with attitude. We’re going to transform you into a woman and I’m going to be there every step of the way. I want to see you gradually become more than you could ever hope for. I want to draw you out of your shell and let you experience what your sexuality is supposed to be all about. You don’t have to hide from it and maybe, I was a little jealous to allow somebody
else to maliciously take what is so precious.” His voice lulled me into a deep slumber and his words brought a sense of satisfaction to a young woman’s heart.

  We walked off the plane to that feeling of humidity smacking us in the face. It was a little jarring and took my breath away for a moment, but then I found myself acclimating to this new atmosphere with a sense of abandon. I’d changed in the bathroom for a more island look with a wraparound colorful skirt that was only being held together by one small pin at the side. The white bikini top did not exactly hide the peaks of my tits. The huge dollar sized nipples were poking through and I could see that the local guys had taken quite the interest.

  “You’re certainly allowed to look, but you can’t touch without my permission. I do find a certain fascination with you showing some of your skills to those less fortunate. Some of these guys haven’t seen a white woman and it might be time for you to see what all the fuss is about a black man. Some of the rumors are true and aren’t exaggerated in the very least. It’s something that you should see for yourself and to judge for yourself.” I had no idea what he was planning, but the hushed tone of his conversation with a couple of those guys had me at a loss for words.

  I was going to question him on what he had been talking to them about, but I didn’t really want to know. That sense of surprise and discovery was exactly what I was looking for. I was glad that I didn’t give in to those feelings with John. If I had, I probably wouldn’t be getting the chance to do this for the first time. We separated from those two guys that were giving me the once over and making me feel a little self conscious and sexually available at the same time.

  “They’re going to meet us in a little while. In the meantime, I think that I should get a look at what has become something of an obsession for me.” Before I even had a chance to react, he was pulling the string at my neck and letting my breasts be shown in a different light. The driver couldn’t take his eyes off of me and for some reason that voyeuristic sleaze was giving me an electrical jolt between my legs. “You look so much better like that. I have to take a moment to let it all sink in. Don’t even try to cover up, unless you intend to be punished for your disobedience.” He slapped his hands together and the sound echoed like a gunshot going off. It made me jump practically out of my skin and the very idea that he would lay hands on me had gotten my blood pumping.

  “I feel exposed. I want to cover up, but I know that I would have to be punished. I’m not sure that it’s worth it.” He didn’t try to touch me, but my body was revealed and making me feel like I was a feast for more than one person. There were those that were driving by that took a moment to fully appreciate the site that was greeting their eyes. The island of Barbados had this feeling of freedom and the ability to express yourself in whatever way you desired. We got to our destination and he was about to tip the driver, but he waved it aside like seeing me like that was tip enough.

  “It appears that you had an audience and I don’t think that was lost on you all the way here.” He surprised me with his mouth encompassing one nipple and then doing the same thing to the other, until they were both dripping. I could feel the warmth of the sun and the cool breeze from over the palm trees that were tickling those nubs. “I do appreciate that you are allowing me to take you underneath my tutelage. I think that before they arrive, you should at least know a bit of the basics. Don’t worry; I have no plans to let them anywhere near your virginity.” I was shocked that he would say that while the driver was standing there with his eyes cast upon my bountiful breasts. They were a meaty morsel and one that this dreadlocked man wanted to get his mouth on.

  He drove away and I thought that he was going to slam into a tree, but he managed to avoid that messy entanglement. I followed Joseph from behind and I couldn’t help but to admire how those white pants were calling attention to his posterior. We followed this path made of white stone all the way up to this huge oak door. It opened to show the white porcelain floor and the island depictions scrawled across the walls.

  I’d barely stepped in when he turned me towards the door and pressed me up against it. “I believe that I promised you a lesson in the basics. The best place to learn is on your knees.” I thought that he was joking, but his stern expression told me that he wasn’t. “I would suggest that you assume the position.” I was still a little nervous, but my need to see him without those pants certainly was enough incentive to abide by his wishes.

  I didn’t have to bother unzipping his pants, as he had already done that for me. The rest was a job that was fit for the woman in his life. I reached inside and the first touch made me realize just how far I was willing to go. I gave his cock the freedom to feel the soft lips touching the head. That was as far as I had made it with John. Nobody was going to interrupt this moment and then I decided that it was better to get it over with than to procrastinate.

  I’d just taken his cock head into my mouth, when he grabbed me by the hair and drove down into my throat for one solid second before coming back up with me sputtering like an old steam engine. “You have to get used to taking it all the way. If you really want to satisfy a man, then you need to learn how to do it without showing any kind of gag reflex.” He once again grabbed me by the hair and I instinctively opened my mouth to let him take his pleasure.

  I could taste that sticky paste sticking to my lips. It was the first time that I had any real knowledge about what that would have been like. I’d seen my fair share of movies, but there was nothing that could truly prepare me for what I was getting in the real world. I applied suction like I was drawing sustenance from a straw. I heard his audible gasp of excitement and the way that his hips flexed forward gave me an idea that he was more than a mouthful. I was only mimicking what I had seen on some of those movies and it appeared to have what I would call a profound effect. His cock literally lurched in my mouth and then he was holding me by the ears, as he pistoned with great delight back into the recesses of my tight throat.

  I could feel those veins more pronounced and the head seemed to grow like some kind of magic mushroom inside my mouth. “You’re learning very quickly. This is only part of your training…YES…just keep doing that and I promise that there is a reward in your future.” That reward came with the end of his cock shooting great volumes of sweet delight across my tongue into the back of my mouth. I was afraid to swallow and I allowed his flavor to linger on my tongue, until it was too much for me to contain without spilling it from my lips.

  I don’t know why I did it, but I wrapped my hand around the base and I jerked him through the last few shots, while swallowing and making sure that there was room for what was coming out of the end of his manly spigot. I could feel it and I knew that this was not going to be the only time that I found myself face first in his lap. That feeling of power and knowing that I could hold it in the palm of my hand was an enticement that was worth the effort of getting him down my throat. His had to be a good 8 inches and thick enough that I had trouble at the very beginning.

  “I have to say that your teaching technique is a little different than I was anticipating. You certainly do like to take a hands on approach, but it’s not like I’m complaining.” I was licking my lips. I was waiting for what other little interesting acts he was going to make me complete for his amusement. The knock on the door and him calling out to whoever it was to come in had turned out to be those two black gentlemen that he had been talking to earlier. They were both patting their crotches and the length of their snakes was more than I thought that I could handle.

  “They are just in time to show you the difference of what a man possesses. We all have different sizes and mine is nicely proportioned, but these guys are freaks of nature.” They proved that by dropping their pants and showing me a growing size that didn’t seem possible. “I want you to service them in the same way that you did me. You’re not to give up, until they both cum. I don’t care how long it takes you to accomplish that feat. This will give you an understanding that pleasing a man i
s not always about a certain way. Every man and everywoman is different in what they like. You need to learn how to recognize those signs and to watch for their body language to guide you.” I should’ve slapped him across the face for even thinking that I would do any of that, but I found myself crawling on my hands and knees like a good little soldier.

  “I have to say that I never thought that you were serious, mon. It’s not the first time that I’ve been approached by a white couple. They are usually a lot older than she is and you are one very lucky man to have her. She’s young and impressionable. You are certainly more experienced than she is.” As I got closer, those black phalluses seemed to grow like objects in the mirror are closer than they appear.

  “Nobody is to touch her other than to have your cock sucked. Keep your hands to yourself, unless you want me to get nasty.” I had no idea what he was referring to, but these guys really didn’t care as long as I drained their pipes. “The rest of her body is off limits and I only want to see what she has learned to make an assessment of her progress up to this point.” I wrapped my hands around each of them and the heat that was striking against my palm was enough to warm me on those very cold winter nights.

  “I think that we can do a lot better than having her degrade herself on her knees on the floor. We should take this to the bedroom, where we can both lie down and she can slide into place. Being comfortable is one of those things that people take for granted, mon. Normally, I wouldn’t care, but she seems like she would be a lot more fun if she was enjoying the process.” I followed them and for some reason I stayed on my knees and crawled up the stairs.

  When I got to the top, Joseph was right there to relieve me of the skirt with a flick of his fingers. It left me in a transparent pair of panties that had already become more than skin tight with the wetness that had penetrated. “I want you to give this your best effort. I would suggest, as a hint to concentrate on the head where they are most sensitive. Stroke while you are sucking and that should get them there faster than normal. Don’t forget about the balls and they can be a source of great pleasure for some and not for others.” It was nice of him to give me a few pointers. I had a feeling that my jaw was going to be mighty sore in the morning.

 

‹ Prev