Knock Me Up, Boss: A Bad Boy Office Romance

by Juliana Conners

  He looks flustered when finding the appropriate euphemisms, which I find funny considering his line of work.

  “…or you can go all the way up to the one million dollar offer for the… uh, sex slave for the night offer,” he continues. “Or I suppose, technically, that you can accept any of the standing offers in between those two that were made by Gavin, or we’ll see if anyone wants to top that very generous, yet also demanding at the same time, offer…”

  “Of course no one can top it,” Robert grumbles. “I always get outbid on all the best girls.”

  His sex slave? I’m wondering. How can I agree to be his sex slave?

  It sounds so wrong. So un-feminist.

  How would I even explain it to Tessa and Monique? A night of silly fun leading to possible deflowering is one thing, but agreeing to be whisked away to what I can only imagine is some dungeon, by this mysterious yet oh so handsome and rich Gavin for the explicit purpose of being his sex slave is something altogether different.

  But a million dollars could pay for my Mom’s cancer treatment and my sister’s college. With some money left over to spare.

  Plus, I’ll get to spend the night with Gavin— who already makes my panties melt when he merely looks at me. If he can do that with his eyes, then what can he do with his hands? His tongue?

  “I accept,” I tell the auctioneer, although I’m still looking at Gavin. “I most definitely accept.”

  Chapter 7 – Gavin

  There’s a back room in this club and it’s only for me. Because I fucking made it. I own the club— or my family does— and everyone and everything in it.

  Sure, it’s mostly a money laundering front for my family’s mob business back in Ireland—to cover up deals we make with American interested parties—but it’s still ours and we can do with it what we want. We can buy any girl at any price.

  Robert can get pissed at me for bidding too high on Jade but he wouldn’t even be here able to bid on anywhere if it weren’t for me. So he can go fuck himself.

  Jade is mine and there was no way I was letting anyone else win her. Not after all the time I’ve spent finding and carefully stalking her.

  My asshole dad— head of an Irish gang— was no fucking help when it came to giving me useful information in helping me clean up his dirty work. All he told me was that he had beat up the head of a different gang in an alley right off Sherriff Street.

  Of course it had to be there. He and his good-for-nothing gang is always hanging out there causing trouble.

  He didn’t even tell me anything about the guy except that he had it coming. He was teaching him a lesson. Surprisingly he didn’t die but my dad didn’t care if he did. It was just a bit cleaner that he didn’t— nothing to make the news, although it would just be one more blip of bad news about the Maloney family.

  He did tell me that there may have been a witness and I had to go track her down and find out what she knows. He said he doesn’t know how much she saw or pieced together.

  He told me the license of the cab she took and the fact that she was wearing a distinctively orange colored leather jacket. And he made me do all the rest. Just like he always does.

  I tracked down the cabbie, tracked down the flat where she’d been staying, tracked down information from the landlord that— just as luck would have it— she’d flown back to the United States right after that.

  If the landlord knew anything about what my dad had done, she hadn’t let on— just said that Jade had been a sweet girl but was only studying at the University for three months and had gone out for one last night before heading back to the States.

  So it seems as if the timing was completely coincidental. But that’s what I’m supposed to be making sure of.

  Once I tracked her down and found out her friends had plans to take her out for St. Patrick’s Day, I set all of this up. It’s ingenious if I do say so myself— she’s selling herself to me willingly, without knowing why I’m here.

  Why any of this is going on. She just needs money. I know that because I’ve been watching her, listening to her.

  If she knows anything about what happened that night she hasn’t said a word to a soul as far as I can tell. That bodes well for her. But I still have to find out for sure. I need to stay focused on my mission.

  I’ve seen her from a distance and right away I knew she was beautiful. But now that I see her up close, I can’t get over how very gorgeous she truly is.

  I’m already getting distracted by her innocent eyes. Those curves. I have no idea what she was doing in the alley that night. When she blinked at me I knew she was a virgin and that was the icing on the cake.

  Now, I lead her into the room and I say, “Take off your clothes.”

  “Who are you?” she asks.

  “I ask the questions,” I tell her. “I bought you. Don’t make me gag you. I want to be nice and gentle for your first time. Then it will get harder from there.”

  She nods, and then unties her dress. It falls to the floor and I can see her beautiful body better. It’s curvy in all the right places. She has plump yet perky breasts, which I can see even better as she lets her bra drop to the floor. And her ass is full and round, just begging me to take it in my hands.

  So I do, without waiting for her to take off her panties. I feel her soft, smooth flesh while I squeeze her ass in my hands. Then I move her panties over to the side.

  “I’m going to take your virginity now, Jade,” I tell her. It’s just step one in breaking her. Making her mine.

  She would want to be mine no matter how many times she’s had sex, once she feels my cock inside her pussy. But the fact that she’s a virgin is even better. For the mission, and for me of course.

  She’s only nineteen— I’m as many years older than her that that. I can teach her, train her, mold her to be what I want.

  “Put your hands up against the wall,” I tell her. “Be a good girl and do what I say.”

  She does it, and she looks eager to oblige.

  I pull her panties over to the side and put my finger into her sweet, tight pussy. I spread open her ass so that I can see everything that will be mine.

  “Do you like when I fuck you with my finger?” I ask her.

  She nods, and I quickly put on a condom.

  I press my cock up against her. It swells against the fucking amazing feeling of her ass up against it.

  It’s ready to go but I need to stay in control. I’ve bought her— and brought her here— for a purpose and I need to stay focused on that goal.

  But I already see myself getting sidetracked. I’m tired of cleaning up after my father’s dirty work and I am ready to break free from his grasp. Perhaps coming all this way and meeting Jade is what I needed.

  I can’t let her break me— I’m supposed to be breaking her. I never get emotions involved in the job and I can’t start now. Even if she makes my brain melt like mush at the same time she makes my cock hard as a rock.

  I couldn’t get feelings involved, even if I wanted to. She’s going to hate me once she finds out why I’m here. Why she’s here.

  I haven’t even taken her for her very first time yet. We still have a long way to go.

  Chapter 8 – Jade

  I brace myself when I feel Gavin’s hard cock up against my naked skin. Although I’m inexperienced, I know enough to be able to tell that his is a very large dick. I’m not sure what it’s going to do to me.

  He pauses, which isn’t what I expected.

  "You sold me your virginity, but I want more than that," Gavin says.

  I don’t know what he means by this but there’s something about his cock up against my back that makes me feel feisty. He brings out the strong part of me that I usually keep hidden. And yet he also brings out my weak, vulnerable side.

  It’s a mystery to me how any of this works, but I have a feeling this isn’t what typically happens the first time someone loses her virginity to someone else.

  "Let's start with what you paid f
or," I tell him, trying to sound stronger than I feel.

  I must succeed, because he laughs and pulls my hair back so that I’m looking into his eyes.

  Then he says, "You're a feisty one, aren't you?"

  I nod, my panties dampening at his Irish accent and the way his sky-blue eyes undress me even though I’m already naked. There’s something about him that drills deeper into me than surface level and he hasn’t even penetrated me yet.

  "Good," he replies. "The harder the challenge, the more satisfying the reward."

  “Don’t worry, I’ll be gentle,” he says, as I feel the head of his cock up against my pussy.

  He pushes himself into me and I feel pain but it’s mixed with the most amazing pleasure I’ve ever felt— way better than I thought it would be. I gasp as he finishes pushing it all the way in.

  It feels as if my body was made for his. I love the way his cock fills me up so completely. I open my legs wider for him while he thrusts himself in and out of me. At the same time, he rubs my nipples, which makes me feel as if I’m about to explode.

  “I’m going to fuck you harder now,” he says, the rhythm of his cock getting stronger inside me. “I’m going to claim you as my own.”

  “Yes, Gavin,” I whimper, beginning to feel an orgasm wash over me.

  He pulls my hair slightly back and makes me look him in the eyes while he fucks me. “Look up at me while I have my way with you.”

  “Yes, Gavin,” I say, a thrill running through me at the same time my orgasm cascades over my body. “You’re making me come.”

  “Come, my little sex slave,” he says, taking his cock almost all the way out of me and then pushing it back in, over and over again.

  I never would have thought I would enjoy being called a sex slave but I do.

  “I bought you and I can do what I want with you,” he says, before biting me on my shoulder. I can feel tingling all the way down in my toes.

  I want him to kiss my entire body, to play with me, suck me, fuck me— do what he wants with me. Make me his. I’m excited to be his sex slave and I’m starting to wish it could last longer than just tonight.

  Monique and Tessa were right— there are way better ways to lose one’s virginity than the way that they did. And this just might top the list. I am so glad I waited. I know that nothing could feel as good as Gavin taking me gentle and slow and then hard and fast like this.

  He seems to know just what I want. Just what I need.

  I think he might be up to something— with the way he paid so much for me and wanted me to be his sex slave and brought me back to this already- prepared room. But I don’t even care. I’m just enjoying it and wanting it to never end.

  Another rush runs through me and he says, “You’re going to make me come. My dirty little sex slave is going to make me come.”

  “I’m going to come, too, Gavin,” I tell him, whimpering and moaning as I feel his cock throb and pulse inside me.

  “Come on my cock,” he says, pulling my hair harder while he thrusts even harder.

  “Yes, Gavin,” I cry out, fully letting myself go. “I’m coming, I’m coming.”

  “Good,” he says, with a heavy groan, grunting a couple more times while we both finish coming.

  I lean my head back into his muscular chest and tell him, “Oh my god, that feels so good.”

  “Great,” he says, as he pushes a bookshelf to the left of where it was standing against the wall.

  I have no idea what he’s doing, but I don’t care. I’ll let him do anything to me. I want to be his submissive little sex slave. I want him to continue taking me now that he’s claimed me.

  Then I see that there are some hooks on the wall.

  He reaches onto the bookshelf and picks up some rope.

  Wordlessly, he rips off the thong I had been wearing while he fucked me. Then he ties me to the hooks.

  I’m in a squatting position, with my legs spread wide apart. I’m completely naked and on display in a very vulnerable position.

  And I love it. I love everything he does to me, even if it’s a little scary. I suppose that’s part of the fun.

  “Our training is just getting started,” he tells me. “There are some things I need to know.”

  “But first, I’m going to make you wait. Because patience is a virtue. And you need to learn to do what I tell you when I tell you to do it, and not before then.”

  “Yes, Gavin,” I answer, wondering how patient I can be.

  He walks over to the door.

  “I’m going to go get a drink,” he says. “There’s no telling when I might return. But when I do, you’re only to say, ‘I’ve been waiting for you, Gavin, and I am at your every command.’ Do you understand?”

  “Yes, Gavin,” I tell him, hoping he returns soon.

  He walks out the door and I’m left waiting for him, aching for him, wondering when he will come fill me up again.

  This St. Patrick’s Day hasn’t turned out anything like I thought it would. But I’m enjoying it so much I want it to last forever. As long as Gavin comes back through that door.

  Chapter 9 – Gavin

  I take my time getting a drink and drinking it nice and slow. I watch the news and catch part of a baseball game on TV. I think it’s only Spring Training but a bunch of guys are glued to the screen. These Americans sure do love their national past time.

  I think about how good it felt to fuck Jade, for her first time ever. And what it’s already done to me already. How it’s changed me.

  All my life, I've been an excellent businessman— the business being organized crime. My father wouldn’t have it any other way.

  I've never allowed distractions, always keeping my eyes on the fucking prize.

  But now, ever since I first saw her, and especially now that I’ve fucked her, Jade has become my focus, my obsession. And I'm beginning to realize she is the prize.

  Thinking about how good it felt to fuck her makes me horny again. My dick is already getting hard for the second time in a row. I feel like I need to have her again. And again and again and again.

  It’s not supposed to work like this. I wanted to leave her in there longer, get her nice and ready to tell me everything she knows about what she saw. But instead I’m being driven to go back to her, to take her again and to give myself to her.

  When I get back to the room, she says, “I’ve been waiting for you, Gavin, and your wish is my command,” just like I had instructed her to do.

  Her pussy is dripping wet for me so I know that it’s true. She’s just been sitting here wet and waiting for me the whole time I’ve been gone. I reach down and grab her clit between my fingers, squeezing and rubbing it until she moans for me.

  She’s tied up and can’t move so I slap my cock against her face and stick it in her mouth. She sucks on it eagerly, as I push it further into her mouth.

  I am going to lose sight of my goal. I am going to fail at my job for the first time ever. But I don’t even fucking care. Suddenly I feel that I’d do anything for her. She makes me weak and leaves me craving her and feeling so fucking needy. But for that I also feel strong. Because I want to protect her. Help her. No matter what.

  “Do you like it when I fuck your mouth?” I ask her, and she moans and says, “Yes, Gavin, I do.”

  “I need to punish my sex slave more,” I tell her, pushing my cock all the way into her mouth, making her deep throat me. I’m punishing her for making me want her so badly. For making me fail at my job. For making her love her.

  “Do whatever you need to do to me, Gavin,” she says, and at least I can tell that I’ve truly broken her.

  I love how she was feisty and assertive but now she’s submissive to my control. I must take full advantage of it and find out what she knows or I don’t know what my father will do. For the first time in my life, though, I’m beginning to not fucking care.

  Ever since I was small, he’s made me feel me afraid of him and he beat me for not doing what he wanted. When he
stopped being able to beat me physically, he beat me down emotionally.

  Things have changed now. Jade has made me strong. I’m not afraid of my father when I know I need to protect. While my father might rule a lot of gangsters in Ireland, he doesn’t rule me anymore.

  Although he scares everyone, I’m the one exception to that now. But I do need to find out just how much Jade knows and how much trouble she— and now I— might be in.

  And I also think I’ll have fun doing it.

  Chapter 10 – Jade

  I’m enjoying sucking Gavin’s cock but he takes it out of my mouth and starts rubbing my pussy again. Then he reaches for the bookcase and retrieves a couple things. I soon find out what they are. A feather, and a small vibrator shaped like an egg.

  “I’m going to ask you some questions,” he says, rubbing the feather around one of my nipples and then the other. It makes them stand up even more erect than they were before, at his attention and his command.

  “Okay, Gavin,” I tell him.

  He moves the feather down and traces around my clit with it. I shiver.

  He turns on the vibrator and begins massaging me with it.

  “Does that feel good, my little sex slave?” he asks me.

  “Yes, Gavin,” I answer.

  “Louder,” he says, whipping me in my face with his cock.

  “Yes, Gavin,” I say louder.

  I already feel as if I’m on the verge of an orgasm. He slaps my breasts with his cock while he continues to massage my clit with the vibrator.

  “I’m going to cum, Gavin,” I say, bracing myself for the wave of extreme pleasure that I’m anticipating will wash over me.

  “No, not yet,” he says, removing the vibrator.

  I feel as if I’m lonely and empty, and I would do anything to feel the climax he was just about to bring me to.