Knock Me Up, Boss: A Bad Boy Office Romance

by Juliana Conners

  “You think?” I ask sarcastically.

  “But yeah,” she says. “Madilyn and Asher are a thing. A thing thing. Usually he has some weird sort of sub/dom relationship with whomever he picks to be his mentee. He trains them in everything. And I do mean everything.”

  A shiver runs down my spine but it’s the good kind of shiver. I wish it was Cameron who chose someone to do that to, and I wish he would do it to me.

  “After a little while, he moves onto the next. But this time, people are saying it’s true love and barfy things like that. He actually fell for his employee. Someone so much younger than him. And they’re in luuuuuuuurve.”

  “Wow,” I say, pretending to think it’s kind of gross.

  Usually I would think that. But now I think it’s kind of hot. Because I can’t help but think of Cameron. I don’t know what the hell has gotten into me.

  “Yeah,” Katie says. “But it’s got a lot of people around here talking. Some people are jealous and can be backstabbing bitches. So, we’ll see how things play out.”

  She shrugs.

  “Well thanks for filling me in,” I tell her. “I don’t think I’ve ever even heard you talk so much.”

  “Girl, I have ADHD and social anxiety. I either talk a mile a minute or not at all. That’s why I need this stuff. That reminds me.”

  She digs around in her beaded hemp purse that’s lying on the floor beside her until she finds her vape pen and takes it out.

  “Want a hit?” she asks, holding it out to me.

  “No thanks,” I tell her. “I have to get back to Mr. Mack. Hopefully he’s still alive.”

  “Yeah but that means a long lunch hour of banana mashing for you,” she says.

  “Ha.”

  I leave the file room and go check on Mr. Mack again. But his head is down and he’s snoring. I head out to eat my own lunch but for the rest of the afternoon I can’t get over the conversation I just had with Katie.

  What if Cameron were interested in the type of relationship that Asher Marks is into? What if he wanted to tie me up? Spank my ass?

  I can barely contain myself all day long. At 3:20 I tell Mr. Mack it’s time to leave if he wants to make today’s showing of Judge Judy, which of course he does. He never requested his lunch so I didn’t have to mash his bananas.

  After I drop him home I head to my apartment. I can’t believe I’m leading a semi-functional life for once. And I don’t want to ruin it by falling for an older partner and potential boss at work. Nor do I want to get my hopes up that he could even be my boss.

  I shouldn’t even apply. Should I?

  I run myself a bath and then get in. As the water and the bubbles rise I can’t stop thinking about Cameron Sanchez’s tall, broad shoulders. His dark eyes and perfect skin.

  I wish he would take his suit off and let me see his naked body. I can’t help but want him. I let my fingers slide down under the water and run them along the lips of my vagina. I pretend that they’re Cameron’s fingers and slide them inside of myself. With my other hand I begin to rub my clit, wishing the Cameron could lick me and suck me.

  I have a very active imagination for someone who has never actually had sex. In every other aspect of my life, I’ve been fearless. I’ve done some scary shit. But having sex feels like it would be the scariest.

  Normally I feel that I can’t open my heart, or my legs, to anyone but myself or that would be giving them too much power over me. And my Battery Operated Boyfriends do just fine at satisfying my physical needs.

  On that note, I grab my waterproof vibrator from the ledge of my tub and run it up and down on my clit. This time my fantasies run wild and I start to wish I could actually have sex with Cameron, instead of just with my vibrator.

  I imagine him bending me over his desk and taking me from behind. I’m sure he has a huge cock that he knows how to use. He’d push it in and out of me while I called his name— quietly, of course, so that no one would catch us. But that would be half the fun.

  I push the vibrator inside me while I also still feel it rubbing up against my clit. It’s such an amazing sensation, combined with the thought of letting Cameron actually take me, that I feel a strong orgasm start to rush over me.

  “Cameron,” I murmur, barely even realizing I’m saying his name as I come. “Take me. Teach me. Train me.”

  I want him in a way I’ve never wanted anyone before. I want him to be my boss. And my first fuck. I want him to be my everything.

  I guess I’d better get ready to interview for the job as his assistant tomorrow.

  Chapter 7 – Cameron

  THAT NIGHT

  It’s two o’clock in the morning and I can’t sleep. I decide to go into my home gym and get on my ski stimulator machine. It’s state of the art equipment I bought to keep me in tip top shape for ski season even when it’s the middle of summer.

  As I begin my workout, I think about the state of my life and where things are at in it. I’m rich as fuck and I’m used to getting everything I want. My skis. My jet skis. My yacht. My private jet that takes me to my skis and my jet skis and my yacht and the mountains where I ski.

  And plenty of fucking women. Throwing themselves at me and begging to be my arm candy for the night. Or a weekend in Aspen or the Alps.

  I started out with nothing and now I have all of this. I should be happy. And I am.

  But when I laid eyes on Ruby Mansfield in my office yesterday, I knew I was in trouble. Because I not only felt a jolt in my cock but also a longing in my soul.

  She represents something I never knew I could really want. The way her laughter comes so easily and the way she makes me laugh easily as well. The way she kind of bossed me around by clearing her throat when I was being a little too harsh with Shirley. And the way she looks at me as if she wants me to boss her around.

  Stop thinking about it, I tell myself as I work myself into a sweat on the machine. But I can’t. There must be something in the fucking air at my law firm. First Asher, now me. I’ve always been annoyed at how he mixes business with pleasure. I’ve always told myself I’d never do that.

  But I’ve also never seen him so happy. And I’ve never wanted anyone at work— or elsewhere— the way I want Ruby Mansfield.

  I know I shouldn't even think about it. I'm her boss and way older than her. And I’m old enough to know better.

  By looking in her eyes I can tell she thinks she wants me. And I can tell that she’s innocent. Sure, she presents a tough exterior to the world, with her sarcasm and her devil-may-care attitude that fucking turns me on to the point that I’m awake at 2 am and working out trying to take my mind off of her when I can’t. But there’s something underneath that lets me know she’s still young and impressionable. Something tells me she’s never even had sex before. And that makes me want her even more.

  After nearly an hour of skiing, I know I have to get to bed or I’ll never make it to the office in the morning. I shower and then lie down in bed, my heart still racing, my cock hard as a rock, unable to sleep.

  I reach down and feel my hard ten inches in my hand. My cock is fucking begging me for relief. And all I can think about as I stroke it is Ruby’s fine ass and curvy body. I decide that maybe if I jack off while thinking about her at night, I won’t be so obsessed with her during the day.

  Knowing that a young, possibly virgin girl wants me definitely makes me want her even more than I’d already wanted her. But she doesn’t even know what it is that I want.

  I don’t just want her on my desk, on my floor, on my lap. I want her tied up and begging me to do whatever I want with her. Saying “Yes, Boss. Please, Boss. More, Boss.”

  I think about holding back her wild, streaked hair while I force my cock into her mouth. I think about spanking her on the ass with my cock as I move my hand up and down on it. I wish I could push it into her undoubtedly tight little pussy. I think she still has her cherry and I want to fucking pop it. I want to make her mine. At work and in life.

 
What the hell am I thinking? I don’t even date a girl for more than a night or a weekend. And here I am wanting to claim someone who could get me into a lot of trouble at work.

  But as I feel my cock pulse in my hand and my balls swell up with cum I know I’d give anything to pursue her. To get what I want.

  Sure, my rule is to never mix work with pleasure. But I always take what I want. And I never wanted anyone the way I want her.

  As I shoot my cum all over my hand, my balls, my sheets, I know for sure that I want Ruby Mansfield. I want to fuck her and I want to claim her.

  I won't let anyone's rules f*cking stop me from taking her. Not even my own.

  Chapter 8 – Cameron

  THE NEXT MORNING

  I pop into Conference Room B at 9:15 am. I tell myself that I need to see who’s interviewing for the position of my secretary.

  I need to know what’s going on at my own fucking firm. Especially since Madilyn is conducting the interviews and that means Asher is going to try to have some say into who gets to be my secretary.

  But as soon as I enter the room and see Ruby sitting across the table from Madilyn, a few other associates and a partner, Paul— people whom I can only guess comprise the haphazard “hiring committee” Madilyn managed to throw together at the last minute— I know why I really came. Because I was hoping she was here applying for the job to my secretary.

  And here she is. Looking up at me as if to say, “I’m here to do whatever you want.”

  I feel as though I silently commanded her to come and she listened. Last night when I made myself come while I thought about her, I sent her a signal that she obeyed.

  “Oh, hello, Cameron,” Madilyn says, smiling sweetly. “I wasn’t expecting you to be here.”

  “I thought I’d stop by,” I tell her.

  “Feel free to have a seat.”

  She gestures at an empty chair beside her.

  “We were just speaking with Ruby here,” Madilyn continues. “She’s a floater here at the firm, applying to be your legal assistant.”

  “Yes,” I nod at Ruby, trying to act professional. “We’ve met.”

  She stares back at me, her eyes nearly daring me to elaborate.

  We’ve met and I couldn’t stop staring at her ass.

  We’ve met and I can’t stop fucking thinking about her since.

  We’ve met and I’m so captivated I came here to make sure she gets this job.

  The things I could say about her are endless but I don’t say anything further. I just sit down next to Madilyn.

  “We were discussing that Ruby graduated at the top of her class from Sandia Preparatory School,” Madilyn says. “She worked at a firm back East for a while with her uncle before moving back here. She would like to go to law school. Isn’t that right, Ruby?”

  Ruby squirms in her chair a little bit. It’s the first time I’ve ever seen her look nervous. She usually appears very confident. My presence must be really getting to her.

  “Yes,” she says. “It is.”

  “I was explaining to Ruby that it’s a little unusual for floaters to move up to the position of legal assistant for a senior partner right away,” Madilyn continues. “But when she expressed interest we agreed to interview her because we’d heard some great things.”

  “Yes,” Paul says, nodding his head. “She instituted a filing system that has been extremely helpful.”

  “And she updated our calendar system and it’s more streamlined and efficient now,” adds an associate, whose name I believe to be Bill but I’m not quite sure.

  “Yes,” Marilyn says to Ruby. “I’ve heard about how well you’ve done since you’ve been here for only a short amount of time and I think you’d be a great candidate for the promotion.”

  “I tend to agree,” says Paul, who always needs to throw his two cents into everything. “And looking at your resume and high school transcript, it’s clear that you are intelligent and received excellent grades. Normally I would think the responsibilities are above someone with your experience but it’s obvious that you’re a fast learner and will easily catch on. Therefore, I see no reason why we shouldn’t advance you to this position right now, to be frank.”

  “Well, it depends on what Ron thinks,” Madilyn says.

  “Very true,” Paul agrees.

  “But let’s not put him on the spot,” she continues. “Let’s give him time to think it over. Ruby, I think you’re a perfect candidate as well but we have some others interviewing and we’ll let you know shortly what we think.”

  “Of course,” Ruby says. I can see that she looks rather relieved. And I have to admit that I do too.

  I know I want her. I know that’s the whole reason I came here to this interview. But I also know it’s not the wisest decision to make. Because I want her in every way possible.

  “Well hello,” Asher says, popping his head in the same door to the conference room that I just did. “What’s going on in here?”

  Madilyn smiles as if he’s fucking Santa Clause. And he winks at her mischievously.

  These two. It would be obvious that they’re fucking from a mile away. And it’s even obvious that it’s more serious than that. They barely even try to hide it.

  I guess I shouldn’t feel so bad about wanting to fuck Ruby. Apparently, that’s acceptable for Asher so why shouldn’t it be for me as well.

  “We’re just doing the interviews for Ron’s new assistant,” Madilyn says.

  She’s about to say “honey” at the end of that sentence, I just know it. But she stops herself.

  “Cool,” Asher says. “Oh, Ron, since I’ve got you here, I wanted to talk to you about that toy company account. That business owned by the potential client Damien Hudson.”

  “What about it?” I ask.

  “I really don’t think it’s a good idea that we take it.”

  I feel the hair on the back of my spine stand up like a lion fluffing out his mane. Who does Asher think he fucking is, telling me he doesn’t want to do something I want to do in my own firm? And in front of Ruby?

  “Well, I do.”

  “Ron,” he sighs, as if I’m a petulant child he has to lecture into seeing things his way. “They make toys for kids with disabilities. That has got to be the smallest market ever. They don’t have the money to pay our fees, I’m sure of it.”

  “Well I didn’t take it for the money,” I inform him. “I’m doing it pro bono.”

  “Yeah right,” Asher laughs. “You mean an associate’s going to do it pro bono. And we don’t have the time or resources to take away from our associates right now to divest into having them do free work.”

  “Oh, you mean because they’re a little too tied up doing lots of other things?” I ask him.

  His eyebrows fly up in surprise. He knows exactly what I’m alluding to: the fact that it’s so hypocritical of him to say associates like Madilyn don’t have the time to spend on my passion projects when he’s taking up all her time with, shall we say, extracurricular activities.

  My allusion to his prohibited office relationship as well as my tone are meant to warn him. Back off. He seems to pick up on it a bit, throwing his hands up in the air as if he gives up.

  “We’ll talk about it later then,” he says, and shrugs. “It’s obviously a touchy subject. I didn’t realize how much you wanted to help this toy company.”

  “Well, I do,” I tell him.

  Asher has never felt particularly bad about representing the kinds of companies we do— oil companies, insurance defense, large corporations— or about the fact that we’re always on the side of the big bad company instead of the little helpless guy. I know it’s how we afford our lavish lifestyles and I don’t blame him for not questioning it.

  But there’s some stupid part of me that always feels guilty and tries to make up for it by taking pro bono projects such as this. And I had already promised the guy I met from the company that we could help him out.

  Damien Hudson. I met him on the
golf course. He’s a decent golfer. Then we talked about his business on the phone and he sounded damn passionate about it so I told him I’d help him out.

  I didn’t say for free or even reduced fees but I’d implied it and at least in my mind it’s what I’d meant. I don’t like to go back on my word. And I don’t need Asher’s fucking permission to take a pro bono case or not.

  “Let me just look at the amount of work involved and the numbers,” he says, with another shrug.

  “Asher,” I warn him again. “This is my decision. I didn’t ask for your input.”

  “Woah,” he says, throwing up his hands. “All right then. I’m just trying to help. For the good of the firm.”

  “As am I,” I tell him.

  “All right, Madilyn, everyone, good luck,” he says, nodding at all of us but keeping his eyes on Madilyn.

  He’s looking at her the same way I’ve been looking at Ruby.

  It’s my turn to claim what’s mine around here.

  The pro bono toy case, and Ruby Mansfield.

  If I’m honest with myself, neither of them are probably the best ideas I’ve ever had. But I don’t fucking care. I’m going to help the toy company and I’m also going to bang my assistant. Because it’s about time I took what I wanted at work just like I do outside of it.

  And, I can’t help admitting as I look at her gorgeous face and the cleavage poking ever so slightly out of her silk blouse, because she’s fucking hot and I want her so bad I can’t say no, even though I should.

  Chapter 9 – Ruby

  I take a deep breath as I walk out of the interview room. I can’t believe that went so well. Even though I should believe it because I set it all up for it to go that way. I spent the whole night preparing for this interview. And I do mean preparing.

  I have to do what it takes to get anywhere thanks to my past. I have the brains but not the qualifications on paper. I’m not the type of person who does well in school. Or at life in general.