Knock Me Up, Boss: A Bad Boy Office Romance

by Juliana Conners

I want to make her go down on me while I fuck her mouth. I want to lick her pussy until she moans and wiggles and screams at me to stop because I’ve made her come too much that she needs a break. And then I won’t give her a break. I’ll keep licking her pussy and then I’ll fuck it.

  I feel so good that I know I’m going to come. I just wish she was here to enjoy it with me. I blow my load into the tub and watch it get stuck in the drain for a minute before making its way down, and I think about what a waste that was.

  It should be on Katie’s back. That’s where my cum belongs. And all over the rest of her too. In her hair. On her face. Dripping down her entire body. In her pussy.

  I don’t even know her, but I want to mark her as mine. Claim her as my own.

  I can tell I’m already in too fucking deep. And I don’t even know if I’ll ever see her again.

  Chapter 6 – Katie

  ONE WEEK LATER

  “I just feel so… different around him than I ever have around anyone in my entire life,” Ruby is telling me as I help her look through the files for all of Cameron’s cases in a certain jurisdiction.

  Ruby is such a little go-getter that she devised her own system for arranging and finding files more easily in the file room. She’s a lot more productive than I am. I’d spent days on end in here, reading and vaping before I got caught, and I never thought to do anything that impressive.

  “I’m glad you found such a good catch,” I tell her. “But just be careful.”

  I’ve warned her, but she won’t listen.

  “I know, I know,” Ruby tells me, shaking her head as if I’m the naïve one. “You have your theories about every guy who works here. And I do appreciate your advice.”

  “It’s not just my theory,” I tell her. “All the guys around here are players. In fact, I think all guys everywhere would be players if they could be, but these are just the ones who are able to be that way, and so they’re that way to the extreme.

  “You’re so cynical,” she says. “But I love that about you. No one is going to fuck with Katie Finnegan. She’s got men— and life— all figured out.”

  “Very funny,” I tell her.

  All I can do is warn her. She doesn’t have to take my advice. And if only she knew that I wished a certain guy would fuck with me— or make that just fuck me.

  But I don’t tell her. She’d be far too delighted to know I don’t take my own advice. And it’s not like I’m going to see Damien Hudson again. The word around the firm is that he didn’t want to pay our firm’s high fee. There’s talk about perhaps lowering the fee but I know those competitive male types and it could be forever before any of them ever come to their senses.

  So, I just listen to Ruby go on about her newfound relationship with Cameron Sanchez and wish I had a different kind of life. The kind I read about in books rather than the one I must live daily.

  “Ruby?” someone asks, and we both turn around to see Ron Sanchez at the door of the filing room.

  “Oh, hi Cam,” she says, giggling and blushing like a school girl. Most people here call his Ron and some call him by his full name of Cameron but she’s the only one who calls him Cam. How fucking sugary sweet. “Katie and I were just gathering some things for your case.”

  “Hi Katie,” Ron says, nodding at me.

  He and I are pretty tight, ever since I helped him win Ruby back. She had been fired for my vape pen even though her hacking of Damien Hudson’s financial information had led to the firm being able to charge him money for what they thought was a free project. No one around here ever knows what they’re doing and I had to set the record straight.

  But oh, my God, Damien Hudson. Just thinking about him is enough to get me wet. I guess I’ll never see him again, except in my fantasies. Because no one has said another word about him.

  Then as if on cue, though, Ron says, “You can wait on that for now Ruby. I need you to get my file on Damien Hudson.”

  I try to act nonchalant. I don’t want to reveal how happy I am to hear his name.

  “Okay,” Ruby says, walking over to where she keeps the file. “When do you need it?”

  “Right now,” Ron says. “He’s here, and wants to talk.”

  “He does?”

  Ruby looks as surprised as I feel. And Ron himself looks pretty taken back by it as well. This Damien guy sure acts in mysterious ways.

  “Yeah, he’s here and I don’t know how good of an idea it would be for you to join us,” Ron tells Ruby. “Sorry honey. But he’s still a bit pissed about the fact that we know how much he really makes.”

  “Oops,” says Ruby, with a fake apologetic look on her face.

  “Ruby is one skilled hacker,” I say. “She deserves a raise, Mr. Sanchez.”

  “Very funny, Katie,” Ron says. “Actually.”

  He looks at me for a minute and then continues.

  “Since Ruby can’t help out on this and Jim is in court as usual, I could really use your assistance.”

  “Mine?” I ask, flabbergasted.

  Usually I would protest that I’m not a floater. I’m assigned only to Jim and he might get mad if I help someone else, even if he doesn’t need me right now. But really it would just be an excuse to read more of my book and get a bit more stoned.

  And right now, I’d love to see Damien again, obviously.

  So, I just say, “Sure, Mr. Sanchez, whatever I can do to help.”

  “Since I’m banned from the meeting, I’ll just be in here picking up on where Katie left off on Faulkner,” Ruby says, fake-pouting.

  “Thanks honey,” Ron says. “I knew you’d understand.”

  “Neruda,” I pipe up.

  “What?” Ruby asks.

  “I finished the Faulkner book and I’m onto Neruda now. Hope you have daddy issues so you can enjoy Lolita the way it was meant to be enjoyed.”

  “Katie!” Ron reprimands me, but he’s smiling.

  “Wow, you’re a fast reader,” Ruby says.

  “I’d already read The Sound and the Fury a bunch,” I tell her. “So, it was more like skimming than reading.”

  My statement is true, but I don’t tell her the embarrassing truth. That I have nothing to do outside of work except read books and watch movies all the time. Escape my reality. I don’t have something I’m passionate about— coding— like she does. I don’t have a guy like Ron.

  Although I’m still rather suspicious of him, I’m starting to come around to Ruby’s way of thinking and I’m glad that she’s happy. Maybe, she’s actually found the real thing with Ron.

  Who am I to say? I’ve never even had a real relationship, physical or emotional. I’ve only thought that only trouble can come from that, because of my own family history. But at least if I could find the right guy, I wouldn’t be lonely or bored anymore.

  “Let’s go meet Damien then,” Ron says, bringing me back to the reason I know I’m even having these thoughts at all. I don’t know what the hell has gotten into me but it’s crazy.

  “I already have,” I tell him, as I follow him to his office. “Briefly.”

  “That’s good then,” Ron says. “He’ll know we’re not trying to bring in yet another young legal assistant to infiltrate his secrets like Ruby did.”

  “Hey!” Ruby calls out from the file room. “I heard that!”

  “I know,” Ron says.

  The flirtation level is palpable with those two lovebirds. I’m almost fucking jealous.

  But as we walk into Ron’s office and I see handsome Damien sitting there in a nice suit with a smug smile on his face— as if he was expecting to see me here all along, as if he’d requested my very presence— I have a feeling that I have nothing to be jealous about.

  I think I might be about to experience the very same thing with Damien that Ruby has experienced with Ron. And I think I’m about to like it.

  Chapter 7 – Damien

  As Ron re-enters his office where I’m waiting with Asher, with Katie trailing behind him, I smile with smug sati
sfaction. I knew they would bring her to me. That’s the whole reason I set up this meeting. I just had to see her. To know that she can be mine.

  Ron and Asher have been calling me daily— which is more annoying than the Michelles and Monicas who leave me pathetic voicemails— asking me to come back into the office so we can negotiate. It’s clear that I have the upper hand. But just like with the trail of girls who leave me voicemails, I haven’t really wanted to talk to them.

  Knowing that they will capitulate to my demands makes everything a lot less fun. I like a challenge. But I still haven’t been able to think of any other girl other than Katie. So, that’s the real reason I’m back here, even though Ron and Asher don’t know that.

  Once I sat down I’d told Ron I wanted to discuss what happened with his secretary— or girlfriend, or whatever he wants to call her— hacking into my accounts and I’d also told him that I think we need someone to take notes. These two statements combined assured me that I would get a secretary in here other than Ruby.

  I’m not stupid enough to ask for Katie by name but I figured she would be on top of the list of people on hand to join us. She doesn’t seem to be fully utilized around here.

  “Hello, Mr. Hudson,” Katie says, nodding in my direction.

  “Hello, Katie, is it?” I ask her, as if I don’t fucking know. As if I haven’t been jerking off to the thought of being with her every fucking day since we last ran into her.

  “Yes.”

  We just stare at each other, like two love struck teenagers— I guess she has more of a right to be acting that way than I do— until Asher clears his throat.

  “Well Damien, here we are, at your request,” he says, trying to appear important and powerful. Except I know I have him right where I want him. He’s the one who’s been calling to meet with me and not the other way around. Sure, I’m the one who set up this meeting but they’re the ones who wanted it.

  “Yes, here we are,” I tell him. “And my first demand is that if I’m to work with your firm, you’re to stay out of my business. I don’t want your little girlfriend snooping on me anymore.”

  I look at Katie.

  “Write that down,” I tell her. “No more snooping. Not by young tech geniuses and partners’ girlfriends masquerading as legal assistants, not by anyone.”

  She scrunches up her eyebrows at me— I love that defiant look— but then nods and takes down the note, appearing obviously conflicted.

  “And next, I want a 50% reduction in my fees,” I tell the partners. They look shocked but immediately try to persuade me to change my mind.

  “Our costs alone—”

  “The manpower and the staff needed—”

  “All our time will have to be dedicated to your case—”

  “Gentlemen, this isn’t up for discussion,” I tell them, cutting off their protests and dissent. “If you want my business, you’ll agree. If not, there are plenty of other firms who would love to have it. As you know my patent case is significant, and thanks to your snooping girlfriend, Ron, you know I have other businesses with legal work I can bring your firm.”

  “Fine,” Asher says, shrugging his shoulders. “We agree.”

  “Very well.”

  I knew they would, despite their complaints. It was a done deal before I even walked in here. They knew they would accept whatever I offered. And fifty percent is still a good deal considering that originally Ron had been thinking of representing me for free.

  Before his meddling girlfriend Ruby got involved. If he wasn’t fucking her I’d demand he fire her. But I know that that would complicate matters more than necessary right now. By having Katie in here, I accomplish two purposes— I send a message to her friends not to fuck with me anymore, and I also get to look at her.

  As we go over the various details of the case and strategy for my case, I can’t keep my eyes off of her. I can’t believe I’m this close to her and I can’t have her. I’m not used to having to wait to get what I want. But I definitely want her. Just once. That’s all. Then I’ll get bored of her like I do the rest.

  Won’t I?

  Looking at her curvy hips and large breasts, I’m not sure I will. And that could be a problem.

  I also get the sense she wants me just as badly as I want her. Or at least I originally got that sense. But as the meeting nears to a close, she looks impatient, ready to leave.

  “Do you want to go down to Manny’s with us and iron out the rest of these details?” Asher asks me.

  “No thank you,” I tell him. “I think we’re pretty close to being done.”

  “So, then Mr. Sanchez, can I go now?” she asks, as she raps her pen against her notepad. “It looks like you guys don’t need me anymore.”

  “Sure, Katie,” Ron says, as if he’d forgotten she was there. I guess he doesn’t have the same motivation to pay attention to her as I do. “Just type up those notes and put them in a memo in Damien’s file. I’ll speak to Jim but I think I might ask you to work on it some while he’s in court.”

  I like that idea. I’d rather anyone but Ruby work on my file and it gives me yet another excuse to be close to Katie again in the future.

  But what bothers me is that she doesn’t seem to be as excited about the idea as I am. In fact, she looks like she dreads it.

  “Alright Mr. Sanchez, but you know how Jim gets. Territorial about his staff members. You might want to extra confirm with him before you say anything in front of the client.”

  She winks and nods her head obviously in my direction.

  “But, oops, too late for that, right?”

  Ron lets out a strained chuckle, as if he can’t believe the nerve of this girl. I can’t either. I’m not used to a woman not wanting to be near me. I usually have to run away from them.

  But as Katie stands up and walks out, I realize that apparently, she’s not like most other women I’ve known. She’s got a strong mind of her own and I can’t figure out what’s on it.

  After I hash out a few more things with Ron and Asher, Ron says, “Well Damien, we’re really glad to be working together and we think we should be friends. Enough of this quibbling over money.”

  “Hmmm.”

  I don’t really do friendships. Just like I don’t really do relationships. But if it’s important to these guys that I pretend to like them socially, I can go along with it. I don’t particularly like or dislike them either way. It’s just a business arrangement: I need their legal services and they need my money.

  “We know you’re not a big drinker but you should come with us to Manny’s sometime since you can’t come now. We’ll buy the first round,” Ron continues.

  “And you should come to my wedding,” Asher says. “It’s in two weeks.”

  That makes me perk up and pay attention. Not just because it’s kind of odd that he’s inviting me to his wedding— he must really want me to stay on as a client— but also because I assume Katie will be there. I’ve gotten the sense that she’s friends with this Ruby girl whom I assume will be there along with Ron.

  “Thanks, Asher,” I say, as if it’s normal to be invited last minute to someone’s wedding when they’re still practically a stranger. Although we did just enter a complicated and hefty legal representation arrangement. I guess in that way we’ve bonded. “Send me an invite and I’ll see what I can do.”

  “I would be honored,” he says, and he looks like he means it.

  “See you soon, then,” I say, and leave Ron’s office.

  But first I must find Katie. I’m not leaving here again without getting her fucking number.

  Chapter 8– Katie

  As soon as I leave Ron’s office I head back to the file room. Ruby’s still there, thank goodness.

  “Oh, my god,” I tell her, nearly running into the shelf in my hurry to get to her. “I’m so sorry.”

  “So sorry for what?” she asks.

  “For ever— um…”

  I was about to say for ever being into Damien Hudson but t
hen I realize she doesn’t know I’m into him. I’ve been her confidante but I never spill the goods about my own life.

  “…for not being able to get here sooner and tell you,” I say. “But Damien Hudson is really mad at you. It sounds like he kind of wants you gone. Or at least off his cases.”

  She considers this and nods, as if it doesn’t surprise her very much.

  “Well, I did hack him,” she shrugs. “But I did it for love. So, I’ll take whatever consequence I get.”

  I start laughing and so does she.

  “It’s not like I really need this job all that much,” she says. “Cameron just likes to have me close by and likes my help. I don’t think I’ll get fired but if I do, oh well.”

  We laugh again but I’m thinking, must be nice. I need to work here until I can afford to move out of my parents’ house and even then, I’ll still need to slave away to be able to afford rent.

  “So why do look flushed?” Ruby asks, changing the subject.

  “What?” I ask her, playing innocent.

  “I know that look,” she says. “I know all about this. You’re in looooooove.”

  “I am not,” I insist.

  “Well, you’re at least in like. In lust?”

  I laugh. I can’t help it.

  “You like Damien Hudson, don’t you?” she demands.

  I shrug.

  “I may have, but since he’s not fond of you, I don’t like him that much any more.”

  “I knew it,” she says. “And don’t let me ruin a good thing.”

  “Oh, just because you had sex with an older man, now it’s a good thing?” I ask.

  “I certainly think it is,” she says. “Not that I have anything to compare it to.

  I don’t either, but I don’t admit that.

  “I bet he’d know what to do to you,” she says, the corners of her mouth turning up in a smile. “And I bet you’d enjoy it.”

  “Very funny,” I tell her, but I know she’s right.

  I wish I could just let go and be with Damien but I still have too many hang-ups. Most notably being that he’s out to get my friend. She may not care, but I do.