Yes Boss: A Bad Boy Office Romance

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Yes Boss: A Bad Boy Office Romance Page 12

by Juliana Conners


  If only it wasn’t because of Madilyn. Madilyn who apparently isn’t over her own ex.

  “All right, man,” Nolan had finally relented. “But maybe you need some rest.”

  “Yeah, I agree,” I’d said, and come back here to the yacht.

  Lounging comfortably on the couch, I take out my iPad and access my secret file of former pets. None of them had hesitated to dress up— or undress— and pose for me. All of them do exactly what I want, when I want them to. All of them, except for Madilyn.

  Damn her. I scroll through the leather- and lingerie- clad pets of my past but I don’t feel any of the emotions that looking at them usually evokes. There’s no power. There’s no sense of control. There’s just the desire to see Madilyn rather than any of them.

  What the hell am I doing out here in Antarctica, running away from my fucking problems? I need to face them.

  But I know that if I go back to the office, I’ll have sex with Madilyn again. And if I have sex with her after knowing how she betrayed me, it’ll be too late to back out. I’ll be a sucker. And I hate being a sucker.

  But maybe it’s already too late. Maybe I’m already a sucker.

  Because I do something I’ve never done before in my life: I delete the photos of my past pets.

  That seems to seal something I already knew deep inside me.

  Madilyn is the one for me. As scary as it is, I have to face it.

  I power off my iPad and walk out to the deck of the yacht. I squint into the snowy mountains, where Nolan and his friends have nothing on their minds except climbing to the top of the white peaks.

  It was a mistake to come on this trip. All I can think of is showing Madilyn the views, teaching her how to climb or ski, if she doesn’t already know how. I’ve never felt this way about another pet. I’ve always been able to separate work, climbing and play.

  I know I have to head back and deal with whatever looms in front of me. Just like when I’m climbing.

  Our plan for this trip was to eventually work our way back north to Paradise Harbour and be in position to sail back to South America for a ski tour around Danco and Ronge Islands. We’re supposed to sail back to Port Williams and go for an overnight hike in the mountains behind the town before departing for home from Ushuaia.

  But I can’t stay for all of that. I need to get back to Madilyn.

  I phone my private helicopter to come pick me up once I dock. And I leave a message for Nolan. I know he’ll understand, even though he’ll know that I’ve let a woman fuck with my head.

  He’ll just think it’s a different woman— the same one that has been doing it for decades, but for some strange reason my ex wife no longer seems to have any power over me. Apparently the space that was taken up for years in my mind and heart has been replaced by my new associate, mentee and pet, Madilyn St. Clair.

  I just have to give her an ultimatum. Choose Jimmy or me. I’m not sure I can forgive her for lying to me. But maybe if I punish her for doing it, I’ll have some motivation to try.

  Chapter 32 – Madilyn

  I’ve come to work early because I have nothing better to do these days. Nervous excitement often wakes me up even earlier than usual, and by the time I’ve finished walking Lucia, there’s nothing else to do but get dressed— with Asher in mind, as always— and head into work.

  The good news is that my billable hours are really high this month. And I’ve covered just about everything possible in the Schwartz Capital case.

  The bad news is that I’ve worked myself out of work. I’m beginning to fear that if Asher doesn’t return soon, I’ll have to go begging Janice for more boring deposition transcripts to summarize.

  In Asher’s absence and ever since getting the call from his “wife,” I’ve done some thinking. I’m not sure she even is his wife. I haven’t heard a thing about her and I sure had heard a lot of other things about him before I met him. I Googled him and didn’t see anything about a wife.

  Maybe she’s just someone who is jealous and starting problems. She could even be Mandy, for all I know. And even if he has a wife, maybe they’ve been separated for a long time. Maybe they’ve had an open relationship or other agreements. I certainly know about on again off again relationships. Who am I to judge?

  Perhaps these are all my desperate attempts to reconcile my desire for him with my disgust at him for lying to me. But I also know that life is never perfect. While Asher has been gone I realized I still needed to change quite a bit about my life.

  When I got home after seeing Asher the last time we were together— the first time I’ve ever made love— I saw an annoying post on my Facebook wall from Jimmy. He was trying to act like everything was great between us and sucker me back into being with him again.

  Suddenly my old feelings of guilt and obligation just evaporated. I realized he’d been playing me for his own reasons and I shouldn’t feel bad about wanting it to be over for good. I’d never made that decision before I met Asher, but I know now that it’s for the best.

  I’d called Jimmy up and said, “This has got to stop.”

  “What does?” he’d asked innocently.

  “Delete that picture from Facebook,” I told him. “You said it was for your mom.”

  “It was, but you looked so beautiful in it that I also thought I’d…”

  “Jimmy, it doesn’t matter. I’m blocking you from Facebook.”

  “What? You said you wanted to be friends. You said that maybe in the future…”

  “No,” I’d told him. “There is no future for us. Sometimes people come into your life for a certain reason and then it no longer works out. I appreciate you being there for me when my dad died. But it shouldn’t have turned into such a long and unsatisfying relationship. We should have let it go a long time ago.”

  “It wasn’t unsatisfying for me,” he’d said, pouting.

  “Jimmy, we never even had sex.”

  And there it was: the truth of the matter plain as day, more apparent than it was during all of those counseling sessions that never went anywhere.

  “We’re just not right for each other and that’s okay,” I’d told him. “Good bye.”

  “Good bye,” he’d said, and I knew this time it was for good.

  I’ve had such a feeling of lightness and relief since then. I don’t know what will happen with Asher and me but I know that the experience of being with him has changed me for the better. Life is too short to be stuck in a bad relationship. I want the excitement and adrenaline of what I have with Asher, or nothing at all.

  But now, it’s time to work. There’s a big trial coming up and I have no idea where Asher even is.

  I have to start a pot of coffee, since no one else is around to make it. I sit down with my cup after waiting for it to brew, and I see a flashing instant message notification.

  I freeze, both of my hands gripping my coffee mug. I finally remember how to remove one of them, and place it on the mouse to click on the message.

  Asher Marks: Miss me?

  Madilyn St. Clair: Yes, Boss.

  Asher Marks: How much?

  I pause. Enough that I’ve been masturbating every night— and sometimes in the bathroom at work— wondering if you’ll ever fuck me again. Enough that my thoughts have been all consumed by you. Enough to nearly memorize every line in every transcript of every hearing in the Schwartz Capital case.

  But I can’t tell him all of that. So I look around, making sure no one else has come in, and then I unbutton my blouse. I reveal a flash of the black bra he bought me— which I’ve been wearing every day since I last saw him, being careful to hand wash it and line dry it at home.

  Asher Marks: That’s it?

  I unsnap the covering of my bra, exposing a nipple.

  Asher Marks: That’s better. Now open the top drawer of your desk.

  Startled, I pull open the drawer. I don’t see anything except my usual assortment of office supplies and hair ties. Then I hear a notification of a new text message
.

  Asher Marks: Under your desk organizer.

  I pull up the plastic desk organizer and there it is.

  A pink feather.

  I know that nothing should surprise me about Asher anymore, but I have no idea when he put this here, or how. I suppose he just arrived at the office even earlier than I did.

  Asher Marks: You know what to do with it.

  I look around again, starting to get fearful that some other early bird will walk in. An eager beaver paralegal. I’m already the talk of the office, but that would just completely solidify my reputation.

  Asher Marks: Hurry up, Pet.

  Madilyn St. Clair: Yes, Boss.

  I lightly place the feather up against my nipple. It instantly stands at attention. I rub the feather up and down, loving the soft and fluffy sensation against my skin.

  Asher Marks: And the other one.

  I unsnap the other bra covering and move the feather back and forth between both of my nipples.

  I’d forgotten to type my complicity, but then I remember that he can hear me, so I say, “Yes, Boss,” out loud.

  Asher Marks: Are you ready for your training session?

  “Yes, Boss.”

  Asher Marks: Put the feather in your mouth and come to me just as you are. Don’t cover yourself. You’re all mine. And I don’t care who knows it.

  What about you? I want to ask. Are you all mine too?

  But I don’t.

  It’s his turn to be in charge and I’m just glad he’s back. I’ve never felt so compliant or submissive before. But I’ve never enjoyed any other feeling this much, either.

  I take a deep breath but I say “Yes, Boss” and stand up obediently, before he gets angry. I don’t want to do anything to ruin this upcoming encounter that I had been fearing wouldn’t happen. And that I hope will still happen.

  I walk quickly to the elevator, with the pink feather in my mouth and my nipples exposed to whoever might pass by. Luckily, it’s still early, and no one’s around.

  But there’s no way that Asher could know that. He’s taking a big risk and he obviously wants me in on it. I suppose he can pull strings if I’m caught but my heart still pounds as I head up to his floor.

  The air conditioner blasts my nipples, causing them to stand up even straighter still. It blows my feather every which way.

  I’m afraid of an early appearance by a secretary— I know that some of them come in after their kids leave for school, and leave early in the afternoons to pick them up— but no one’s here. Perhaps Asher has a way to tell them not to come in yet. Or perhaps he just doesn’t care.

  I think about the phone call from his “wife” and turn cynical. I’m sure that knowing that someone can catch us is all part of his sick and twisted game, just like I am.

  And yet, I’m so excited as I approach his office that I almost float right in. The door is open, and when he sees me he nods. It’s a quick gesture— his eyes move down to the floor and back up again— but I know what he wants me to do.

  I shut and lock his door and then I get on my hands and knees. With the feather still in my mouth, I crawl across the floor to his desk.

  “Very good, Pet,” he says, tilting my face up to his.

  It’s obvious that he’s impressed.

  He takes the feather from my mouth and rubs it on my breasts, much like I was just doing downstairs, except that now it feels even better. I shiver, and he says, “What have you learned about the Schwartz Capital case in my absence?”

  “The company was incorporated in 1992,” I begin, as he smiles and takes one of my nipples in between his fingers. He rubs my nipple while also brushing it lightly with the feather.

  Now he’s as obviously impressed by my case knowledge as he was by my submission, so I continue my litany of facts. At one point I say, “The co-founder’s son and cousin had a difference of opinion as to how…” and he pinches my nipple, hard, causing me to stop mid-sentence.

  “Owww!” I exclaim.

  “The co-founder’s son and nephew had a difference of opinion,” he corrects me.

  “Yes. Sorry, Boss.”

  I continue reciting the facts I’d memorized, as he strokes my nipples approvingly.

  “Stand up,” he says, although I’m not done reciting.

  “Yes, Boss.”

  He unbuttons the rest of my blouse and then removes it. He looks at my breasts as if he’s going to return to fondling them, but instead he unzips my skirt and lets it fall to the floor. I’m only wearing his lingerie and my heels.

  Then he unsnaps the covering on my panties.

  “You’ve been wearing this the whole time I’ve been gone?” he asks me.

  “Yes, Boss.”

  “What a good little pet,” he says, running a finger along my pussy. “You’ll be rewarded for your loyalty.”

  I stare back at him, trying hard to catch my breath.

  I want him to pick me up and lay me down on his desk, but I know better than to make any requests.

  He says, “Turn around.”

  “Yes, Boss.”

  “And continue.”

  “Yes, Boss.”

  It’s getting harder to remember everything I’d learned about the case. All I want is for him to lay me down on his desk and fuck me. But I do my best to continue with the background facts.

  He pulls my thong over to the side, so that I’m completely exposed to him.

  My back is mostly turned to him, but I can see a bit with my peripheral vision and I’m pretty sure he’s removing his tie. Just when I think he’s going to undress and finally take me, he surprises me once again by tying one of my ankles to the leg of his desk.

  “Keep telling me what you’ve learned,” he commands.

  “Yes, Boss.”

  I begin to talk about the proceedings in the case, starting with the Complaint being filed. It’s not exactly pillow talk, but it seems to be doing the trick. I can hear his breath quicken behind me.

  He walks over to a door that appears to be a closet, where he must keep extra ties and blazers for court. He comes back with two more ties and ties my other ankle to the leg of his desk chair.

  Then he tells me, “Lean forward” and I obey. He walks around and ties my arms to the chair in front of the desk.

  “Very good,” he says, looking into my eyes, as I continue to talk about the motions and pleadings that have been filed in the case.

  He walks back behind me and sits down in his chair. My pussy is exposed directly in front of his face. He begins to slide the feather up and down my clit.

  “Oh my god,” I say, leaning back and enjoying the sensation.

  “Bad Pet,” he says, slapping my ass.

  “Ouch!” I cry out.

  I’ve never had my ass slapped so hard before. The only other time was the last time that Asher spanked it, but this time is different. It feels hard and possessive and commanding. It stings.

  “What is the current status of the case?” he asks me, as he returns the feather to my pussy.

  “A motion to dismiss has been filed and briefed, and set for oral argument,” I respond.

  “That’s right, Pet.”

  He puts his mouth on my clit and licks gently, where the feather had been. My pussy shakes. My entire body shakes.

  “Continue. What is the best argument against the motion to dismiss?”

  I can barely think. My legs wobble underneath me. I had typed up a whole outline of arguments, yet had left it unprinted on my computer because I hadn’t known Asher would be here and would call me into his office. And it’s not like I’d be able to look at it anyway, all tied up like I am.

  “Continue,” Asher says again, and then he slaps my pussy.

  “Oh my god.”

  I feel pain and pleasure, mixed together. I want him to fuck me, and keep slapping me, all at the same time.

  “I mean, yes, Boss. The best argument counters the statute of limitations time bar by stating that the claims didn’t arise until after
the son and nephew began fighting…”

  “Very good, Pet,” he says, sucking on my clit while using the feather to play with my pussy hole.

  I continue with my arguments, now that I can remember them, and his finger travels to my ass hole. He lets it linger for a minute, but then decides to put it into my pussy hole instead.

  I’m both relieved and intrigued.

  “Have you ever wanted to be fucked in the ass?” he asks me, his tone casual and everyday-like, as if his question is relevant to something I’d just said.

  “Not particularly,” I tell him honestly.

  I’ve always felt really weird about the whole asshole area, but I leave that part out. I have a feeling he’ll expand my horizons about that, just like he has done with everything else.

  “I took my little pet’s virginity and now I need to take her anal virgin,” he says, lightly biting on my clit while fingering my pussy.

  He rubs the feather on my asshole and sucks on my clit.

  “Oh my god,” I tell him, and then he slaps my ass, hard, and says, “Continue your argument.”

  I do, as well as I can because I’m close to coming. I hope he lets me reach climax. I try not to let on how badly I want him to make me come.

  “I need to punish you for being a bad pet,” he tells me. “I need to take something else from you today. You need to tell me how much you want me to.”

  “Please, Boss,” I tell him, my legs trembling as he eats my pussy. “I want you to take me.”

  I’m not sure what he thinks I need to be punished for. If anything, he’s the one who needs to be punished. But I’ve missed him so much and my desire for him is so great that I can barely think straight. I let him do what he wants.

  “Do you now?” he asks, as I feel my juices gushing into his mouth. A warm shiver runs through my entire body as I come all over his face.

  “Do you want to make me come like I’m making you come?” he asks me, in between licking up my wetness.

  “Yes, Boss, please,” I beg.

  I lay my head down, panting on his desk.

  “Please what, Pet?”

  “Please fuck me. I’ll do anything you want. Just fuck me.”

 

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