Take Me, Boss: A Bad Boy Office Romance

by Juliana Conners

  There’s a cabana tent with a bed in it, and curtains around all sides except the one facing the ocean. I take her hand and lead her inside the structure.

  “This is amazing,” she says, squeezing my hand in excitement.

  “I thought you might like it,” I tell her. I draw her close to me and kiss her, deeply and passionately. She smells like a mix of the ocean and the wind and the sky. All the best parts of nature.

  She presses herself up against me, and I feel my cock rise against her stomach, which is prominently displayed by her bikini top.

  “Please,” she says, as I hold the back of her head so I can kiss her more forcefully. “Please take me again. I’ve been wanting you so badly ever since you first did.”

  These are exactly the words I’ve been wanting to hear from her. I pull back a bit, teasing her.

  “But I’m about to be your boss,” I tell her. “You heard Ron. They’re assigning you to work for me.”

  “I know,” she says, leaning her head against my chest in that way that I love because it means I’m protecting her, sheltering her. “But you’re not my boss yet.”

  “If I take you again right now, knowing that you’re my employee, I’m going to have to punish you later for it. At the office. Do you understand?”

  “Yes sir,” she says, looking up into my eyes.

  Sir.

  I like the power dynamics more than I thought I would. I think she knows that, because of the way she says it.

  I place a hand on her bikini-clad ass, and slap her gently, just to give her a little taste of what I mean.

  “Are you sure you understand what that entails?” I ask her. “If you want more from me, you’re going to have to pay for it later.”

  “Yes, sir,” she says. “I understand.”

  I lay her back on the bed in the sand and then I use the ties for the curtains to tie up her hands to the poles holding up the tent. Cement blocks hold them in place so that she’s bound securely.

  I take off her bikini top so that I can see her luscious breasts. I remove my swim trunks and rub my cock in between them. Taking them in my hands, I hold them around my cock and make them jerk me off.

  “I love your big breasts,” I tell her.

  “They’re just the perfect size to wrap around your big cock,” she says back.

  I’m on the brink of not being able to stand it. I want to be in her pussy so badly. I stand up and move my cock down the length of her body. I want to make myself wait just a little more, so that she can feel even better.

  I kneel down in the sand in between her legs and spread them as I play with her pussy. She moans as I insert a finger in her hole while using my other hand to play with her clit.

  “Oh, my God, I’ve missed you so much, Damien,” she says, groaning slightly. “That feels so good. It’s going to make me come.”

  “Come for me darling,” I tell her, sucking on her clit while my finger is still inside her. I feel her juices drip on my finger and then down my chin as she comes.

  “Damien, Damien, Damien,” she says. “I’m coming. Oh, my god.”

  Now I can finally have my way with her. I stand up and slap my cock against her pussy. She raises her head to watch me, the view of the ocean behind us.

  “You’re such a dirty, naughty girl,” I tell her. “You let your soon to be boss defile you outside where anyone walking by could see.”

  Finally, I put on a condom and put my cock into her pussy, where it’s been wanting to be since it last left it. It feels soft and wet and tight, and she clenches it around me as if she’s been waiting for the exact same thing.

  “Do you like my cock inside your pussy?” I ask her, as I push it in and out of her. “Did you miss it?”

  “Yes sir,” she says, as I ravish her body and she’s powerless to stop me due to the ties strapping her to the poles.

  I look down at my big cock thrusting in and out of her as its motion causes the entire cabana to shake.

  “I’d better hurry up and come,” I tell her, thrusting my hips faster and harder. “It’s becoming a bit more obvious now that you’re letting me fuck you in here, my dirty little girl.”

  “Fuck me harder,” she says, as I reach down and play with her clit while I do. “You’re going to make me come.”

  “You want more, don’t you?” I ask her, feeling my cock swell up inside her. “You’ve always wanted more? Even though it means I’m going to have to punish you for being a naughty girl and letting me take your virginity and fuck you yet again— outside this time, in a foreign country— even though you know I’m going to be your boss now?”

  “Yes, boss,” she says, gasping as I plow into her soft pussy. “I’ve always wanted more from you.”

  “More,” she says, as I ram my cock inside her.

  “More,” as the oceans crash onto the shore just as hard as I’m forcing myself into her.

  “More,” as her voice breaks along with the waves and I know she’s about to come. Just like me.

  More, I think, as we come together, in a perfect explosion of lust and pleasure.

  She’s mine now and I know it. The best part is, I get to spank her for letting me take her. The next time I see her, I’m going to show her exactly what she gets for giving into me. She is never going to be the same again. And her ass isn’t going to know what hit it— literally.

  Chapter 18 – Katie

  ONE WEEK LATER

  I couldn’t have asked for a better first day being assigned to Damien. I still work for Jim but while he’s in court I get to work on Damien’s case which is a lot more exciting than I’m used to.

  Ruby’s on her honeymoon with Ron— they’re taking a tour around several Greek islands and I have to wonder if they’re having as much fun there as Damien and I had in Ibiza, which I happen to think is a little impossible— but I had told her what has happened between Damien and me.

  She said she knew that something—or someone— was making me more productive and happier at work and in general but she never knew how excited I’d become about being a secretary. And she’s right. I never knew I’d enjoy the job so much. I’ve even started helping Ruby on some of the IT and computer stuff around the office.

  I haven’t seen Damien much but I think he’s been purposefully distant. He had told me he plans to punish me for what I let him to do to me and I think he means it.

  Damien had instructed me to come to his office after I finish the filing, so I do. It’s funny that on my first day of working for him my boss is already having me stay late and that I’m happy to do it. This can only mean he wants to be with me again the way we were before.

  I can’t believe that after he took my virginity, and took me on a public beach, he’s now in charge of my employment. But there’s no one else I’d rather be the boss of me— in more ways than one.

  Damien and I are the only ones still at the office. Or at least I think so anyway. But I suppose part of what makes this— whatever “this” is— so fun is wondering whether that’s really true. Just like on the beach. Except now the excitement is happening a lot more intimate and closer to home— or work, anyway.

  A chill runs down my spine and I can finally see what Ruby found so enthralling when it came to working for the man she was sleeping with. I’m not sure what all this type of arrangement entails but I’m ready for it.

  I’m so glad just to have the chance to be with Damien again. He must feel the same since he’s having me stay here late, just the two of us.

  I know it’s not like we’re Madilyn and Asher, or Cameron and Ruby, having a full-blown relationship. What Damien and I are doing will just stay confined as a secret office fling.

  And that’s fine with me. I don’t want to get too involved. Only bad things happen when people fall in love.

  Or at least that’s what I keep trying to remind myself.

  As soon as I walk into Damien’s office, he looks at me with somber, dark eyes.

  “Katie,” he says.

/>   I can tell he’s trying to act gruff, as if he means business. But his eyes are looking at me in that way that lets me know he wants to take me. Make me his all over again.

  “Yes?”

  I can already feel my panties getting damp. I can’t believe how much control he has over me. My own body betrays me when I’m near him, so I just give into it.

  I’m afraid to say too much, because I don’t want to say everything. How I loved what he did to me before, for my very first time. How I want him to do it again.

  “I’m your boss now.”

  “I know.”

  Silence fills the office. I’m waiting for him to say what he’s thinking. Afraid of what it could be. Suddenly, his careful tone seems to be letting me know that maybe we’re not on the exact same page after all.

  “We can’t do what we did before, ever again.”

  He nods his head at me, as if wanting me to agree.

  “I know.”

  But I don’t really know. I feel disappointed.

  I guess that’s it then.

  “This needs to be a professional work environment and the last time I saw you, you didn’t behave very professionally at all. The last two times, in fact.”

  “That’s true.”

  I say this part hesitantly, not wanting to ruin the mood. There’s a crack in his voice that lets me know he wants me still, just as much as I want him. He just knows that he’s not supposed to take me. Even if I want him to.

  “You made me do dirty, filthy things to you.”

  “Very true, Boss.”

  “I took your innocence. And now I’m your boss.”

  “That’s right, Boss.”

  “You made me do it.”

  “I know. It was my fault.”

  I know he wants me to say these things. He wants me to absolve him of his guilt.

  It should seem strange that he’s blaming me for things that he himself clearly enjoyed very much. I can still remember his hard, throbbing cock, which let me know just how much he enjoyed it both times.

  But saying these things also makes me feel powerful— that I can make him do things he logically doesn’t want to do. He can’t help himself. Just like I can’t help but get wet and weak for him.

  “Before we can move forward, I think it’s only right that I punish you for what you made me do to you.”

  “I agree.”

  I sit up straighter, wondering what exactly he has in mind. I would welcome any touch from him— even if it’s punishment, as he calls it.

  Anything so that I can feel him, be close to him, once again. I’ve never known a power as strong as the hold he has over me, for reasons I can’t even understand. And I’m glad to know it’s mutual.

  “After this, we’re going to be done,” he says. “As soon as I punish you.”

  “Yes sir.”

  “Why don’t you come over here and let me administer your punishment?” he asks.

  I nod, not even needing to talk anymore. Just wanting to let myself go and give up control to him.

  I walk around to his side of the desk and stand next to him.

  “I need you on my lap so that I can give you the spanking you deserve,” he says.

  His voice sounds authoritative. Commanding. Boss-like.

  “Yes, sir.”

  I bend over and lie down across his lap, so that I’m looking at the floor of his office. He lifts up my skirt, so that my bare ass is exposed to him. I’m wearing a thong but otherwise he can see everything.

  “You were very naughty the last time we were together, weren’t you?” he asks, his hands tracing the curves of my ass cheeks.

  “Yes, Boss, I was,” I admit. “I was a really bad girl.”

  I can feel his cock rising slightly beneath me, poking my belly. I’ve missed it and I want to make it as hard as I know it can get. I want him to do all things he did to me the last time we were together: when he tied me up and fucked me. And all the things he did to me the time before that: when he made love to me for my very first time.

  “You made me want to do really dirty things to you, didn’t you?”

  He grabs my ass with both of his hands and squeezes hard. I do my best not to cry out in pain, but I let out a little gasp.

  “I did, Boss.”

  “I’m going to punish you for that,” he says. “I need to spank you. To show you who’s in charge.”

  “Yes, Boss.”

  Whap.

  His hand comes down hard and fast on the left side of my ass.

  “Ouch!” I can’t help but cry out.

  “Shhhhh. People might still be at the office. They might hear you.”

  He places a hand over my mouth.

  “I’ve only just begun to punish you, my pet. It’s going to get a lot worse than this. It’s the only way you’ll learn not to make me want to defile you like I did last time we were together.”

  I had known the spanking was coming— he had certainly given me fair warning— but I hadn’t known it would hurt so much. I had never been hit like that before. As tears well up in my eyes, I realize I also liked being spanked more than I was expecting as well.

  How can one man give me both so much pleasure and so much pain, all at the same time?

  “Do you need another spanking, my dirty little girl?”

  “Please, Boss,” I say, almost instinctively.

  Whap.

  He hits me again in the same spot where he had already just hit me. I had been expecting it on my right ass cheek this time but now my left one burns even more.

  “Owww. Boss. That hurts.”

  “Your little butt cheek is so red and sore,” he says, patting it and then squeezing it. “I’m leaving my mark all over it. Because you’ve been such a bad girl for me.”

  He hits me one, two, three more times all in the same spot, until I’m panting and crying out, “Oh my God. Please, Boss, Please.”

  “Please what?” he says, pulling my thong over to the side while his cock grows even harder underneath me. “Do you want me to stop spanking you, or do you want more?”

  “More, Boss,” I say, immediately, almost surprising myself with my answer.

  “But I’m spanking you so much that your poor little butt cheek is getting raised and welted,” he says, his hands tracing up and down the area he had just hit.

  Then he slips a finger inside me.

  “I just want to see how wet your tight little pussy is,” he says, tracing the inside of my pussy like he was just tracing the welts he is leaving on my ass. “To see how much you really want more. I see that you do. I’m not sure my punishment is effective then. I’m going to have to punish you some more.”

  “Yes, Boss,” I beg, as he begins to rub my clit, teasing me with how much I want him. “Please, Boss. More, Boss.”

  “All right,” he says, hitting me hard and fast on my left ass cheek again. “If you insist.”

  This time I really do cry out in pain, but he grabs onto my clit and twists and pulls it, making me nearly come from the mix of pleasure and pain as the sting on my ass happens at the same time as the force of his hand on my clit.

  “Why don’t you suck on my cock to show me how much you want me to keep spanking you?” he asks.

  I obediently unzip his fly and grab hold of his long, hard cock. I’ve been wanting and missing it so much.

  “That’s a very naughty girl,” he says, as I wrap my lips around the head of his cock. “It’s very bad when you do such dirty things to me. I’m going to have to punish you some more for that.”

  “Please, Boss,” I say, raising my ass up higher for him, begging him to spank me again. “More, Boss.”

  He leans his hips forward and uses his hand to his cock further into my mouth.

  “Show me how much you want more punishment,” he says, as I take his entire cock into my mouth and suck on it. “Yes, just like that.”

  He hits my other ass cheek now, hard and fast and many times in a row as I nearly choke on his big cock.
He fucks my mouth with his cock while he spanks me and then he holds my swollen ass cheek in one hand while he rubs my clit with his other hand.

  I give in to the utter and complete abandonment of being used by him. Punished by him. Wholly his.

  “Oh, my God,” I say— or try to say— but my mouth is so full of his cock that I can’t even get the words out. He pulls my hair while I suck his cock. “It feels so good, Boss.”

  I feel an orgasm coming on that feels almost as strong as the ones I’ve had when he was inside me. I can’t even believe how good it feels. He expertly flicks and rubs my clit while fucking my mouth.

  “I’m coming, Boss,” I tell him, as I give in to the wave of pure pleasure and ecstasy that washes over me.

  “That’s my good little girl,” he says. “You’re being a very good girl for your Boss, by being so bad that he has to punish you.”

  I come on his hand as his cock pulses inside my mouth.

  “Now you’re going to make me come,” he says, taking the juices from my pussy and rubbing them all over my ass.

  It feels soothing but I’m still coming down off the high of the orgasm and I don’t want it to be over yet.

  He shoots his cum into my mouth while I eagerly swallow it.

  “That’s a good girl,” he repeats, as he squeezes my ass while I lick the head of his cock, trying to make sure I’ve sucked every ounce of his sweet liquid into my mouth. “Eat up all my cum like my hungry little slut.”

  I lay panting and exhausted across his lap, my breasts on his leg and his hand still cupped on my ass. Then he slaps me hard, one last time, and leans back, away from me.

  “That’s it,” he says, “Get up.”

  I obediently rise and start straightening out my clothes. I’m so glad I no longer have to go back to the parsonage and face my dad, the pastor. I can only imagine what he would say if he knew I had just sucked my boss’s cock while he spanked me and played with my pussy. It’s not exactly what he meant when he said he wanted me to get ahead at work.

  But I know that no lecture or sermon from my strict father could be any crueler than the look that Damien is giving me now. It’s one of satisfaction mixed with regret. He prides himself on his discipline, his integrity. I know he can’t believe what we’ve just done.