Dirty Boss Read online

  “You go, girl,” I say quietly.

  I watch as her skirt falls to the floor, her matching pink panties are perfectly tight and showing the crease of her pussy underneath. Ding, ding, ding… jackpot!

  I wonder what Leo’s doing at the other end, does he have his cock in his hand masturbating frantically? Or is he just staring at the screen like a fucking dick? I feel myself shudder; I don’t want to think of him masturbating. I just want to see Isobel.

  Thinking of masturbating, my cock is starting to bulge, I would love to fucking whip it out and stroke it while I am watching Isobel, but I resist the urge, I’ll save it for later.

  “Do you like what you can see?” I hear Isobel say, wondering why the heck she’s asking for permission?

  “God yes, you look so sweet and hot,” I whisper as I hear Leo say nearly the same thing. Fucking jerk!

  I adjust my cock in my pants and watch intently, Isobel caresses her breasts and reaches for the clasp on her bra, she drapes it over the chair and faces the camera, her breasts are just the right size to squeeze and have some delicious fun with.

  I rub my pants without realizing and then I can feel the heat of my cock. Fuck, yeah. I feel like my balls are bursting as Isobel rubs her thumbs over her nipples to tease. I continue to watch as she turns to the side, I can see the outline of her breast and her pert nipple. Now, she turns her head towards the camera and seductively bites her bottom lip.

  I stand, the bulge in my pants is just too much to bear while sitting, so, I hold the phone and watch as Isobel slips her thumbs inside her pink panties and wriggles her ass to get them off. She lowers her panties over her ass, and my cock is a rock.

  “Jesus, she has a nice phat ass,” I mutter.

  I imagine myself fucking her from behind and slapping her ass and feeling her squirm with pleasure. She takes off her panties and faces the camera, and then she reveals her perfect pink pussy, I can see it, and it’s as bald as a baby’s head. Yes!

  Fuck, is this Leo a total dip shit or what? I mean, who would give all of this up? And a virgin... damn. I bet she tastes sweet.

  “Leo, are you enjoying this?” Isobel says as she rubs her hand over her bald pussy.

  “Hell yes!" I can hear his squeaky, little boy voice say.

  Then she starts to rub vigorously and I can hear him doing the same too.

  “Fuck I’m coming!” he shouts out.

  I don’t care about you, I want to know what she’s doing.

  Then, I can see in full view as she start to rub up and down. She’s thinking of the guy on the other line. The one that doesn’t know the value of Isobel. He’s not even worth thinking about.

  “Yes, Leo!” she’s screaming as she’s going for gold. Then she comes and I watch as she stops touching herself and releases both hands, one that was on her breast’s and the other that’s safely in between her legs. She’s laughing and I can see that she’s not alone as Leo just dismisses her quickly and ends the chat.

  I glance back at the phone and can see Isobel’s left the room. Probably to go to the bathroom and then she’s slowly slipping back into her clothes. I quickly head towards my office so I can catch her before she gets dressed.

  I open the door and see Isobel just slipping her panties back up over her ass; she turns to me and has a look of total shock and embarrassment on her face. She grabs her bra and holds it in front of her breasts.

  “Have I just missed something here?” I ask Isobel with a firm tone.

  “I was, I just, Mr. Stern, oh God,” she replies.

  “I told you to just call me Christian. Besides, you sure do look sexy.”

  “Can you turn, so I can get dressed,” Isobel asks as her eyes start to fill with tears.

  “Don’t you think it has gone past turning away? I’ve seen everything, so there is no more to hide, or to be ashamed of. You’ve got a beautiful body,” I reply.

  “Were you spying? While I was… you know?” Isobel asks.

  “Isobel, I wasn’t spying; I have a security camera on the computer, it has motion detection which is linked to my phone. I saw everything.”

  “Oh God, I feel so embarrassed.”

  “No need to be embarrassed and that Leo dude is a total dick for even thinking of looking somewhere else.”

  Hmm, should I tell her about the raging hard on I had for her while she strutted her stuff and bared all? Nope. I think better of it; I can see she is upset, and it may just push her too far.

  “It was a nice turn on, that’s for sure, I was very impressed and warm under the collar,” I tell Isobel as I smile and wink at her.

  “ You think I look OKAY?”

  “Hell yes, if I were Leo, I would have been foaming at the mouth, and had my cock in my hand busting my load over the images of you just now.”

  “Wow, I always thought I was nothing special, an ugly duckling and all that crap,” Isobel replies as her eyes light up.

  “Yah, all that’s bullshit, it’s what’s inside that counts. And you should finish getting dressed; I can see your nipples are getting hard again.”

  “Oops, sorry, and sorry for using your computer,” Isobel says as she slithers back into her skirt.

  “No problem, feel free to do it anytime, I can always see what you are up to anyway," I reply cheekily as I wave my phone in the air.

  I watch as Isobel gets dressed and wipes the tears from her eyes and heads out of my office. Fuck she's hot!

  Can we do it again? Please?

  Isobel

  I finish putting the remainder of my clothes on feeling completely humiliated. I don’t feel like calling Agnes, because I feel so stupid. She was calling me earlier, because Dede was at Leo’s house. She sent me a photo of Leo and Dede kissing while I was getting the video chat started. This is why he had to go suddenly, she must have been in the house waiting for him. I scroll through her other messages only to find out that Leo’s a cheating two-timing bastard. He’s been sleeping with Dede all along. He lied to me when he said that I should strip in the office knowing that he’s going to be with Dede anyway.

  What a jerk!

  Isobel, I know that you miss Leo. I hate to tell you the truth like this, but I just came to the ranch with dad, and I found Dede’ here. I wanted to tell you on the phone, but I decided that it’s best to show you. So, you know that I’m not lying. I love you. If you want to talk. Just call me. Please forgive me for not telling you earlier. Agnes

  “You see…” I say as quiet as a church mouse as I try and get my voice together. He’s looking at me, and I feel even shyer. My ice cold boss is being nice to me as he smiles and treats me as if I’m a friend. The last two weeks he’s been treating me as if I’m part of the furniture.

  “Leo’s been cheating on me. So, he wanted me to strip just to…”

  “Fucking jerk!”

  My sentiments exactly and then he walks up to me. He’s so close that I can smell his woody scent, I’m taking in his posture and thinking to myself is this a new boss? Not the same one that’s been treating me as if I’m invisible. There’s never any eye contact. Just emails and if I’m lucky some instructions by intercom and the wave of a hand if I accompany him to a meeting.

  “I didn’t know that he’s been with Dede all this time. She was in the house while I was stripping for him just now. Touching myself. Thinking that he’ll stay with me.”

  I’m trying to fight the tears, but I’m not doing a good job of it, as they start rolling down uncontrollably.

  He shakes his head as he pulls me in close. I want to tell him that I feel completely lost, but he’s not the type to understand and most of all he’s my boss.

  “I can help you,” he purrs as he strokes my hair.

  I don’t know why, but this sends shivers down my spine. He’s so gentle and in control. There’s nothing sexual about it, but it doesn’t stop me from growing wet once again. I wonder if it’s the aftermath of stripping or if there’s something else that’s happening right now?

&nb
sp; Then the security guard stops at the door, and Christian slowly pulls me away from him.

  “Good evening Mr. Stern. I just thought that no one else was here.”

  Christian nods, “We’re just finishing for the night. I was in archives earlier.”

  I face the security guard, and he can see the tears that are still streaming down my face as I try to wipe them away and put on a fake smile. The guard clears his throat and moves his oversized body from the door and says, “Well as long as everything’s alright then I’ll keep going on my rounds.”

  Christian says nothing, and then he turns to face me as the security guard is out of sight. I manage to pull myself together and straighten up. His blue eyes turn dark as he says, “If you want a real man. One that’ll appreciate your beautiful body and mind then I can help you.”

  I whisper, “How?”

  He smiles, “Every day if you do as I say then I’ll give you the one thing that you’ve been holding on to for so long. Leo wouldn’t be able to satisfy you the way that I can. Believe me, if he did, then he wouldn’t have you stripping for him on video chat with another girl in the house. No, he would be treasuring you,” he sighs as he strokes my hair, “The way that you deserved to be treated.”

  “What does this all mean Mr. Stern?”

  I find myself doing it again, calling him by his surname. Something that he’s told me not to do a dozen times.

  “Christian I’ve always felt nervous about giving my virginity to him, and I don’t know why?”

  He chokes, “That’s because he’s a boy. Not a real man. Not one that will have you begging for more all-night long.”

  I move closer towards him, “And you can do that?”

  He backs away, “It’s a promise that I intend to keep. But you need to do something for me.”

  “What?”

  It’s as if I’m a puppy dog that’s about to be thrown a bone by their owner and I’m desperate for him to play with me. Satisfy me. And give me his undivided attention.

  “I’ll give you a set of instructions. Follow them and you’ll see.”

  I’m completely confused by his statement. What kind of instructions? I’m about to ask him, but he’s no longer by my side. He’s heading towards his desk. I smile at the idea that he liked what he saw on the video chat, but once again he’s going back to being cold. I know that if the security guard hadn’t come around then maybe he would show me what he’s talking about.

  “That’s all Isobel. It’s late, and you have a lot of work to do tomorrow,” he’s no longer smiling as he sits at his desk while sitting on the same chair that I was in only a few minutes ago. This time I’m not giving a video chat. He’s working, and then I feel lost as I hover by the door.

  “Good night Mr. Stern,” I smile as I leave. He ignores me, and then I leave the same way that I entered with my phone in my hand wondering exactly what the CEO has in mind for me. I know that it’s dirty and I should report him to HR. But, I won’t because considering my boyfriend has been cheating on me, knowing that I’ve been holding onto my v-card for him. It makes me want to give it to a real man. One that’ll appreciate it and have me begging for more.

  Christian

  I get home to an empty home. Just the way that I like it, but there are times that I think about my parents. The only two people that I’ve ever really loved. A few years ago, they died in a car crash which eats away at me sometimes, and as for my other relations, well I could do without their company. They’re a bucket of sponges that’ll soak up anything they can get from me, and the more distance between them and me, the better. I have a vision of them all working in a mine, hell, they sure are the best gold diggers in the world.

  I see a missed call as I pour myself a glass of bourbon. Just the right amount to knock me out until the morning when I go for my morning run. As I listen to the voicemail of my uncle. I think about them, my relatives. The one’s that always seem to have one problem or another. I decide to delete it, because I can’t even bother myself to listen to it. Besides it’s spoiling the smooth taste of my drink.

  I know what it’s going to say. I’ll have to listen to another tale of someone being sick or needing something. I always wonder how they manage to be the unluckiest family in the world, because they always seem to need my help. Or rather they always seem to want money.

  I head to my room after finishing my drink. I know that I’ll have a hard on tonight, because I’ve still got Isobel’s sweet pussy on my mind. One thing’s for sure, if she plays according to my room then she’ll have a taste of my sweet cock in both her holes and she’ll soon forget that guy. She’ll realize that what she’s getting from me is a lot better than gold. She’ll be thanking me for taking her virginity while on her knees begging me for more.

  As I arrive at the office in the morning, I see Isobel sitting behind her desk. Last night, she gave a full show to the guy who’s name has escaped me. It just goes to show how insignificant he is, and the sooner cutie Isobel realizes it, the better for her. She deserves way better than that fucker.

  I sit wondering what her background is, and what that dip shits background is. I picture him as a farm worker, wearing flannelette with a piece of straw shoved in his mouth, and a straw hat to fend off the sun. I bet he looks a real country boy and has an IQ lower than the number of letters in his name.

  I have work to do, but I can see Isobel’s legs under the table, her skirt’s hitched up. I wonder if she hasn’t got panties on?

  Fuck, I need to get laid!

  “Isobel, can you come here?” I call out.

  I watch as Isobel grabs her pad and pen and walks towards my office, my eyes are drawn to her breasts, just the right size to show some wobble as she walks. God damn, I bet her ass wobbles like that as well, I think as she takes the seat opposite me, now.

  I can see she is still upset, maybe she’s thinking that she shouldn’t have revealed herself to the country boy, or at least not on by video chat. He probably recorded the whole damn thing. A virgin by name and a virgin by nature she’s probably still young, sweet and very innocent.

  I watch Isobel as she busily scribbles notes in her pad as I dictate my morning verbal needs, usually I would send her an email. Or even do it on the intercom, but today I want to watch her in action.

  I keep an eye on her young fingers and imagine them wrapped around my erection. I give myself a mental slap and try to concentrate on what I’m doing. All the while she’s taking notes like a good girl. A perfect submissive. I can hear Isobel sniffle.

  “Here,” I say as I offer my handkerchief.

  “Thank you,” she replies keeping her head bowed.

  “I see you’re still upset, it’s not anything I have done, is it?”

  “No, not at all. It’s Leo, and how he belittled me and made me feel worthless. He says he was thinking of sleeping with Dede, this girl in town.” She hesitates before replying, “But I know that it’s not true. He’s already done the deed.”

  “Fuck him, he doesn’t deserve you; you should be with someone who can improve your future and put a smile on that beautiful little face of yours,” I reply using my sexiest bedroom tone.

  I sound like a bit of a gentleman, but I know, it’s just my mind being manipulative to get what I want. I find myself talking like a real pussy, but in reality, there’s only one pussy I have on my mind on, and it’s sitting opposite me blowing its nose into my handkerchief.

  “Why did you do that strip for him just to keep him?”

  I’m not interested in what she says; I just want her to talk about her stripping last night...

  “Well, he said he wanted to sleep with this other girl…,” she starts to say.

  “It’s okay, you can use the word fuck if you like,” I say cutting off her sentence.

  “Em, alright, as I was saying, Leo said he was going to fuck this Sandra Fox, the bitch... if I didn’t let him fuck me,” she goes on, “I got this opportunity to work here, so he says I’ve been hanging on to m
y virginity for too long and should have fucked him a long time ago,” she adds.

  “Is that it? No more juicy details?” I ask leaning on my desk feeling my dick rise up.

  Isobel may think I am interested, but I can see down her cleavage and can just picture my head between her breasts.

  “So, what is this Leo guy like, and why are you so upset over him?” I ask, “I picture him as a real country boy, straw hat and chewing on the straw or chewing tobacco, you know, that spit and howdy pardner sort of guy,” I add as I think of Isobel sitting there completely naked while taking notes.

  “Nah, he’s nothing like that, he’s kinda cool; jeans, t-shirt and a motorcycle, a bit of a bad boy image, but soft at heart, all the girls love him,” she says, as her eyes well up with tears again.

  “Ah, I get it, a Danny from 'Grease' type of image,” I reply with a giggle.

  “Who?” Isobel asks.

  “Don’t tell me you have never seen Grease, as part of growing up. It's a classic film. “Wella, wella, wella and tell me more, tell me more, was it love at first sight? Tell me more, tell me more, did she put up a fight?” You never heard those lyrics?”

  “Nah, before my time, sorry,” she sighs and somehow she makes me feel old.

  Fuck me, the generation of today, have no idea what they’re missing, classic films passing them by.

  “So, does this Leo guy make you smile?” I ask as I walk around my desk and perch myself in an ideal position to look down her top as I talk to her.

  “Well, he used to until he started mentioning losing my virginity to him and then everything started to become too much, especially when I came here and left home.”

  “To me, he sounds a dick and doesn’t know a good thing when he sees it,” I add hoping she’ll take the bait.

  “I saw everything last night you know, every curve and every crease, I had a real boner for you.”

  Isobel blushes,“I’m not sure what to say to that, and if it’s a compliment,” she replies, her face glowing a rosy red color. She’s the perfection of innocence. Fuck, I want to take her right now!