Daddy's Bossy Friend

by Charlize Starr

  “I’m aware of that. Which is why I’m proposing this arrangement. To get it out of our system and get it done with. Move on. Purely business. It’s a contract, Kayla, I can tell you like contracts.” He was smirking as he spoke. This was a game to him. I could feel my heart racing, it was like I was on the treadmill again, competing against him. Trying to keep up.

  “Why don’t you just reassign me?” I asked and Oscar shook his head.

  “If you are as good as my family says you are, then I need you. Frankly, I don’t know what I’m doing and I need somebody to help me get this company out of this mess,” he said, his voice had grown serious now. This was a contract to him.

  “What if I say no?” I asked him. I could feel my fingers quivering a little and I kept them pressed against my body with my arms over my chest. The worst mistake I could make in front of a man like Oscar Connell was display my weakness. He’d pounce on that weakness like he’d found a new prey.

  “Then I find someone else to fuck, and you spend your days working for me and wondering what it would be like to be pinned against a wall by me.” He spoke casually like he was ordering his favorite meal at a restaurant. I could hardly believe what I was hearing.

  This man who I had just met this morning was proposing a sexual relationship, one purely for our pleasure. And I was considering it!

  “What makes you think I want it as much as you do?” I asked, still on the defensive. I didn’t want to jump on the opportunity at the drop of a hat. He threw back his head and laughed.

  “C’mon Kayla. I can see it in your eyes. The way you look at my face. You wanted to beat me at running this morning because you wanted to prove your body wrong, that I’m not stronger than you. That I can’t just take you on this table right now. That’s how you deal with your body’s desires. You try and suffocate them. When all you should do is give in. You deserve a treat from time to time, Kayla Edwards.” He had walked closer to me, and his voice had grown softer, more husky and guttural.

  He might have been right about all those things but I wasn’t really listening to him. I was picturing his arms around me, pinning me to a wall, pounding into me with my legs around his hips. I had never felt this sexually attracted to a man before, not in this way at least. It was animalistic. Surprising. I had no control over it anymore.

  “If we do this, we need to have rules,” I said, trying to override my thoughts and think logically. I needed a plan for everything. For something like this too.

  “I only have two rules. Discretion; this has to be kept a secret. We can’t bring more negative attention to the company. And two; it lasts for as long as I want it to. If you don’t think you can do that, if you feel like you might be emotionally scarred by me terminating our contract when I want to; you can back out now.” He was serious now. There was no visible excitement in his eyes. He knew from the start what the result would be. He knew I would say yes. All he needed to do to seal the deal now was to make me promise that I wouldn’t create a scene when he ended this.

  That was one thing he could be certain of, I wasn’t one for drama. I wanted him. Purely physically. I was quite sure I didn’t even like him as a person. And the last thing I would ever allow myself to do was grow attached to a man. That was out of the question. So his rules suited me fine.

  “Fine. My two rules are that you treat me with respect when it comes to work, and after we end this, I keep my job,” I said and uncrossed my arms. He was painfully close to me now. He was right, if this arrangement hadn’t been agreed upon, I would have spent sleepless nights fantasizing about his body.

  “Shake on it?” He stuck out his hand and we shook. Our hands touched again and I could feel a jolt of electricity course down my spine. I couldn’t have explained the attraction. It was his smile, his eyes, his sheer confidence in himself. All of that combined had such a powerful effect on me that it turned me on instantly. I wanted him there and then.

  “Good. Can we get to work now? You need to prepare for your meeting,” I said instead, snapping myself and him out of the moment. The office was for work. And I was ambitious. Being Oscar Connell’s PA was only a stepping stone in my career.

  “You don’t waste a second, do you? But before we begin, shall we say ten tonight, my place?” he asked and I licked my lips. I hoped that I could control myself for that long. I’d have to spend the whole day in his presence, growing wetter between my legs, fantasizing about him.

  “Sure,” I said, nonchalantly, and went back to staring at the papers I picked out of my file.

  “I just moved into a brand new apartment,” he said and I jerked my head up to look at him.

  “Third rule. No private stories, no irrelevant information,” I said and Oscar raised his eyebrows.

  “Don’t worry Kayla. I wasn’t going to ask you if you’ve had an unhappy childhood or not,” he said with a certain nastiness in his voice before he turned away from me and walked back to his chair. I wasn’t quite sure how to react to that.

  “I don’t do relationships. So the last thing you need to worry about is having to open up about your life to me. I’m not interested in it. Just interested if I can fit your butt into my hands,” he said with a wink as he sat down. This time, he stared at my breasts openly and I felt those goosebumps appear again. I could already anticipate what this was going to be like. We were going to have sex a few times, while he fucked other women too. Then he was going to grow tired of me, of seeing my face in the office all day long too. Then he was going to tell me that we should stop so that it didn’t affect our professional relationship.

  And I was fine with that.

  Chapter Four

  Oscar

  Honestly, I didn’t expect her to show up. I made sure the apartment was ready, the bar was stocked, the candles were lit and I was dressed to impress. But, as the clock struck ten, I had a sinking feeling that Kayla was not going to turn up. Why would she? She could have any man she wanted, why would she spend the night with her boss? With a deal that I was convinced would scare her off?

  I had nothing more to offer her than I had already done. I was emotionally suffocated and I had to make sure that she knew it from the start. Anything else would be unfair. I laid it all out on the table for her and she accepted it.

  I stood staring out of my penthouse windows at the view of the city. The city I grew up in, where my family made its fortune and where I had learned to love and then hate. I was sure Kayla could see it in my eyes too, the emptiness. My inability to connect with another human being, after Sandra. She was the first girl I had fallen in love with, the only one, and then she left me. Or rather, she slept with my brother and I left her.

  The bell rang at five minutes past ten and I emptied the glass of whiskey I had been drinking before I walked over to open the door.

  She must have seen the look of surprise in my eyes. Not only could I not believe that she had turned up, but I also hadn’t thought that Kayla could look any more gorgeous, but she did.

  She was in a short leather dress. Black. Tight at the bust so that her cleavage was deep and plump. I could see the shape of her waist, and then the way her butt bulged out. She left her hair open again, and it was styled in soft waves around her shoulders. She was in high silver heels that clicked against the cold marble floor of my apartment when she walked in.

  She was wearing big silver hoops in her ears that swung when she looked around my new house. There was silver on her eyelids, just a soft touch and a dark rich plum lipstick that pronounced her lips even more. There was nothing more that I wanted to do than to rip that dress off her body.

  “Welcome to my home, Kayla,” I said as I led the way into the living room. She was slow to follow me, and when she entered the room it was evident that she was impressed by what she saw.

  The only instructions I had given my designer was that I wanted the house to be decorated in shades of gray, black and white and the result was stunning. It looked even more minimalistic and luxurious than my flat i
n London. The view, of course, added to the look and now that I had the lights dimmed, the beautiful bright skyline of the city at night popped into view.

  Kayla walked over to the French windows, placing her hands on the ledge to look out.

  “This place looks great,” she said, her breath fogging up the glass.

  I walked over to stand behind her and unable to contain myself any longer, I placed my hands on her small shoulders.

  Her skin was just as smooth as I had predicted it to be. I could feel her muscles tense up under my touch, but only for a few seconds. She slowly turned around and looked up at me from under her long lashes.

  “Would you like a drink?” I asked her, and after a few seconds of silence, she said, “No.”

  I watched as she placed her hands on my chest, feeling the soft fabric of my shirt till she reached my shoulders.

  “I would like to be fucked instead,” she said in a near whisper. Those words were all it took. I felt myself harden instantly. I’d been thinking about her all day. I’d watched her from the corner of my eye as she stood beside me at the board meeting. She was professional and serious and my heart was racing in my chest. This was too much. She had triggered something that I couldn’t stop any longer.

  I leaned forward to take her lips in my mouth and we were kissing. Feverishly. My hands crept up her dress, feeling the smooth shiny material of the leather till they rested on her breasts.

  They were large, too big for my hands and I gently squeezed them both. She moaned softly into my mouth and I smiled.

  I could feel her hands trace the muscles of my abdomen and then down till she reached my throbbing dick. It was in her hands, while I flicked her erect nipples through her dress. She wasn’t wearing a bra.

  I needed air and I pulled away from her mouth. She looked instantly disappointed so I nibbled on her earlobe instead. My hands reached her back where the long zipper was, forming a trail down her back and over her butt. I pulled it down slowly while she continued to fondle me.

  I didn’t think my dick could get any bigger, any harder but it did and she expertly undid my pants and brought it out to the open.

  Her dress clung to her, even though I had pulled the zipper down and I slowly began to peel it off.

  My dick was in her hands and she continued to massage it. I wanted to be inside her, to feel her body move against me. She was moaning softly as I pulled down her dress and her body was revealed.

  She was big and beautiful. I grabbed her bare breasts and pulled them to my mouth. She gasped loudly when I sucked on a nipple, my dick pressing against her thigh now.

  “Do it Oscar. Do it now,” she was begging me softly, her back arched against the windows as I continued sucking on her breasts.

  When I heard her say it I whipped her around, and she was pressed face forward against the window. Those bare butts greeted me, bouncing as she moved. I was growing desperate now. Just the sight of them made me want to be inside her.

  “Bend down,” I grunted and she followed my instructions. Holding on to the ledge, Kayla bent forward, sticking her butts out towards me. I grabbed them both and parted them so that my dick could find her wet center spot.

  I slid in with a force I didn’t recognize. As a going away present in London, three women had fucked me there, together. And yet, I wanted Kayla with an urgency that couldn’t be explained.

  I heard her moan loudly when I thrust myself in. She was tight and warm and I felt my eyes roll in my head as I went deeper and deeper. She was pressed up against the window, the city skyline in view as I began pumping into her.

  In and out with force. I reached for her right leg and lifted it up and she moaned again. Her body was beautiful, I couldn’t see her face but her moaning meant that she was enjoying herself too.

  I increased my pace, pushing her against the glass. I could see her rounded breasts, the nipples that I had just been sucking on, leaving imprints on the glass when she pulled away.

  Her screaming got louder as I continued to pound, feeling her muscles shake with every push. She was nearing the edge and I got faster.

  “Oh my God!” she screamed just as I felt her body quiver. Her back contracted and she fell backwards towards me, wrapping her arm around my body as she held on while her legs shook.

  Her orgasm lasted several seconds, before her heart began to calm. I could feel her relaxing against me and I couldn’t help but smile. That was all I wanted to see since I first laid eyes on her: her spent body pressed naked against mine.

  “Your turn,” she said suddenly. She whipped around and pulled me to her. She pressed her back against the glass this time and climbed on me. I had to quickly hold on to her hips so that she could wrap her legs around my waist.

  Kayla moved her hips, so that this time I slid into her without knowing what was going on.

  She was in mid air, hanging from my arms, her back against the windows while she moved against me. She had taken my dick by surprise.

  I moved, pumped and thrust into her with a sudden burst and then I could feel my body giving up all self-control.

  “Kayla,” I mumbled under my breath as I saw her breasts bouncing in front of me. My body jerked and I came inside her. I could feel myself oozing into her with force, my muscles continuing to twitch.

  She was smiling as she moved her hips. I was holding on to her still, enjoying the sweet richness of the flesh between her legs.

  “I’ll accept that drink now,” she said staring into my eyes. I released my grip on her hips and she jumped off. Walking away from me to the center of the room. Still completely naked, and disinterested in my state. I could barely stay standing.

  “Help yourself,” I managed to say after a few seconds when I finally found my voice. She looked at me, followed my gaze and then walked over to the bar.

  “There’s some wine if you like,” I said, following her now.

  “Do you have something stronger?” she asked. I saw her body turn, twist at her waist as she looked into my eyes, casually. Like none of the things we just did had ever happened.

  “Whiskey?”

  “Sure,” she said, tucking in some of her loose hair behind her ears.

  “There’s some Glenfiddich in the decanter,” I said and she had turned away from me again.

  I picked my pants off the floor as I heard her pour the whiskey into a glass. When I looked up she was knocking back the glass in one go. She stood at the bar, in the dim light from the one shaded lamp I had kept lit in the living room. Her legs were slightly apart so that I could still her wetness, swollen and moist where I had entered her repeatedly.

  She drank the glass and put it back on the bar counter, then looked at me.

  “Thanks,” she said like she was thanking me for passing her a pen. Then she walked over to pick up her dress.

  I was still reeling from the sex we just had. That orgasm had blown my mind and my body. I needed to lie down.

  She slipped into her dress, slid up her zip and then ran her fingers through her hair to put it back into position.

  “See you tomorrow then,” she said as she stepped into her previously discarded shoes.

  “At the gym first?” I asked her.

  “I’d prefer it if you arrived after eight. I like to work out on my own, in peace,” she said, walking out of the living room. I had still not dressed completely and I stumbled while following her.

  “Thanks, Kayla,” I called after her, as I tried to keep up.

  “Good night, Sir,” she said as she opened my front door.

  And then she was gone.

  Chapter Five

  Kayla

  On Sundays, I call my mother. It had been a long week. It had only been four days since Oscar Connell had come into my life, but I felt like my world was disrupted. We were both working late. There were meetings to attend and I had worked for six straight hours on Saturday, while Oscar met up with some investors for lunch.

  “Hi, mama,” I said into the phone when I heard
her answer it. I could picture her pottering about the house, slowly walking towards the phone and answering it.

  “Hi, baby,” she said, cooing into the phone, and my heart was instantly warmed. Nothing in the world could make me feel as good as listening to my mother’s voice.

  “How are you, mama? How’s your knee?” I asked, snuggling under the throw on my couch. I hadn’t had a chance to relax all week.

  “It’s fine baby. How’s work?” she asked

  “It’s good. Just been busy,” I said, staring up at the ceiling.

  “Will you be visiting me soon?” she asked. I could hear the loneliness in her voice and it broke my heart. But I had no other choice but to live away from her. There were no jobs for me in our forgotten southern town. And mama could never live anywhere else.

  “I wish I could. You know that. It’s just that I’m swamped at work now, mama,” I explained to her, and even though she clucked her tongue and said she understood, I knew she missed me more than she was letting on.

  It had always been mama and me, ever since I could remember. I didn’t even know I had a father. She told me the truth when I was fifteen years old. That he was still alive. Living his life somewhere on the East Coast with his family.

  All my mother told me about him was that she was his secretary and that he was a rich businessman. No name, no address and nothing about what he was like. She’d lost her job when the scandal became public.

  She didn’t need to tell me that he had broken her heart. That she loved him all her life and had forgiven him a long time ago for abandoning her when she got pregnant. I could see it in her eyes. She cherished me because I was her only child, and also because I had a part of him in me.

  “I’ve sent the check to the hospital, so you don’t need to worry about missing a payment,” I added, and her voice changed.

  “When will you ever save some money for yourself if you keep paying my hospital bills?”

  “Mama, don’t worry about it,” I interrupted her, sitting up on the couch. I didn’t want to have this conversation again.