Billionaire's Playmate

by Chance Carter

  “Where are we going?” I asked, looking up at him.

  “I’m going to give you a never-before-seen experience,” he said. “I call it, ‘Rittsman Enterprises: After Hours’. The office is a completely different place when it’s dark and empty. Up for it?”

  I smiled, already laughing. “Absolutely.”

  The office was down the street, so it didn’t take us long to arrive. He opened the door with a swipe of a card. The machine beeped and the light turned green, then unlocked. We were in.

  “So here we have the reception room. A very nice room. Very nice. Designed it myself. Top notch. No better place.” He was putting on the self-centered act that I had earlier admitted to expecting him of. He had such a cheeky smirk when he spoke, waving his hands around the room, over-exaggerating every word and movement. In no time, I was gasping for air from laughing so hard.

  He led me around the first floor, stopping at every room and saying something like, “Sharon’s office, also known as the dragon’s lair,” or, “Harry works here. He’s fucking nuts.”

  When we got to the end of the hall at the elevator, I turned to look at him.

  “We should go to your office,” I said, gathering up every ounce of courage I had.

  He blinked, momentarily surprised, then nodded with a smile. “It is the best room in the building, I have to admit.”

  My stomach twisting with anticipation, I stepped into the elevator behind him. This is it. This is actually happening. Holy shit. My mind was going in a million different directions. But when I peeked up at him, he grinned, and I was immediately at ease.

  “So,” Derek said, as the elevator began to rise, “tell me more about this photojournalism dream of yours. If you could go anywhere in the world, where would it be?”

  “New Zealand. No question. It’s like Australia, minus the deadly animals. And there are more sheep than people. That, let me tell you, is my kind of place. It’s beautiful.”

  “I’ve never been there, but now I have to go.”

  “Have you done much traveling?” I asked, watching each floor light flash as we climbed higher and higher.

  He shrugged. “Here and there. Mostly for business. I don’t get much of a chance to explore. My favorite place though was Spain, hands-down. The food was incredible.”

  “Yum.” The elevator door opened. “I love photography. The concept of capturing and preserving a moment in time just seems… really significant, I guess.”

  “I agree.” Derek unlocked his office with his card, and opened the door for me before turning on the lights. “Would you like any more to drink? I have some champagne.”

  “You are spoiling me,” I said, grinning as I sat down on the black leather couch.

  “And I do so most happily,” Derek said, bending behind his desk. He retrieved a pair of glass flutes and a bottle, pouring us each a generous glass. Sitting beside me, he handed me my drink and leaned back. “I have the suspicion that you don’t get out as often as you should. Besides, we’re celebrating you tonight. You deserve it.”

  I took a sip, and studied him. His hair was tousled, his sleeves rolled up, a few buttons on his shirt left loose. Stubble graced his chiseled jaw. I found myself staring at his lips, my toes curling as I imagined kissing him.

  By the time I snapped out of it, he was watching me, amused. He must have noticed me staring. I blushed for what was probably the thousandth time that night.

  “I’m sorry,” I said. “I’m not really used to… this. You know. You were right when you said I don’t get out that often.”

  “You have nothing to apologize for. You’re perfect.” Derek put his glass on the table, and I followed suit. He had me absolutely enchanted.

  It was hard to tell which one of us moved first. One moment, we were staring at each other, frozen, waiting with anticipation—and then he was on me.

  His hungry lips crushed against mine, as if he were starved. He tasted like bourbon. There was no resisting.

  One of my hands tangled with his shirt, the other one knotted itself in his hair. He pulled me onto his lap, so that I was straddling him, and began to massage my breasts. I could feel him harden through his pants, and instinctively started to rub myself against him, letting out a small moan.

  “I want to fuck you,” he breathed into my ear, his voice husky.

  My mind didn’t seem to be working. All I could manage was an airy, “please.”

  He stood up, carried me to his desk, and threw me down on the edge. Our lips crashed together again, eagerly, voraciously. My fingers fumbled blindly to unbutton his shirt, while he fought with the zipper at my back.

  His stubble scratched at my cheek. He tugged on my lip with his teeth, sending a wave of want and pleasure through my spine.

  Finally, I freed him from his shirt, and my dress was slipping off. I stood up to take off my panties while he unbuckled his pants. When his cock was released, my eyes went wide, and my first thought was, that’s not going to fit.

  He must have noticed the expression on my face, because he chuckled. I looked up shyly at him, feeling somewhat vulnerable as he studied my naked body.

  He lifted his gaze and met my eyes, and I recognized the longing reflected back at me.

  “You are beautiful,” he murmured softly. “Incredible.”

  I was flooded by desire, and all I wanted at that moment was him inside of me.

  Derek started to kiss me again, taking my chin in his hand. His other hand wandered to my breasts again, his thumb grazing over my hard nipples and sending small bursts of pleasure through my eager body. His hand continued its journey, tickling my stomach, then slipping between my thighs. His touch was so gentle, I wanted to beg him to stop teasing me. He brushed my clit with his fingertip and I inhaled sharply.

  “You’re so fucking wet for me,” he whispered, and repeated the motion more firmly. Another sound escaped my lips, and my eyes fluttered closed. “Do you want me to fuck you hard, Amy?”

  In response, I pulled at his hips. He smirked, and pressed against me.

  “I haven’t stopped thinking about you since you stepped foot in this office,” he said, slowly sliding a finger inside me. I leaned against the desk, my head rolling back and my knees trembling. If it weren’t for his strong arms wrapped around me, I might have melted into the floor.

  Suddenly, he lifted me up on the desk again, knocking over a pencil jar and sending several pieces of paper flying. He grabbed my hips roughly and pulled me to him, his cock rubbing against me. His upper lip trembled, and his jaw tightened.

  Then he pushed me back, so that I was lying on the desk looking up at him. He lifted my legs so that my ankles were resting on his shoulders and then he grinned down at me from between my legs. I squirmed with desire as he began kissing my ankle, which was right next to his mouth.

  His mouth slid from my ankle, along my calf, all the way to my inner thighs. He licked both thighs, my legs still resting on his shoulders.

  Instinctively I began to close my legs, gripping his head between my thighs. He sensed my nervousness and then crushed his lips into the lips of my vagina. I let out a moan as his tongue slid into my pussy. He was making out with my pussy like it was the most passionate kiss of his life, a kiss his life depended on. Then he was sucking my clit, teasing it with his lips and tongue so that I was squirming in ecstasy. As the pleasure built up, I relaxed the grip my thighs had on his head and spread my legs wider, trying to let him deeper inside me. He was fucking me with his tongue and while he did it, his hands gripped my butt and spread my butt cheeks open. Then he lifted me up and tilted me so that his tongue could slide all the way from my clit, down over my pussy, and then down to my anus. The pleasure was excruciating.

  I cried in pleasure as orgasms began rushing through my body like electricity. I grabbed his head and knotted my fingers in his hair. I pulled his head forward, pressing his mouth tighter against my pussy.

  When the wave of orgasms finally finished, he rose up to standing po
sition, his cock pointing right at my soaking wet pussy.

  “Oh God,” I breathed.

  The tip of his cock pushed into me and I bit my lip. Oh, fuck, he was thick. My fingers latched onto the edge of the desk as he pushed further, releasing a long groan as his cock filled me.

  “Holy shit, you’re tight,” he mumbled, and leaned forward over me, kissing me again as he slowly thrust in and out. He pulled me up to sitting position so that he could kiss my mouth. I tasted the faint trace of my pussy juices on his lips and the thought that that was my flavor thrilled me. Then he pushed me back so I was lying flat on his desk, and dug his fingers into my hips to hold on as he quickened.

  I arched as his length penetrated me, overwhelmed me. I had been warned of the pain, but this, this was raw, uncontainable pleasure I never could have imagined. It made my toes curl and my legs shake.

  Derek was breathing heavily, moaning each time he buried his cock in me. His hands returned again to my breasts, and he bent down to suck my nipples.

  With every second that passed, a knot of pleasure built within me. Every stroke sent me closer to tumbling over the edge.

  When I thought I couldn’t handle any more, his fingers returned to my clit, rubbing it in hard circles. I gasped and moaned with every breath.

  He pulled out, and brought me to my feet. Not wasting any time, he turned me around and pushed me down on the desk. I felt him press against my ass and wondered if he was about to enter my anus. I’d never imagined being in such a position but the thought of him fucking me in the ass thrilled me beyond description.

  He slid his cock up against my anus but didn’t try to enter me there. Instead, he thrust back into my soaking pussy. I was aching with pleasure. His hands explored all over me as he thrust in and out of me. One second they were on my breasts, squeezing them greedily. Then they were reaching around to my clit, and rubbing it frantically, bringing me to breathless cries of pure ecstasy. Then, he had a finger on my anus and was running it in circles around my butt. When his finger slid inside my anus, I cried out.

  He grabbed my hair with his free hand, pulling my head back. That, combined with the new angle that his cock was entering me at, was enough to make that built-up bubble of pleasure burst. I practically screamed as I orgasmed, tightening around his cock.

  “Fuck, I’m going to cum,” he moaned, and a warmness filled me. He let out a string of moans as he came, pouring every drop of himself into my quivering pussy. His finger was deep in my butt as he came, and the feeling of a cock cumming in my pussy, a finger in my ass, and my hair being pulled back, overwhelmed me in every way.

  Derek slowed, and the room was filled with the sound of our heavy breathing as we tried to catch our breaths. When he pulled out of me, I felt his cum drip down my leg, and another prickle of pleasure touched me.

  “There’s a… a bathroom,” he said, his voice deep. “That door.”

  I picked up my clothing and headed toward it, but he stopped me.

  “Do you want to spend the night at my house?” he asked, hopeful.

  I examined his naked, sexy body, and smiled lightly. There was no universe in which I would say no to that offer.

  “That would be lovely,” I said, and he kissed me.

  Chapter 4

  Derek

  I called my chauffeur to pick us up from the firm, and waited for Amy. I sat on the couch, exhaling deeply as I leaned back and closed my eyes.

  This woman was more incredible than I ever could have imagined. Every curve of hers was sexy. But it was more than that. There was something indeterminately coy about her—some rare balance of intelligence and innocence—that drew me closer and drove me crazy. Already, just thinking about her, I was starting to get aroused again.

  I heard the bathroom door open and turned. She’d put on that sexy red dress again, and put her hair back up. I smiled at her.

  “My driver should be here in a few minutes,” I said, standing.

  “You have your very own driver? Fancy.” Amy smiled. I resisted the urge to put her back on my desk.

  I led the way out of my office and to the elevator, where we stood in silence as it descended. Amy was staring at the wall, something clearly on her mind. I worried that I had done something wrong, but when she glanced up at me, a grin returned to her lips.

  A sleek black Cadillac was waiting for us by the door. My chauffeur, Adam Ferrow, opened the door for us, nodding his greeting.

  “So,” Amy said, once we were settled in the back seat. “Do you really have someone to drive you around everywhere?”

  I shrugged. “I’m a busy man, Amy. Time is money. Driving takes more time out of your day than you’d think, and you can’t multitask. So while he’s driving, I can make phone calls, read reports, all of that.”

  “He sleeps, mostly,” Adam said from the front, glancing at us in the rearview mirror. Amy laughed, and I couldn’t help but smile.

  “How many times have you almost gotten us killed?” I sat forward, “Jesus, Adam, you’re the worst driver I know. And yet I haven’t fired you.”

  Adam put on a face of mock hurt. “I am offended, Mr. Rittsman. I’m not a bad driver, I just go fast. Tell me, have you ever been late?”

  “Fair enough.” I laughed and settled back, wrapping an arm around Amy. She nestled into me, laying her head on my shoulder. God, I could get used to this.

  It was a thirty minute drive to my villa outside of the city. Amy fell asleep as I looked out the window, my mind wandering back to the predicament with my father.

  I woke Amy up as we arrived at the gates. She yawned and blinked sleepily, but stayed leaning against me.

  “Oh, wow,” she breathed, as the gates swung open to reveal my home. She rubbed her eyes, as if she couldn’t believe it. “You live here?”

  The building was relatively small, but beautiful. Trees sprung up from the immaculately manicured lawn, shading the two-story villa. It was clean, white and modern, reminiscent of art deco. It didn’t really appeal to my style, but I couldn’t complain.

  “I’m just renting it, at the moment,” I explained as Adam stopped at the door. “It’s not too close to the city, but not too far from work. It’s convenient, but I still have privacy. Come inside and I’ll give you a tour.”

  Since we had arrived, Amy’s eyes had been near-perfect circles. She was amazed by the villa. Perhaps, having grown up in a wealthy house, I had become desensitized to the luxury, but I could still appreciate her reaction.

  “This place is,” she said, shaking her head. “It’s beautiful. Thank you for bringing me here.”

  “My pleasure,” I said.

  After tipping Adam and bidding him goodnight, I took Amy’s arm and led her up the stairs and through the door.

  “You don’t decorate much, huh?” Amy said, looking around at the blank walls and open rooms.

  “Yeah. I mean, I live alone, and move around a lot. It’s easiest to stick with a minimalist style. Just what I need.”

  “Very… frugal of you,” she said.

  “Were you expecting something else?”

  Amy scrunched her nose. “I don’t want you to think that I made a bunch of assumptions about you beforehand, but sure. I was thinking, you know, a bunch of crazy stuff. Don’t get me wrong, this house is beautiful. But it seems… empty.” She looked at me. “Lonely.”

  “Hmm.” I thought about her words, which hit me in the stomach. Lonely, indeed. I forced a smile. “I think you’re reading too much into it.”

  “Probably.” She tilted her head, and said nothing else as I led her around the house. I was now painfully aware of the lack of decor. Maybe I should buy a painting, or something.

  “This,” I said, as we reached the top floor, “is my bedroom.”

  Amy peeked her head in. “Whoa. You have, like, a huge bed.”

  I smirked. “I might have splurged a bit.”

  She ran in and jumped on it, surprising me with her sudden burst of childish joy. She giggled, bouncing o
n her knees, before glancing back at me.

  “Well? Are you gonna join me?”

  “Uhh.” I stuttered a bit, feeling the start of a hard-on. She was drunk, relaxed, and playful. She gestured toward me coyly, biting her lip. “Let me go clean up a bit. I’ll be right back. Do you need anything?”

  She shook her head, still laughing to herself. “Nope. Hurry up.”

  I obeyed, turning and heading quickly to the bathroom. I undressed, leaving on just my boxers, and freshened up my deodorant and cologne. I did a quick mouthwash rinse and splashed my face with water, then looked myself over in the mirror.

  When I returned to the room, Amy was still kneeling on the bed. She’d let her hair loose, so that it fell around her in long curls. She had a peculiar look on her face as she stared into space, her nose crinkled in thought.

  “You have something on your mind,” I asserted, standing in the doorway.

  She glanced up at me, biting her lip. “Sorry. Just thinking.”

  I moved to sit beside her, sliding a hand on her thigh. “I don’t know what you’re apologizing about, beautiful.”

  “I mean, sorry if I seem weird.” Amy looked up at me. “I’ve just never… umm… all of this is kind of a first for me.”

  I nodded, understanding. “It’s always been my policy to separate business from pleasure, but the moment I saw you, I knew I’d break my rules for you.”

  She blushed, and looked at her hands. “That’s not exactly what I meant. I’m just saying, I’m sorry if I’m not… good at it.”

  Realization flooded me as it clicked, and I leaned back in surprise. “I’m the first person you’ve slept with?”

  Amy nodded shyly.

  “I never would have guessed,” I said, brushing a piece of hair out of her face. “You’re so… irresistible.”

  She snorted. “I don’t think that’s true.”

  “Hey.” I lifted her chin with my finger, so she had to meet my eyes. “Are you serious? Amy, you are undeniably the most attractive woman I have met. The fact that I am the first man lucky enough to be with you is almost unbelievable to me. I wish I had known.”