Billionaire's Playmate

by Chance Carter

  She lifted her eyebrows. “Why?”

  “If I’d known it was your first time, I would have loved you better.”

  “No, I mean, it was great.” She smiled. “For me, at least.”

  “And it was phenomenal for me. All I mean is, I could have been more careful, and you deserved better than being taken on my desk.”

  Amy was quiet for a few seconds, watching me with an unreadable expression. Then, so slowly, she leaned forward, so her breath tickled my lips.

  “I believe in second chances,” she whispered.

  That was all it took.

  I guided her back onto my bed, kissing her gently while I ran my fingers through her hair. She rested back on the pillow and wrapped her arms around my neck. I stroked the back of my hand across her cheek, caressing her smooth skin, catching my thumb on her lip. Then my hand found the strap of her dress, and slipped it off her shoulder.

  She smelled like cinnamon and vanilla, and tasted sweetly of booze.

  “I want you,” I murmured between kisses. “I want to feel you. I want to taste you.”

  I scooped her back up into my lap so that I could unzip her dress with ease. The fabric dropped silkily from her body, pooling at her waist, then on the floor as she slid it off. Our underwear soon followed.

  Back on top of her, I continued to kiss her… more passionately now, parting her lips with my tongue. She responded with equal enthusiasm, wrapping her legs around me so that I was against her. My hard cock pressed onto her. She arched against me, making a small moan.

  “Fuck me.”

  “Not yet,” I said, moving my lips to her neck and my hands to her breasts. I sprinkled small, teasing kisses on her skin. My fingertips circled her nipples. She was practically shaking with need, but I took my time, not neglecting an inch of her. I wanted her to know what it felt like to be loved completely.

  “Please,” she pleaded, as my mouth found one nipple, and my hands went lower, squeezing her thighs. “I want you inside me. Derek.”

  The way my name rolled off her tongue, I almost didn’t have the self-control to not obey her. Instead, I glanced up at her, grinning.

  “Someone’s impatient,” I said.

  “I just… oh fuck.” She gasped as I began to rub her clit, smiling up at her. “Stop teasing me, damn it. Oh.”

  I had every intention to not stop until she was pulsing with pleasure. Pushing two fingers inside her, I smiled as she moaned again.

  “Does that feel good?” I coaxed, stroking her wet slit.

  “Mmhmmm.” She was tilting her head back. Eyes closed and lips pursed together, she looked as if she was trying not to give in. I would have to fix that.

  I lowered my mouth, my lips brushing her clit. She took a breath and looked down at me, trembling with anticipation.

  She let out a high pitched sound as I started sucking on her clit. If I hadn’t had one hand on her hip, she might have pulled away from my grasp. Relentlessly, I licked her clit and fucked her with two fingers, until she was screaming my name.

  “Keep… keep going… oh my God.” Her fingers knotted in my hair, and her thighs squeezed the side of my head as she convulsed in orgasm. I didn’t slow down for a minute, until she had fallen back, taking long, quiet gasps for air.

  I kissed a path back up her body, landing on her lips so she could taste herself on me. She responded in turn, pulling her still-shaking legs around mine. She didn’t say anything — she was still out of breath — but I saw her words, her demand, in her eyes. I obliged.

  As I pressed the tip of my cock into her, she threw her head back and let out a primal moan, as if her very survival depended on me fucking her. Slowly, I slid the rest of my length into her, unable to stop the groan that escaped my own lips.

  Everything about her turned me on. How she bit her lip in a vain attempt to stop the sounds of pleasure from escaping. How she dug her nails into my shoulders, pulling me against her. How, with every stroke, her grip on me, both physically and mentally, became stronger.

  Her breasts bounced as I began to thrust into her faster and harder. I took them in my hands, admiring their supple softness. My grip moved to her hips, holding her in place as I fucked her.

  I groaned, pulling almost completely out before plunging back in. She was so fucking tight, and so fucking sexy. I wouldn’t last much longer.

  She grabbed a fist of my hair and guided my face to hers, kissing me. Every time I penetrated her, she arched into me in turn. Her body oscillated against mine, so perfectly coordinated, as if we were designed to fit together. She was the tide, I was the beach, and I wanted to drown in her.

  I came hard, pinning her down as I emptied into her, convulsing with every wave of pleasure that flooded me. She ran her hands up and down my back, burying her face against my neck as I lay on top of her, feeling, in the best way, depleted, exhausted.

  Finally, I found the energy to move, just enough to pull out of her and fall to the side. She cuddled against my side, laying her head on my shoulder and peering demurely up at me.

  “So,” I said, with as much as a laugh as I could manage. “How was take two?”

  “I don’t think I’m ever going to move again,” she mumbled, closing her eyes. “I don’t think I can move.”

  “You don’t have to.” I turned slightly toward her, and put an arm around her.

  “Mmm, good.” Amy let out a content sigh. I watched as her breathing slowed, her face relaxed, and she fell asleep. I was quick to follow suit, nothing but happy and satisfied. We lay, naked and tangled under a clean white sheet.

  I woke with the most excruciating erection. I must have been having a wet dream. I felt like I was about to cum.

  Then I realized it wasn’t a dream. I was awake, and Amy’s lips were wrapped tightly around my erect cock. She was sucking me off, while I slept! What a naughty girl.

  I reached down to her head and knotted my hands in her hair, pulling her head down on my cock as I thrust gently upward. She took me right into the very back of her throat, then let me slide back out of her.

  “Oh God,” I moaned as her tongue ran in circles around my throbbing head.

  Next thing I knew I was cumming. My cock poured it’s cum into her mouth, and she swallowed every drop like an angel.

  When I was finished, she licked her lips and came back up to join me.

  “That was incredible,” I moaned, kissing her on the mouth.

  I didn’t care that I could still taste my cum on her lips.

  We fell back into a deep sleep, her wrapped tightly in my arms, our legs and bodies intertwined.

  Chapter 5

  Amy

  When I woke up, Derek was nowhere to be seen. I slipped out of the bed, feeling sore in areas that had never been sore before. Considering the great time I had, it was a gratifying sensation, and every movement served as a reminder of the last night’s activities.

  Last night’s activities. I couldn’t even wrap my head around what happened. Derek Rittsman, who I believed to be completely inaccessible to someone like me, made love to me, not once, but twice.

  There had to be some mistake. It was probably the alcohol. It was likely that I was never going to see him again. If we passed in the hall, we would avoid eye contact and behave as if this never happened. He would continue on with his life, forgetting about the virgin intern he fucked one Monday night. In fact, I was probably one of many interns he had taken home for a spin.

  You have got to stop thinking in worst case scenarios, Amy, I berated myself, as I pulled on my bra and underwear. It’s way more realistic that it was just a one night stand, no more, no less. Those happen all the time, and things are totally chill. At least you’ll have something to talk about with Abby now.

  I held up my red dress, grimacing. I never thought I’d be doing a walk of shame, but now here I was.

  Wondering where Derek was, I tried to fix my hair in the mirror. It was a forest of tangled curls, so I quickly gave up and twisted it into a bun. He
had probably gone to work. He was a busy man. My plan was to get out of his house as quickly as possible, call a cab, and go home to curl up in my own bed. Return to my mundane, but comfortably predictable, life.

  I was pretty surprised to hear Derek knock on the bedroom door.

  “Good morning, beautiful. Do you fancy breakfast? I know a place that makes the best crepes.”

  He was dressed only in boxers. His hair was messy, and he wore that adorably boyish grin that never seemed to leave his face.

  New plan.

  “That sounds perfect,” I said.

  “Great! Before you ask, yes, Adam will be driving us.” He opened up a wardrobe filled with pristine, pressed dress shirts. He selected a light blue one, and pulled it on. “I’d like to spend all day with you, but alas, work calls. I managed to get a late call, but they need me in there, so breakfast will have to suffice.”

  “Oh, of course.” It’s more than I could have ever expected. Admittedly, I was still shocked to be here, much less invited to breakfast. “I have to go home for Zeus anyway.”

  He retrieved a pair of khaki pants from a drawer. “Zeus isn’t your boyfriend, right?”

  I laughed. “No. My dog. A Saint Bernard.”

  “Aren’t those the obnoxiously huge ones?”

  “Yeah, so you better be careful, mister. He’ll rip you to pieces.” I smirked at the ridiculous thought. Zeus was less harmful than a mouse.

  “Well, why would he do that? I think I’ve been perfectly amiable.”

  “Oh, yes. A complete gentlemen. I’m just warning you.” I shook a finger at him. “You better not screw this up. Or else.”

  “Of course, of course. I’ll be very cautious.” He finished putting his shoes on, and gestured toward me. “Are you ready?”

  “As ready as I’ll ever be. Not sure I look fit for a nice breakfast place, but it’s just going to have to do.”

  “You look…” He hesitated, as if trying to find the appropriate word. “Divine.”

  “Psh.”

  “Psh yourself.”

  I giggled. He placed a hand on my lower back, leading me out of the room, down the stairs, through the hall, and out of the villa, where Adam was waiting with the car door open.

  “Did you have a good night, Mr. Rittsman?” he asked, his eyes bright.

  “I don’t know, Adam. Ask Amy.”

  I blushed and ducked my head into the car, embarrassed, but pleased.

  * * *

  Adam drove us to Louise’s Cafe, a quaint breakfast place located in a part of the city that locals kept secret. Derek greeted the hostess with a charming familiarity and asked for a table by the window.

  “I’ve been coming to this place for years,” Derek said, tapping the menu. “It opened when I was in college. I used to come in early to study.”

  I tried to imagine a younger, college-aged Derek, but couldn’t quite grasp the image. He was so mature, so confident, especially when compared to any boy I’d ever met in school. There was a youthfulness about him, yes, but the polite composition of his attitude provided a harmony in him that kept me intrigued.

  “I like it,” I said, looking around. The walls were covered with impressionist paintings of lakes and fields. There was soft swing-inspired music playing, and surprisingly, there were only a few other people in the cafe. “The ambiance is great.”

  “Just wait until you try the food. Incredible.”

  Right on time, a slim, blonde waitress appeared at our table.

  “So good to see you, Derek!” She patted his shoulder. “The usual for you?”

  I watched them carefully as he smiled at her. “That sounds good, Marcy.”

  “And what can we get for your friend?” She turned her bright blue eyes to me.

  “Umm… the blueberry crepes, please. And some orange juice. Thank you.”

  “Good choice. And I love your dress.” She smiled again at Derek as she took our menus. I glanced at him, only to see him watching me with what might have been amusement in his gaze. I looked down hastily, pretending to play with the corner of the cloth napkin.

  “What’s up?” he asked, reaching out and taking my hand for a moment.

  “Nothing. Just a little tired.” I managed a small smile. “After all, you did keep me up quite late.”

  Derek laughed. “I do apologize if I ruined your sleep schedule.”

  “Oh, I wasn’t complaining.”

  He stared at me, lifting an eyebrow. “No? In that case, perhaps you’ll let me do it again.”

  I shifted in my seat, trying and failing to stop the blush that crept to my cheeks. Before yesterday, I was an awkward virgin who couldn’t talk to a guy to save my life. Now, I was horny as hell in a breakfast cafe. How did this happen… and why did I like it so much?

  “I would like that,” I said quietly, leaning forward. “Especially if you do the same thing you did last night.”

  Derek smirked. “Mmmmm. I’ll do so much more.”

  I was just about to ask him exactly what he intended to do, when the waitress appeared with his coffee and my juice. I barely noticed her, as I was too busy staring at Derek, wishing we were back in the privacy of his villa.

  Derek changed the subject to the weather and work. Even small talk with him was enjoyable, although I would rather go back to the teasing and flirting.

  In a short time, our food arrived at the table. The warm, fruity aroma was delectable, and I dug right in. As soon as the first bite touched my tongue, I sighed happily and sat back, closing my eyes.

  “This,” I said, “is the best thing I’ve ever eaten.”

  He smiled. “I told you.”

  We fell into a comfortable silence as we ate, my hunger distracting me from my sexual desires, at least for the moment.

  “Can I ask you something?” Derek said, when his plate was nearly cleared. He looked somewhat nervous, which was an odd contrast to his usually confident air. “I don’t want to make things… awkward between us.”

  “Of course. Ask me anything.” My stomach filled with anxiety, assuming the worst.

  “I’m going to be honest with you, Amy,” he said. “I like you a lot.”

  So far, so good. “I like you too, Derek.”

  He flashed a quick smile. “I’m glad it’s mutual. I have a proposition for you. I’m not sure it’s completely appropriate, given both our personal and professional relationship, but I don’t have anyone else I can—or want—to ask.”

  “Okay…” I had no clue where he was going, but I leaned forward, listening.

  “My father is very ill,” he said gravely. “His doctor has only given him three months to live.”

  “Oh. Derek, I’m so sorry.” I frowned. I wasn’t sure what this had to do with me, but if there were anything I could do to help, of course I would.

  “Please, it’s alright. He’s been sick for a while now. The way I see it, his suffering will end, which is a good thing. A hard thing, but better than a prolonged illness.”

  I nodded, chewing on my lip.

  “He and I have always had… well, a contentious relationship, you could say. My last visit with him did not end well.” He took a drink of his coffee, his eyes distant as he remembered the conversation. “He expressed great disappointment in me for not securing a wife, or a child that would be the heir to the investment firm. He’s very family-oriented, and sees my lack of family as a failure.”

  The pieces were beginning to come together in my mind, but I didn’t want to consider what he was insinuating. “Right.”

  Derek, sensing my hesitance, began to speak more quickly. “I know this is unexpected and unconventional, and I in no way want to make you uncomfortable. My only motivation is to make my father happy.”

  “What exactly do you need?”

  “I’m spending the next week at his mansion. It’s only a few hours from here. If you… if you, Amy, would be willing to come with me, and pose as my girlfriend…”

  “I’m not sure—”

&nb
sp; “And also pretend to be pregnant with my child…”

  I snorted. “Shit.” An elderly couple glared at me from a table over.

  “I know it sounds insane, like something a crazy person would ask. But it’s just for one week, really. Then my father can die in peace, without worrying that I’ll give the company over to someone outside of the family.”

  “I don’t know, Derek. That’s a lot to ask. And I’m supposed to start my job next week.”

  “I mean, I am your boss.” A hint of a smile touched his lips. “I can fix that. And you would be heavily compensated for your time.”

  “Compensated, how?”

  “Fifty thousand dollars, transferred directly to your bank account.” He shrugged, as if this were nothing. To a billionaire, I supposed it was nothing. “And you’ll be spending the week with me, in a beautiful, spacious mansion. I promise, it’ll be worth your time. Oh, and I’ll personally see to it that you have fun.” He winked.

  One week with Derek Rittsman, in a mansion. I was getting horny just imagining how much time we would have together. But, not only would I be pretending to be his girlfriend, I would be faking a pregnancy.

  “You wouldn’t have to pay me anything,” I said, trying to think. “I don’t want the money. I would love to spend the week with you, though. I just don’t know if I could lie about something that big.”

  “Only three people will even know about it—me, you, and my father. Amy, if he could believe that he would have a grandchild, his pain would be eased. I wish I didn’t have to ask you to lie, but it’s the only solution I can come up with.”

  “Of course. I understand. I’m not a good liar, though. There has to be someone else who would be better than me.”

  “There is not a single soul who I would rather spend the week lying to my father with.” He chuckled, and that was it.

  I just couldn’t say no to this man.

  “Alright,” I said. “I’ll do it. I really don’t want the money, though. That’s unnecessary.”

  He shook his head. “Nonsense. For everything that I’m asking you to do for me, I would be a criminal for not giving you something back. Don’t worry about it.”