Billionaire's Playmate

by Chance Carter

  Amy wrapped her arms around me, pulled me into her, and ran her nails down my back, leaving scratch marks.

  She panted and moaned, her head rolling back against the door as I kissed down her neck.

  “I’m close,” she whispered, almost shyly.

  I thrust harder and faster, feeling myself also growing close, the pressure in my core building until it was almost unbearable.

  “Cum with me, baby.”

  At my command, she let out a high gasp, and dug her fingers into my skin. I felt her pussy start to convulse around my cock, which was more than I could take. I came hard, the pressure releasing in me like a dam breaking. I buried my cock into her as deep as I could, moaning her name, cursing, and shaking with uncontrolled satisfaction.

  My cum poured into her.

  As our pleasure faded away, I released her. We stared at each other for a few minutes, catching our breath, our mouths twitching with the hint of a smile.

  “Wow,” she breathed. I nodded, unable to speak.

  After I’d cleaned up, we lay down in my bed, cuddling. She rested her head on my chest, tracing invisible patterns on my stomach with her finger. I ran my hands through her hair, enjoying the silky texture of her curls, letting them fall around her.

  “We should just lie here for the rest of the day,” she murmured.

  “I’m not going to argue against that,” I said.

  She sighed, and rolled over so she was facing me. “Can I tell you something?”

  “Always.”

  She was quiet for a few seconds. “I just want you to know that you are changing me in ways I never would have expected. I am feeling things I never would have dreamed of. You make me feel… wanted. Derek, you’ve already given me so much. Something far, far more valuable than any material gift or monetary prize. You don’t owe me anything. I’m helping you because you’ve helped me, in more ways than you know.”

  I smiled, and kissed her nose. “I know, beautiful. I could say the exact same thing about you.”

  “Now that we’ve gotten that out of the way,” she said, sitting up a little. “How do you feel about round two?”

  I didn’t answer her. Instead, I pulled her mouth to mine, and we lost ourselves, only to rediscover each other again.

  Chapter 11

  Amy

  The next morning, I woke up before Derek and the sun. Rolling onto my side, I watched him sleep, his breath slow, snoring lightly. He was lying on his back, his chest rising and falling steadily. His face, now completely relaxed, was youthful and sweet.

  I wondered what he was dreaming about. I’d had a particularly steamy dream featuring him, so it didn’t seem too far of a stretch that he’d be dreaming of me.

  Quietly, so as not to stir him quite yet, I ducked under the covers. We had both fallen asleep naked, so there was nothing in my way, nothing keeping me from what I had my mind set on doing.

  I found his cock, and took it gently in my fingertips. Even soft, he was massive. Not hesitating, I pressed my lips to the tip, wetting it a bit. I stroked my fingers lightly along the length, following them with my mouth. He tasted like skin and his musk, and it drove me wild with desire.

  As I rolled my tongue around his tip, I felt him start to become hard as he stirred. Encouraged, I gripped his length a little tighter, stroking up and down his growing cock.

  The blanket shifted, and slid off me. I glanced up, to see Derek looking sleepily down at me.

  “Good morning,” I whispered. I smiled, then kissed the tip of his dick.

  He fell back onto his pillow, closing his eyes and moaning. I continued sucking on the tip of his cock, using my hand to coat his length in a thin layer of my saliva. I started out soft, teasing.

  I moved from the tip and licked up his shaft, taking my time. I looked up at him as I did it, making eye contact. He stared back at me, his upper lip trembling. He looked completely overtaken by me.

  I returned to the tip of his cock, taking more of it into my mouth. I rolled my tongue around, not wanting to neglect any part of him. I moved down his cock slowly, deliberately, until I was halfway down his shaft. Then, I started moving back up, and down, leisurely bobbing my head.

  Derek fisted my hair near my scalp, groaning as I began to pick up speed. Every time I went down, I pushed myself a little further. He was big, and after I gagged a few times, I had to take a short break. I spit on his dick and continued with my hands as I caught my breath.

  I shifted my weight onto my knees in order to get a better angle above him. The hand that I wasn’t using found his, and our fingers intertwined.

  “Holy shit,” he mumbled, as I started sucking him off again. His voice was low, husky, shaking with pleasure. “Mm. Fuck.”

  Finally, I managed to take his whole length in, my lips all the way at the end of his shaft. A surge of accomplishment ran through me. I could tell how overcome with pleasure he was, which turned me on, knowing that I was the single source of his gratification. I could do this to him, I could make him feel this good.

  Emboldened by that realization, I quickened my pace, synchronizing my mouth and hand as I stroked and sucked his length. I didn’t relent, as his breathing became heavy and his moans more frequent.

  “Don’t stop,” he groaned. “Shit. I’m gonna cum.”

  I slid my mouth completely down his shaft again, just as he came. He let out a deep, erotic gasp, and filled my mouth with his warm, salty seed. I swallowed every drop, relishing the taste and feel of it sliding down my throat. I dipped my head up and down a few more times, covering my hand and his cock in cum. He was panting, shaking, laying back with his eyes closed as the pleasure of his orgasm sunk into him.

  I sat back, biting my lips and smiling coyly at him, feeling wholly pleased with my performance.

  “Amy,” he breathed, still not opening his eyes.

  “Hmm?”

  “What the hell did I do to deserve a diamond like you? You’re an angel. My angel.”

  I laughed, and stood up, “I’m going to take a shower.”

  “Mmm.”

  He didn’t move.

  I made my way to the bathroom and turned on the shower. It was huge, with multiple shower heads pointing in all directions. I got in, a content sigh escaping my lips as the hot water poured over my body.

  I heard the bathroom door open, and Derek stepped in. I watched his blurred form through the glass door as he walked into the bathroom, and was surprised when he opened the door and stepped inside with me.

  “Mind if I join you?” he asked.

  “Not at all.”

  I was in the middle of rinsing shampoo out of my hair.

  “Here, let me help.” He stepped up close to me, and gathered my hair in his hands. My head rolled back in his grip, and I closed my eyes. He gently ran his fingers through my hair, washing out the soap and massaging my scalp. I was completely relaxed.

  Once he finished rinsing my hair, he picked up the bar of soap and lathered up his hands, then turned me around. He massaged the soap onto my back in circles, not neglecting a single inch. His hands worked their way down, until he was rubbing my ass, causing floods of pleasure to pour through me..

  Then, his hands worked their way to my front, washing my stomach. He stayed behind me, pressing himself against me so that I could lean back on him. His hands caressed my breasts, lingering in that sensitive area for a few extra moments.

  He was getting hard again and I could feel his erection pressing into my ass.

  “Let me clean you,” I said, turning and holding out my hand for the soap. He gave it to me and I started working the soap over his amazing body, admiring his lean, fit figure as my fingers glided over his slippery skin. I worked down his chest, toward his more sensitive area. His cock was completely erect again and I had a feeling he was going to want more from me than just this wash.

  I grabbed his cock firmly in my hand and squeezed it.

  “You’re incredible,” he whispered.

  He kissed my
lips and then let his tongue run down along my neck, over my breasts, and he didn’t stop until his mouth was on my clit.

  “I can’t decide which set of lips I like making out with more,” he said. “Up there or down here.”

  Then he began making out with my pussy, sliding his tongue into it as if it was my mouth, sucking on my clit as if it was my tongue.

  I came so hard I had to hold on to the shower head to keep my balance. The pleasure flowed through every atom of my body like a wildfire.

  “I can’t stop fucking you,” he said.

  He stood up and pulled me close, his mouth on mine, the taste of my pussy still on his lips.

  He slid inside me and as his cock entered my pussy, his tongue entered my mouth. He kissed me tightly, passionately, and while we kissed, we both orgasmed again, his cum pouring into my pussy, hot and wet and sticky.

  “Holy fuck,” I cried, exhausted from the pleasure he was giving me.

  He was relentless. He couldn’t stop. It was like he was addicted to my body.

  Eventually, we turned the water off. He handed me a towel to dry off with, and wrapped one around his waist. As I searched my bag for an outfit, he started pulling on a pair of shorts and a white button-up shirt.

  “What do you want to do today?” he asked me.

  As glad as I would have been to spend today like yesterday, in bed with him, I figured we should do something else.

  “Hmm,” I pulled a pair of jean shorts and a black tank top from my bag. “Can we take a walk around the courtyard? I saw it from the balcony last night.”

  I paused, grinning at the memory of being fucked on the ledge of the balcony, my head spinning, my breath caught in my lungs. I had never felt so vulnerable, so exposed, so completely his.

  He nodded, also smiling to himself. “That sounds like a plan, beautiful.”

  “Okay. I’ll be ready in a few minutes.”

  I quickly pulled on my clothes, then French-braided my hair. I pulled on my sandals, and followed Derek out the door.

  We made our way downstairs and out the back, stopping at the kitchen to grab a quick breakfast.

  It was already warm outside, even though it was still early morning. Derek took my hand, and pulled me into the garden maze.

  Every flower I could imagine, some I’d never even seen or heard of, was planted in the courtyard—and these were just the ones in season. Shrubs that were taller than me lined the twisting and turning stone paths. Here and there were marble benches, statues of cherubs, or running fountains that spit water straight into the air. It was like something out of a fairytale.

  “I know I’ve said it before,” I said, “this place is beautiful. Absolutely gorgeous. I still can’t believe you got to grow up here.”

  Derek squeezed my hand. “Right? To be honest, though, I didn’t spend much time here. Which didn’t exactly upset me.”

  “No? Where were you?”

  “At boarding school.”

  “What? Gross.”

  “Not really. I actually asked to go there. It was upstate, so I felt like I was far away. I wasn’t close to my dad when I was young, so I preferred feeling like I was on my own. Looking back, I was an ungrateful little asshole. But I’m pretty sure that’s most kids.”

  “Huh. Yeah, I guess.” We turned a corner. “When I was younger, my sister and I shared a room with our mom. A one bedroom apartment. I hated it. I wanted my own space, just like you. But when I finally moved out, and got my own place, it seemed so… empty, I guess. Really lonely. So I got a dog, which helped. But it’s still weird to me to live alone, even after four years. I kinda miss the closeness of family.”

  “Well, now you’re really making me feel spoiled.”

  “Oh, no,” I said, shaking my head. “That’s not my intent. I mean, I don’t think that your experience is invalidated by mine. It’s all relative. And, in the end, it seems like it’s really the same. I mean, we both wanted space, we both got it, and yet we’re both lonely.”

  Derek lifted an eyebrow at me, and I kicked myself for not thinking before talking again. I really had to break that habit. “You think I’m lonely, huh?”

  “I, I mean,” I stuttered, turning my face to the ground so he couldn’t see me blushing. “Aren’t we all?” I tried to shake it off with a laugh, hoping he’d think it was just a joke. But he wasn’t letting me off the hook that easily.

  “Me, lonely?” Derek thought about it. “I don’t know why I would be. I’m surrounded by hundreds of people every day at work, which is where I spend most of my time. If anything, my social needs are overfilled.”

  “Sure,” I said. “But it’s a different sort of social need that’s being neglected. You could pass through the whole world, fill up your time trying to say a brief hello to every single person, but that won’t bring you any friends. We all need at least one or two people that are really close to us. You know, people who know us better than we know ourselves. That way, on the bad days, we’re not alone. Acquaintances will happily be there during times of celebration and success, but are suddenly nowhere to be found when we’ve hit rock bottom.”

  “Sounds like you’ve been through something.”

  I shrugged. “Not really. I took a moral philosophy class in high school, and we spent a full month talking about friendship. To be honest, it was pretty boring and repetitive. But some stuff made sense.”

  “Well, you’re probably right. Loneliness. It’s the state of man. Doomed, our only destiny in life is to end up old, alone, and mindless. Sooner or later, you’ll be the only one left, whether it’s in your coffin, or while you’re still living.” Derek smiled, “I took a philosophy class too. I always thought pessimism was too sad, though.”

  I nodded. “Impressive… and I agree. It all seemed so self-righteous and wrong. I never learned what I believed in, just what I didn’t.”

  We arrived back at the door, and Derek held it open for me.

  “I almost forgot to tell you,” he said, as we watched a few workers walk by carrying decorations. “We’re having a cocktail party here tonight with a few of our business partners. Has to do with IPO’s. I’d love it if you came along as my date.”

  “Sounds fancy.”

  “It’s not. Basically, wealthy people trying to figure out how to become even wealthier. Not my thing, but I’ll survive it if you are by my side.”

  “Alright,” I said, shrugging. “I don’t see why not. What else would I do, anyway, hide up in your bedroom all night?”

  Derek laughed. “No. I just don’t want you to feel obligated to do anything for me. This is completely up to you. Some people don’t like parties and crowds.”

  “Do I get to talk in a fancy accent?” I smirked, and put on a ridiculous voice. “‘Excuse me, waiter! I’ll have your finest red wine. Yes. Now, as I was saying, Susan, profits this month have tripled!’”

  “As much as I would love to see that act,” Derek said, grinning. “It’s probably not the best idea.”

  I pretended to pout. “Fine. If you don’t want me to have any fun, I won’t.”

  Derek drew me closer to him, so he could whisper into my ear in a seductive, deep voice. “If you want to have a little fun before the party,” he said, “we can go back upstairs.”

  I raced him there.

  Chapter 12

  Amy

  I wasn’t sure what the typical outfit was for these sorts of things, but I finally settled on a black cocktail dress that my sister let me borrow. Unlike her, I’d never been much of a dress person, so whenever I needed something for a fancy occasion, she was my go-to stylist. It was an off-the-shoulder cut, and fell to about mid-thigh. It was tighter on me than on my sister, the fabric hugging me so that I felt practically naked. It was simple, but it would have to do.

  I decided it was worth it to spend the hour curling my hair, and applied a little more make-up than usual. By the time I was ready, I was feeling somewhat bold and self-assured. Resting my hands on my hips, I checked myself ou
t in the full length mirror, posing like my sister would. Not bad, Amy. Not bad at all. As a last touch, I strapped on some black high heels, and prayed I wouldn’t fall on my face.

  Just in time, Derek came into the room. He was dressed in a tailored suit, his usually tousled hair styled neatly.

  He stopped in his tracks when he saw me—actually stopped, and stared. My face reddened, I was sure, but I couldn’t help but feel desired. His eyes scanned my whole body, down and up, his eyebrows lifting.

  “You look absolutely ravishing, Amelia,” he finally said, his eyes meeting mine. “I have half a mind to take that dress off of you and keep you to myself tonight.”

  “As good as that sounds, I think they’d notice us missing.” I laughed. “And thank you.”

  He held out his arm. “The guests have started arriving. Shall we make an appearance?”

  I took his arm, feeling like royalty.

  “Let’s.”

  We made our way down to the ballroom. Attempting to fight away the nerves, I repeated a few things to myself—keep your back straight, chin up, and smile. I knew that I was about to enter a different world, one of business, money, influence and opulence and I had to make it seem as if I had a clue what I was doing.

  The moment I saw the people that filled the room, any attempt not to panic was shattered. The room, which was sizable, was brimming with socialites in suits and gowns, drinking champagne, chatting, laughing. And Derek said that the guests were only just beginning to arrive.

  Back straight. Chin up. Smile. I breathed. Derek squeezed my hand, which helped me to relax.

  Everyone was dressed so finely, especially the women. Most of them wore detailed, luxurious dresses and sparkling jewels. Immediately I knew that I stuck out, and not in a good way.

  “I’m a little underdressed,” I commented to Derek, trying not to sound worried.

  He glanced at me. “What? No. Amy, you look gorgeous. You’re the most beautiful woman here.”