Billionaire Benefactor (Steamy Erotic Sleep Story)

by Natasha Hunter

  And then she untied the bottom strings at each hip and pulled the swimsuit from beneath her. She lay there utterly nude. Brazenly so.

  "Little minx," I muttered under my breath. A part of me admired her free-spirted nature, another became instantly jealous at the mere thought of someone else happening upon her. Though the property was private and gated, there was enough staff employed that it became a possibility. Did she simply not care?

  'Why did I?' I wondered. She was an adult, and it was none of my concern if she wanted to tan without lines. I raked my fingers through my hair and was about to turn away and give her privacy when I saw movement. She grazed her hand down her torso as she slightly parted her legs.

  Fuck! Was she about to... Before I could finish the thought, she slid her fingers straight down her slit, parted her folds, and eased two fingers into her pussy. Desire rushed through me and my cock hardened completely.

  I couldn't ignore the aching desire that filled me. I wanted her. So many fantasies filled my mind at once as I watched her pleasure herself. I thought about storming down those steps and stepping outside to the pool. I'd pull her hand away and cover her body with my own. I'd push my cock deep between her legs, take her little pussy roughly. Fuck her senseless. I'd fuck her until cum dripped out of her. I'd suck on her tits, run my tongue all over her little nipples. Bite them.

  I couldn't stop the fantasies. I imagined leaning over her from behind her lounge chair and forcing my cock between her plump little lips while I devoured her pussy. I wanted to hear her moan, gasp, and call my name. I wanted to fill her with my cum. I wanted to consume her.

  Before I realized what was happening, I had unzipped my pants and was stroking myself as I watched her below. She pumped her fingers into her cunt while she toyed with her clit with her other hand. Her face glowed with a look of sublime pleasure. Fuck, she was beautiful.

  I quickened the pace as I watched her fingers. I imagined her voice, imagined how she'd be whimpering. Moaning.

  I couldn't help but to wonder what she was thinking about as she finger-fucked herself. What hot fantasies played out in her thoughts? Who would she think of? A schoolmate? A celebrity? I instantly hated the thought of her thinking of another man. Jealously pulsed hotly.

  And then she orgasmed. Her tanned body writhed and her back arched. Her mouth parted as she moaned. A stroke later and I came with her.

  'Goddammit,' I muttered with frustration. The girl made me lose control. Twice, now, and I never lost control. At least not in the last ten years.

  *

  Her graduation went according to plan. I hired a limo and a driver for the night, which seemed to please her. The ceremony was long and dull, as those things usually went. Afterward, I took her to dinner at a restaurant and bar downtown.

  "I don't think I can get in there," she said from the back seat of the limo.

  "Why not?" I asked as I admired her tanned legs. She wore a silver beaded dress with high-heels to match. She was breathtaking.

  "I'm not old enough. Nor 'posh' enough." She gave an impish grin, "Though perhaps they will let me in if I am with you."

  "Trust me. You can get in."

  "You sound so confident."

  "I am."

  "Why?"

  "Because I own it."

  She chuckled, "Oh. I had no idea! Wow, color me impressed. I knew you were rich, but I had no idea you owned stuff out here."

  I laughed in return.

  "So, may I ask you something?" she turned her head towards me, her eyes luminous in the dim light of the backseat.

  "Sure."

  "Why aren't you on social media? I have tried searching for you a few times, but you are nowhere to be found."

  I genuinely laughed. "Because I am thirty-seven?"

  "No excuse. Lindi's grandmother has Facebook. Everyone does, except you."

  "I am a private person."

  "I assumed so. Does it have to do with my mother? There were a lot of articles back in the day about what happened with the accident and her affair. It must have been embarrassing for you."

  Before I could answer her, the limo pulled up in front of the bar. The driver opened the door and helped her out. I escorted her inside, and the hostess took us to a private, VIP room. After we were seated, I resumed the conversation.

  "To your earlier question, yes. I suppose it does have something to do with that. But even if that had never happened, if I had never met your mother, I doubt I'd be the type to spend my day snapping selfies," I smirked at her.

  She giggled, "What a shame. You're denying the world a chance to see your perfectly handsome face."

  Was she flirting with me? I felt both flattered and embarrassed. "You grew up to be a little tease."

  She batted her eyelashes playfully, "You have no idea."

  "Somehow, I don't doubt that at all," I grinned.

  "So, Michael. I'm dying to know all about you. What, precisely, do you do? I mean, I know that you are rich, but I can't seem to discern what it is that you actually do."

  "The truth? I received a small inheritance from my grandmother after she passed. I invested it wisely, mostly in real estate."

  "Intriguing. And you live in New York, currently?"

  "Yes, though I have a London office that I visit at least twice a year."

  "Fascinating. I would love to visit London."

  "Truly? Perhaps I can arrange that for you sometime."

  "Omigod, really? That'd be fantastic! Would you be able to come too?"

  "Er, uhm. I don't see why not. But surely you wouldn't want some old man following you around as you sightsee. Wouldn't you prefer to take a friend with you?"

  "You're not old at all. And anyhow, I think I'd have a much better time with you than with any of my friends."

  My brow quirked, "Why is that?"

  "They would just want to party and hang out. I would truly like to visit all of the historical places I've read about. I am a secret Anglophile." She put on a horrendous English accent, which was riddled with her French, "I am completely obsessed with all things British."

  "Very well then, I will have my assistant plan a trip out for the summer."

  "See! I told you that you were awesome."

  I grinned, pleased by her compliments. She was just as charming as her mother had been.

  She took a sip of her drink, then asked, "So, how long are you staying?"

  "I have a couple of days cleared at the moment."

  She pouted her lips, and in that moment she reminded me so much of her mother.

  "What's wrong?" she asked.

  "Nothing," I lied.

  "I don't believe you. Is it something I said?"

  "No. It's just that you look like her."

  "My mother," she said matter-of-factly.

  I nodded, "Sorry. It isn't fair of me."

  "No. It's not. I'm nothing like her. If you were my fiancè I would never, ever cheat on you. You are too wonderful of a person to hurt like that."

  I nodded, surprised by the sentiment, "I believe you. You seem much more...grounded. Down to earth. Your mother was always chasing dreams. She lived in her own mind."

  Cloe listened intently, "I barely remember anything about her."

  "Feel free to ask me anything about her. I promise to answer honestly."

  I felt it was the least I could do. I never really gave it any thought, how Cloe must have suffered without her mother or anyone else around to care for her without being paid to do so- a world of yes's, polite nods, and careful nudges away from any questions of gravity.

  She gave me a secretive smile, "I will take you up on that sometime. But for now, I think we should head back. It has been a long day and I'm really tired."

  *

  "Good night, Michael," she lifted her arms and entwined them around my neck while pressing her soft lips to my cheek, "Sweet dreams."

  "You too, Cloe," I savored the feeling of her body pressed against me. She was soft and warm and inviting. Sexual images t
aunted from the back of my mind but I forced them away.

  "Oh, and," she said softly, "If you have trouble sleeping... you can always come in here, okay?"

  "What?" my body tensed.

  "You mentioned you didn't sleep well at breakfast, remember?" she fluffed her fingers through my hair as she smiled, "You can wake me up for a chat, or whatever. If you get lonesome, that is. Though you'll really have to shake me to wake me up. I sleep very hard."

  "Ah, right. So you said."

  "Plus, I've had that wine at dinner. I'm sure that will knock me right out soon." She pulled her head back, smiled once more, then pressed her lips to mine before I could react. "Ooops. I probably shouldn't have done that unless invited to."

  "Cloe..."

  "No," she said as she pressed her finger to my lips. "Don't say anything, okay? Just... if you need me, you know where to find me."

  "What the hell?" I muttered to myself as I made my way to my bedroom. After I closed the door, I sat down on the edge of my bed and replayed every word in my mind, trying to make sense of the situation. Could she have been coming on to me? I could expect it from any other girl, but from Cloe, it felt... wrong. But why? She wasn't my daughter. She wasn't related to me. I barely knew her. At best, I was a benefactor.

  Okay. So. I loved her mother a long time ago. But that was far in the past, and shouldn't have any bearing on the situation. Except it did. And, she was young, far younger than I- less than half my age! But did that truly matter? She was an adult.

  I pulled my hand across my face and tried to rub the confusion away. After pouring myself another drink, I stepped out onto the balcony. Thoughts of Simone nibbled at the edge of my subconscious, but they were easily smothered. Something had changed during this trip. I was beginning to let go of the past.

  After another drink, I left my bedroom and headed for Cloe's. I rapped my knuckles against the door and waited for a response. When none came, I pushed the door open and stepped inside. The ambient light slanting through the windows was enough to see Cloe stretched out across her mattress.

  "Cloe?" I spoke her name softly as I neared the bed. She lay with an arm tucked beneath her head, the other rested just below her breast. Her thin nightgown was tugged up, the bottom ruffle barely covering her pubic mound. I could tell she wasn't wearing any panties, and the thought made my mouth water. I was hungry for this girl.

  "Cloe..." I whispered her name as I ran the tip of my finger across her bare arm.

  "I'm a heavy sleeper," - her words from earlier played through my mind. "Someone could walk right into my room in the middle of the night and I'd never know it. Even if they bounced up and down on my bed I'd sleep right through it!"

  "I guess we will see about that," I said as I placed a knee onto the bed, bouncing the mattress. She didn't stir.

  "Hmmm." I traced the curve of her elbow, just beneath her breast, then pulled my fingers across the flimsy fabric of her nightgown above her nipple. I couldn't help myself. I wanted to see her plump little tits up close. I eased the lacy strap of her gown from her shoulder and pulled it down. Her nipple tightened as it was exposed to the night air.

  My cock twitched as a rush of blood hummed through me. My desire was overwhelming. I was heady with the thoughts of just giving her soft body a touch. One touch, then I'd leave her alone, I reasoned with myself. Not like she would ever know, or object if she did.

  Without hesitation, I leaned down and gave her tight, pink nipple a lick.

  A soft moan purred in the back of her throat. I flicked my gaze to her face to see if I had awoken her, but she remained perfectly still. I wondered if she was dreaming and if she could feel my touch in her sleep.

  Okay. One more touch, I thought, giving myself permission to graze my palm across her other nipple. Her breasts were perfectly shapped, just plump enough to be a handful. Her nipples protruded, dusky pink and puckered.

  Deciding to take it a bit further, I grazed my fingers down her torso, bunching up the nightgown and tucking it up beneath her breasts. Her stomach was smooth and tanned. Perfect. As I scattered a few kisses across her taut skin, I could feel her muscles tightening, fluttering beneath my touch.

  "Awake yet?" I asked as I climbed onto the mattress and pushed her legs apart. I positioned myself between them and admired her pretty little pussy.

  "No?" I asked as I stretched my hand down and caressed her inner thighs. "Still my sleeping beauty, hmm?"

  Cloe made a slight noise in the back of her throat, but otherwise remained asleep.

  Giving into temptation, I rubbed my fingers along her slit. I eased the fleshy lips apart and wiggled my fingers into her warmth, searching for her clit. I found the magic button and rubbed the pad of my thumb across it while sliding a couple of my fingers into her opening.

  Her head rolled to the side as she groaned in her sleep. I watched her face intently to see if she was about to wake up. I wondered what she would do or say if she came awake to see me kneeling between her legs, my fingers deep in her pussy. Would she try to stop me? Or would she want more? Probably more, I reasoned, based on the way she'd been coming on to me, today. Plus, she was obviously hot and bothered earlier; why else would she masturbate by the pool?

  She wanted it, I decided. She wanted everything I had to give her. She wanted my fingers, my tongue, my cock. I wet my lips before leaning over her pussy, glistening with her dewy wetness. Pushing her legs further apart, I split her open and ran my tongue down the length of her heated slit. She tasted like heaven. Like sin. I savored her essence as I writhed my tongue between her plump, fleshy pink lips.

  Cloe started to squirm and I gave a quick glance up to see if I had awoken her, yet her eyes remained closed. I continued my assault, licking her like a man starving, drinking in her juices. Her wetness flooded my face, my chin and lips were drenched. Even if she were sleeping, I could tell that she was enjoying it. It must be one hell of a wet dream, I thought, as I twirled my tongue around her clit. I sucked the little bud between my teeth and nibbled it as I probed her with my fingers.

  She was delicious.

  All I could think about was making her come. I wanted to taste her, feel her orgasm flooding my mouth. I nibbled and sucked her clit, giving it extra attention as I pistoned my fingers in and out of her tight little hole.

  She started to writhe, her perfect young body moving in her sleep. She was pushing against me as if she wanted more. I could imagine waking her up like this every single morning- my tongue slithering in her creamy folds. I wanted to wake her up now, but she remained fast asleep.

  A part of me liked it, the knowledge that I could do practically anything to her without her knowing. Yet, I knew that she wanted it. Another part of me knew I should feel guilty for taking what I wanted while she slept. As a whisper of guilt tugged at the corners of my mind, Cloe curled her fingers into my hair and held my face against her pussy as she orgasmed. Her soft, sensual moan was long and drawn out. Her body shook, trembled against my face, and then her hands fell to the side.

  I straightened up on the bed while rubbing the back of my hand across my damp face. Her head tumbled to the opposite side as her chest rose and fell faster than before. I watched her, waiting, anticipating that she'd wake up, but she didn't.

  Though she might have been satisfied in her 'wet dream,' I was nowhere close. My cock was swollen and aching for release. I gave it a stroke or two as I debated on how to relieve myself. Several scenarios played through my mind. I could jerk off from where I was sitting between her legs and cover her perfect body with my cum. I imagined what her pussy and tits would look like drenched in white streams of my cum. It made my cock that much harder.

  I then fantasized about rolling her over onto her stomach and claiming her ass. There was something erotic about taking her doggy style while she slept. But, what I really wanted was to feel her soft lips wrapped around my cock as I pushed into her mouth.

  Without another thought, I climbed over her legs and stood beside the bed. I pu
lled my pants and boxers off and left them on the floor in front of her nightstand, then eased a knee onto the mattress near her head. I cupped her head and pulled it up slightly as I stroked my steel-hard dick against her lips. To my surprise, they instantly parted, and I slid my cock into her warm, wet mouth.

  "Fuck, Cloe," I whispered as I stroked into her mouth. At first, she lay there asleep, utterly passive... and then I felt a hint of movement. Her tongue undulated, then licked at the underside of my cock. Her eyes remained closed, so I knew that she was sleeping, but some part of her responded to me invading her mouth anyway. I groaned as her tongue worked its way around my cock.

  I had enjoyed blowjobs in the past by very skilled women, but none of those compared to the excitement coursing through me from the sensations of Cloe's tongue licking at me. Her lips were soft but firm around my shaft. When she began to suck, a wave of pleasure pulsed through me and I knew that if I didn't pull out soon I'd be squirting my load down her throat.

  I stroked myself into her mouth a few more times, then reluctantly pulled away. I was panting and on the cusp of cumming. Inhaling a deep breath, I found my control and moved to the bottom of the bed. She shifted somewhat as I climbed onto the mattress and poised myself over her sleeping form. I pressed my lips against her forehead, then her lips.

  "I'm going to fuck you, Cloe," I whispered in her ear as I rubbed the head of my cock against her wet slit. "If you don't want this, you better wake the fuck up and stop me. Because if you don't, I'm going to shove my cock into your sweet little pussy and fuck you senseless."

  She gave a throaty little moan, but nothing else. I couldn't hold back any longer. I didn't want to hold back. I wanted to slam my dick into her hard and fuck her with abandon. I wanted to feel her pussy squeezing my cock as I shoved myself into her deeper than any man had ever been.

  "Dammit," I muttered as I slipped the tip of my dick into her tight hole. I could feel her inner muscles contracting- massaging my cock. "I'm not stopping," I said as I pushed into her. She felt delicious and fit perfectly around me. I moaned against her ear, "Fuck, your pussy feels so good."