Gambling For The Virgin: A Dark Billionaire Romance

by Dark Angel

  “Seediness?” I ask with a smile.

  Gerard smiles at me. “A certain type of character who will come to define the market, yes,” he agrees with me. And yeah, he’s got a fucking point. I mean, you’re not going to see blue chip companies like Disney try to buy the Sex Palace on 3rd Avenue that my Dad built in 2010, or the Swinger's Club in Miami. That’s not going to be purchased by Coca-Cola. But still, I want some type of fucking standards.

  “I mean, who is this guy representing? Is it a company? Or a person? Something, anything, is all I’m looking for,” I tell Gerard.

  “Maybe we should start our transactions with a limited subset of properties then and try to ascertain more information,” Gerard suggests.

  That’s a pretty good idea. Give this Mr. Giannoni something and then dangle the prize in front of him in exchange for more information.

  “I like that,” I tell Gerard. “Why don’t we sell the entire strip club portfolio first and see what we can find out?”

  I’m not worried about selling the strip clubs. The only real employees in a strip club are the managers and the bouncers and they’re all tough as fucking nails. Dad had strip clubs from Myrtle Beach to San Francisco to New York City. Even if its fucking ISIS buying these clubs, the girls will all be able to simply move on and the guys that work there—heaven help anyone that tries to fuck around with them.

  “Agreed, let’s get the paperwork sorted on that. And what do you think the earliest we can prepare for signature would…” I don’t get a chance to finish because Gerard interrupts me.

  “I think we can discuss this a little later on today, sir,” he says and my eyes flash up to see him on the monitor. He’s looking past me, somehow. “I didn’t realize I was bothering you, Arsen. Thought you normally slept alone.”

  I turn around and see Ashley standing at the door to my bedroom. She’s looking into the living room, wearing one of my collared shirts.

  God, she looks so fucking cute.

  I barely get a chance to register as Gerard says goodbye and hangs up. He probably felt a bit awkward, which is a fucking riot considering that we were talking about selling off pieces of a sex empire.

  But who cares about business deals when the hottest fucking girl is standing just a few feet away from me wearing nothing but my shirt?

  “Who were you talking to?” Ashley asks, as she takes a step closer to me.

  “My lawyer, Gerard,” I say, desperately aware that my cock is starting to harden and stick up. Ashley notices too.

  “I overslept,” she says, rubbing her eyes.

  “That’s okay,” I say, standing still. “I was going to come back to bed …”

  “No, that’s okay,” Ashley says and I can see her hands come up and begin to fiddle with the buttons. She’s got a bit of bed head, and for the millionth fucking time I think how goddamn cute she looks.

  “What was he talking about?” Ashley asks me, coming up to me. “Selling strip clubs?”

  Oh. Fuck.

  Here it is, isn’t it. I never fucking told her what I do. Where all this money comes from.

  But what have I always told you?

  That I’m going to be fucking honest. No matter what.

  “I own the strip club that you used to work at,” I tell Ashley and I see her large eyes grow wider as she looks at me. “The night that I ran into you in the cab, I own that club.”

  “You own a strip club?” Ashley asks.

  “Among other things,” I reply. “My dad was a big deal in the sex industry.”

  Is she going to leave? Is she going to ask me why I do what I do? Is she going to be a prude?

  God, I don’t think after what we did last night, she can even be a fucking prude.

  But being a billionaire sex trafficker is sort of different from say, being a billionaire banker. I wonder what her reaction will be?

  “If you were at the club and you own it,” she starts and comes closer still. “Why did you never get a dance from me?”

  Oh.

  Wow. Not what I was expecting.

  I don’t say anything as Ashley gently pushes me back and I sit down on the leather chair next to the video monitor I take video calls on.

  Ashley turns on some music on her phone and turns up the volume.

  It’s 7:47 am and I’m about to get a lap dance from the hottest fucking woman I’ve ever met.

  Ashley turns her back to me and slides off my shirt, showing me the back of her naked body.

  Her toned ass bounces in front of me as she moves her weight from one foot to the other.

  The thing about her is that she doesn’t look like a stripper. Her tanned skin doesn’t speak of countless nights spent under neon nights, and her face still looks fresh and full of candor. She doesn’t seem like a product, built to seduce over and over again, as if in a production line. She looks as real as the girl next door, just perhaps not as innocent.

  Ashley looks through strands of her hair at me as I sit a few steps from her. The movements of her body match the flow of the music, her hips rocking from one side to the other. She moves her neck in a circle and, with her hand, whips her hair back.

  With a strut to her step she comes near me, her feet making her turn; she leans forward, her ass at my eye level. Her long fingers caress her round cheeks, and I bring my hands up to her ass, resting on the sides.

  I can feel my cock stirring as I touch her—her ass is apple shaped, her skin soft and without blemishes, a gentle firmness to it. I allow my fingers to explore, tracing the outline of her ass, my fingertips reaching for and caressing the dimples in her lower back.

  She turns on one heel, her hands going down her body as she sways her hips. She can feel my gaze upon her, and my mouth is already dry with desire. Grabbing his hands she guides them over her flat belly and up to her tits. Her nipples are hard against my fingers, almost begging to be licked, and as I gently squeeze she allows a smile to light up her face.

  Ashley climbs on top of me, each of her knees resting besides my legs, and brings her breasts closer to my mouth. I can almost feel her salivate as I take one nipple between my lips, nibbling gently.

  She starts rocking her hips back and forth, pressing herself down onto my crotch as my tongue runs around her nipples, my long fingers embracing her firm and perky tits. She leans into me, pressing my face against her cleavage, and tugs on my earlobe with her mouth. My cock strains against my pants as my hands went to her hips, feeling her warm and soft skin.

  She straddles me, her pussy now rubbing against my cock. Her hips go slow, keeping in sync with the mellow music, but starts going fast and hard as the rhythm of her body starts to gain a cadence of its own. A warmness starts spreading over her pussy as it presses against the long shape of my hard cock.

  Suddenly, Ashley realizes something as she looks into me and stares into my eyes. From where I’m sitting, it looks like something primal, something wild and primitive that floods her heart and mind, tainting her thoughts with sex.

  Her fingers go to my face and with a grin on her ripe lips, she starts stroking my cheek, her knuckles brushing against the hard muscles in my chest as she comes down.

  I push my hips up matching the rhythm of her body, my cock pulsating as hot blood flows through it. I take one silken nipple inside my mouth, sucking at it with abandonment as my other hand squeezes the creamy flesh of her breast. She groans in pleasure as my white teeth gently nibble on her, her fingers resting on my naked shoulders as her body keeps grinding against my own.

  In a swift motion she rises up and, turning her back to me, lowers herself once more onto my crotch, my cock hardening even more as it nestles comfortably between her ass cheeks. Back and forth she goes, her ass rubbing against me as her pussy becomes wetter. Her hands go behind her back and she caresses my inner thighs, feeling my thick tip along the way, inflaming it with desire; she cups it with her fingertips, feeling my cock’s head swelling against her touch.

  With one hand still cupping her b
reasts, a hard erect nipple trapped between my fingers, my other hand slides down the arch of her back. My breathing grows ragged against her neck and, with one hand, I press my cock against her ass crack, my shaft nestling between her cheeks as it pulses almost too painfully.

  “Someone’s getting enthusiastic…” She says, her words soft and mellifluous as she gets up, her hands resting on her hips.

  I lick my lips unconsciously, my eyes longing for the pink fleshy slit between her thighs. I want to taste her, to ravage her whole body and make her moan and scream. Just one look at her eyes and I know she can read all that in my face.

  She leans into me and, with one hand sliding down my chest and over my hard abs, she goes down on her knees. She draws a deep breath, seeing for the first time my entire cock, its length enough to give her pause.

  She curls one hand at the base of my cock, the other one gripping over it. She moves her hands slowly up my shaft, her eyes lock on mine, reading the burning desire written all over my face.

  She comes closer, her tongue slowly sliding out of her open mouth and resting over the base of my cock, twisting up its shaft and lubricating my cock. When she gets to its head she opens her mouth wide, allowing her lips to savor my manhood as they encase my glans. But she doesn’t stop there; her lips keep progressing over my cock, making it slide over her dancing tongue as it pushes down her mouth, filling her.

  I exhale slowly as the nerve endings on my cock brush against the inside of Ashley’s cheeks. This is too fucking good. She’s going down on my cock as deep as she can, still enough of my length left out for her to grasp with one hand. Her movements ebb and flow, a whirlwind of sensations spreading from my cock to the rest of my body. She knows what she’s doing, every single flick of her tongue and bob of her head a calculated movement in a frenzied dance.

  My stomach clenches in pleasure as my cock burns hot—with just her mouth she's ready to make me cum. I instinctively reach for her head, my hands wanting to guide her movement as I explode inside of her, but her plans aren’t the same as mine.

  Pulling her head back she takes my cock out of her mouth, her fingers curling around it gently.

  “Don’t even think about it,” she says, her tone soft but commanding. “Your cock is now mine, and you can only cum when I say so.”

  I almost grab her by the hair and pull her head back to my cock, shooting my load into her face despite her bossiness. But, instead, I grit my teeth and clench my muscles hard, feeling my semen receding back down deep inside my body. Lets let her have some fun. Let’s let her take control. Let’s see what she’s got inside of her.

  I nod.

  “Good,” she whispers, her tongue jabbing at the tip of my head. “Very good…Now, can you take more…?”

  The palms of her hands go to my chest, pushing me back against the leather couch. Like a tiger ready to jump on its prey she climbs on top of me, her movements fluid and deliberate. She grabs my cock with one hand and, rubbing its head against her pussy’s moist outer lips, she whispers her question once more against my ear.

  “Can you take more, Mr. Hawke…?”

  “I can take a lot more.” That was my curt response as, with an upwards push of my hips, I sheathe my cock deep inside her, her inner warmness embracing my pulsing skin. She moans as I felt the walls of her pussy stretching and stretching, working hard to accommodate my thickness. I plant my hands on her ass, pulling her cheeks with outstretched hands as my cock pounds her pussy without mercy.

  Fuck, I’m close once more, my cum straining deep in my body, aching for release. I don’t care if I cum in her mouth or in her pussy, I just want to feel that sweet discharge of electricity running through my body, my cum gushing out in a torrent. But, once more, she can feel my urges and she yanks on my hair, her voice against my ear leaving no space for disobedience.

  “Don’t… you… fucking… dare!” She whispers, her hips now setting the rhythm—a more gentle tempo, enough for me to catch my breath and pull myself together. “You want to cum real bad, don’t you?”

  You bet I do, I thought to myself, unable to pronounce the words as I struggle against the urge to shoot my load inside of her.

  “I know you do.” She whispers, swaying her thighs and delighting herself as my thickness rubs against her insides. “But I’m in charge here… I tell you when to cum.”

  I bury my face between her tits, breathing her scent in. I’m going crazy, my cock feeling hard as steel, my tense muscles almost bursting at the seams as sweat starts trickling down my body. I don't know for how much longer I'm able to hold on.

  She rides me hard, showing no mercy to the pleading in my face. My cock's hers, even if only in this short moment of time, and she can do with it as she pleases.

  “Now…” She moans, tugging at my ear with her pearly white teeth. “Now I’m going to come. I’m going to come and you’ll have to remain hard…Say it.”

  “You’re going to come…” I manage to say through gritted teeth.

  She pulls hard on my hair, her voice commandeering him.

  “And?”

  “And I’m going to remain hard.” I mutter.

  “Yes… Yes, you will.” Her knees chafes against the leather couch’s pillows as she rocks her body over me, my cock sliding furiously in and out of her, her juices covering it over and over again. She takes her fingers to her clit and, throwing her head back and closing her eyes, she presses and rubs on it, thunder spreading through her loins. Her body jolts as my cock goes deep, hitting that sweet spot buried deep inside her. She screams, pushing her shaking thighs against me as her hands pull my hair uncontrollably. She doesn’t know anything at the moment... but she doesn’t care. In that single moment, the only thing she cares about is the endless explosion of pleasure happening all over her body, making her skin boil as if she's about to disintegrate.

  She grins, breathing in deeply as I pull out my cock from inside of her now too sensitive pussy, her whole body shuddering as its thickness passes through her outer lips.

  “Stroke it… Stroke it for me…” She tells me, grabbing my wrist and guiding my hand. I do as I’m bid, my fingers grasping my member and moving up and down. I know I can’t hold much longer and, if I try to, something will pop inside my head. “Cum… Cum for me…”

  Three words. Three words from her and my cock immediately explodes, warm white semen gushing outward and covering her belly in thick ropey strands. My fingers claw at her ass as my whole body feels as if it’s ripping apart, my muscles so tense I can almost swear I hear the flesh tearing apart from the bones.

  “Holy… fuck!” I mutter through pursed lips, my brow furrowed in effort. I’m gushing so much cum that it’s splattering her whole body, dripping down from her tits and belly to her legs and pussy and then, finally, trickling onto the floor in thick drops.

  I close my eyes and lean back, my exhausted and trembling body reclining against the couch. I sigh heavily, tender fingers softly grasping my hair, and force my eyelids open. Ashley’s eyes are on me, watching, a twinkle of mischievousness on them.

  I give her a wide devilish fucking grin and, still reeling myself from everything, tell her the first thing that crosses my mind.

  “You are fucking amazing.”

  She says nothing, but something flashes behind her eyes—something that seems confident and yet sad at the same time.

  69

  Ashley

  “Hi this is Misty, who am I speaking with?” I say into the phone as I lean back. I’ve put on white lace stockings with a matching white lace thong and lace bra. I have heels on, and I decide to recline on my sofa.

  The truth is, I need this. I need to get back to de-personalizing the sex—especially after yesterday morning.

  I can still remember the events as they happened.

  “You are fucking amazing,” Arsen said to me as I stared up at him, his cum dripping from my face and body. In that moment, the fog of lust began to slowly clear from my brain and for a moment, I felt�
�what was it? Familiarity? Love?

  I quickly got up from the floor of his living room and ran to the bathroom. I showered as quickly as I could and put on my clothes to look as presentable as possible.

  “Where are you going?” Arsen asked me when I emerged all prepared for the day.

  “Some of us have to work, you know?” I asked back, rhetorically.

  He snorted and took a step closer to me. I took a step back.

  I can’t understand why.

  “Hi Misty,” the voice on the phone breathes. “My name is Max.”

  “Oh, I’ve been waiting for someone like Max with a sexy name all day long,” I coo into the phone. “What are you wearing?”

  As Max goes on and on about what he’s wearing, I think back to how I left Arsen’s apartment yesterday morning.

  “I thought we could get brunch,” Arsen said to me as I made for the door.

  I kept walking.

  “Is everything okay?” Arsen asked again. This brought me up short. I turned to him.

  “Why didn’t you tell me that you owned the strip club?” I asked him.

  He stared at me, putting on a robe so he wasn’t completely naked and walked over.

  “Does it bother you?” he asked.

  I think it did bother me. Even now, I think it still bothers me.

  “What bothers me the most though is what Yasmine said,” I replied back to him. “She said that the owner of the strip club also owned the phone sex company that I work at. Called…”

  He didn’t let me finish. “Simulated Pleasures, LLC,” he finished my sentence for me. “And yes, I own that as well.”

  At first I didn't know what to say. But I know that Arsen was watching me.

  “That means you know what I do for a living,” I stated. It wasn’t so much a question as more a statement to myself. “You know what I’ve had to do in the past. How I’ve had to dance.”

  Arsen nodded. “I don’t care about any of that,” he said. “I only inherited this company from my father…”