I’m meeting Carver at his room. It’s my second day at Billionaires Island, and I have to say it’s been quite nice so far. I moved into his suite last night, unsure what to expect. After all, he was likely going to expect me to put out, given our little escapade on the first day.
But surprisingly, he was an utter gentleman. There are two bedrooms in the suite, and he had my things put into one, while he remained in the master. That was something I wasn’t expecting.
Then, we had dinner together, and it was really nice actually. He ordered room service, and we had a massive steak to share, with creamed spinach, mashed potatoes, and a huge dessert of ice cream and cake. It could have been my birthday, it was so lavish.
That was when I thought he was going to make his move. As I giggled and spooned ice cream into my mouth, I could see him watching me closely. Those blue eyes seemed to focus on my pink pout as I gently licked the spoon and patted my lips. Then I gazed at him with what I thought was invitation in my eyes.
Carver’s blue gaze sharpened, but his motions remained gentle. Instead, he merely escorted me to my bedroom, softly closing the door with a click. And then I was alone in the large space, looking around at the giant double bed and huge armoire. What just happened? I thought for sure that he was going to seduce me, but instead, I spent the night alone, tossing and turning while thinking of him.
Now, however, I’m supposed to meet him at the suite once more. We’re going out to dinner somewhere, and I want to look beautiful for him. I’m not sure why, because he’s my boss, but somehow, I just want to come off as sexy and alluring.
Slowly, I step out of my swimsuit and into the en suite shower. The cool water feels nice as it sluices over my body and I get all clean and shaved, making sure not to miss any spots. Then I step out and dry myself off with a big fluffy white towel, patting gently while smiling at myself in the mirror. Who is this girl? The old Ava was so confused, but the new Ava actually wants to be a vixen.
Slowly, I walk over to the dresser and open the top drawer. Yes, there it is. The hot pink pasties and matching g-string. I’m not sure where I was supposed to wear this, but now seems as good of a time as any. Quickly, I step into the g-string, pulling it taut against my creamy pussy. The fabric is so thin that it highlights my lips, showing the outline of their puffy fullness, instead of concealing them. The pink string disappears between my moons, leaving the hugeness out and hanging.
Meanwhile, the pasties do even less. I have huge tits with large areola, and the dollar-sized pasties barely cover my nipples. I stick them on, nonetheless, trying to get as much coverage as possible but it’s hard. I’m big, and these pasties are small. Frowning, I adjust them in the mirror once more. Well, hopefully the light glinting off the diamante studs will distract Carver from the fact that these really don’t cover much at all.
Finally, the six inch heels. I step into them, and then look in the mirror once more. Oh yes. This does the trick. The heels lengthen and elongate my legs, forcing my bust forward and my butt in. I immediately have better posture, and my bosom looks even bigger than before, if that’s possible. They jiggle and bounce lightly as I stride experimentally before the mirror.
At that moment, the snick of the front door sounds, and I know that Carver’s back. I hear the door close, and then that’s when I make my appearance.
Peeking my head out of my room, I giggle as we make eye contact across the common space.
“Hi,” is my breathy coo. “How are you? How was your day?”
Carver looks insanely handsome in khaki shorts and a white t-shirt which highlights his athletic physique. His skin is tan, and those blue eyes seem even bluer today, completing the white flash of his teeth.
“I’m good,” he says. “Why are you hiding?”
I can already sense the interest in his eyes and my cheeks go hot.
“Well, I know we don’t know each other very well,” I say, still shielding myself behind the door, “but I figure you’re paying me, so we should get to know one another.”
He nods, those blue eyes intense.
“You’re right, Ava,” he growls. “I’d love to get to know you. Now come out from behind that door and show yourself to Daddy.”
That’s my cue. With a giggle, I teeter out into the living room and to my delight, Carver’s eyes flash a brilliant blue before going almost black.
“Fuuuuck,” he groans. “What the hell?”
“What the hell?” I echo teasingly while spinning around in the living room. “What do you think? You’re the one who provided this outfit. Everything I own is a t-shirt and shorts. I have nothing like this in my real life.”
Carver’s breathing hard, his eyes on fire. In fact, I look down and giggle again because his huge cock is making an imprint on his shorts. Oh my god, it’s so enormous that the snake is rising, lifting, and beginning to wrap around his hip it’s so big.
“Do you like what you see?” I ask, raising both hands to fluff my hair playfully. The gesture makes my breasts bobble and I can almost see Carver jerk in his shorts.
“I like it,” he whispers harshly. “Now come here, baby girl, because Daddy wants a taste.”
He sits on a nearby chair, and immediately, I’m pulled into his arms, sighing as he yanks off a pasty before latching onto my nipple with his mouth.
“Ohhhh,” I breathe, my eyes closing as I lean my head back. “That feels so good.”
“It does, doesn’t it?” Carver growls against my skin. “You feel so good, sweetheart.”
Hot tingles run straight from my nipple to my cunt and I begin to pulse wildly down there. Reading my mind, Carver slips a big hand down and begins to stroke me through the thin fabric.
“Fuuuck,” he rasps, lifting his hand for a look. “You’re drenched sweetheart.”
My eyes open a bit and I see he’s right. The pink fabric is now a deep purple from my fluids and I mewl a bit, surprised. I’m a responsive girl, but in the arms of this man, I’ve become a whole new woman.
“But I like it,” he whispers in my ear while his hand slowly pulls my pink panties to one side, revealing the steamy folds within. “You’re such a slut, sweetheart. Finding you like that, on your hands and knees with that dildo buried inside? I knew you were the right girl immediately.”
I gasp, throwing my head back as he rubs up and down my slit before giving my clit a pinch. Oh! Hot tingles shoot through my pussy and I gush again as my breasts bobble, the nips hard and aching.
But instead of going to town on me, instead, Carver shifts to unbutton his shorts and then it happens. That huge cock pops out, hard and unrelenting against my bottom. I gush again, and this time the juice drips down my thighs until it coats his balls.
“Fuck, I knew you were meant for this,” he rasps, while turning me around so that now I’m facing him. I’m completely nude in his lap, my legs spread with my pussy squished against his hard shaft. He jiggles me around some so that my lips are spread on either side of his rod and soon I’m doing a languorous camel toe ride on that huge length.
“Yes, sweetheart,” he breathes as we both watch my twat slide up and down his man meat horizontally, coating him in my fluids. “Yes. By the way, I wanted to ask you something.”
My eyes fly open. What? Why now?
“Carver,” I pant. “I don’t think this is a good time,” I manage to say as I drag my clit along his length once more. Oooh, it feels so good! I’m leaving tracks of female nectar on his cock and I can feel him jerking and quivering beneath me from excitement.
But Carver puts two hands around my waist, preventing me from moving anymore.
“Sweetheart, I wanted to let you know that I entered us into a contest here on Maruba.”
I can barely hear his words.
“What?”
“Yes, baby girl. We’re going to be in a contest, along with Amelia and those triplets. But we’ll be competing against them and I want to win.”
I wriggle my hips again, trying to rub my clit against his cock. My breasts bounce and I see Carver go totally motionless while staring at those creamy mounds. But then he comes back to himself and grins at me once more.
“Where was I? Oh right. A contest, sweetheart, at the end of your three month stay.”
“Okay that’s fine,” I breathe, desperately trying to wriggle again.
But this time, Carver’s eyes don’t drop down. Instead, he continues to look me in the eye and says, “Sweetheart, are you listening? Like I said, I’m a billionaire who likes winning and you, my beautiful girl, are the horse I’m going to ride in the Championships. Because you see, good girls need discipline, and in this case, they need some extra-special motivation as well. That’s why my friends and I have set up this thing.”
His words don’t make sense.
“What contest?” I ask, unable to completely focus. “What?”
He grins, knowing how aroused I am.
“Well, we all want our girls to plumb their depths so to say, and we’re just going to see who’s the best at plumbing their depths.”
I wriggle again, desperate to rub my clit against his cock.
“What do you mean?” I breathe. Then I come to my senses slightly. “I went to college,” is my pert reply. “I can hold my own against those dumb triplets any day.”
Carver chuckles.
“I’m sure you can, sweetheart, which is why I’m looking forward to this competition. But sweetheart, this contest isn’t about, ah, being booksmart. It’s about being physically adept, if you get what I mean.”
I stop wriggling for a moment.
“Physically adept? Oh no, I can’t do that,” I pant, “because I was horrible at Phys Ed.”
Carver merely chuckles again, this time letting go of my waist with one big hand to bobble a breast in his palm. We both watch as it jiggles and shakes before he tweaks the nipple, making me squeal a bit.
“No, sweetheart, like I said, we’ll be plumbing your depths. Specifically, your personal depths. Especially down here,” he says, shifting his palm to my pussy and covering the pulsing folds down there.
Suddenly realization hits me. It took a while, but I know what we’re doing now.
“You’re kidding,” I say, going stock still.
“No, I’m not,” he says in a smooth tone, still playing gently between my legs. “I’m really not.”
“You must be kidding,” I reiterate again, looking him straight in the eye. “You want to see which girl has the deepest pussy, don’t you? That’s the competition.”
His blue eyes gleam.
“Well, yes, you’re right,” he admits. “But Ava, I have no doubt that you’ll win because I handled that toy you had in yourself, and it was what? Eight inches? Nine?”
“Nine,” I say tightly. “But what the hell? You can’t have a competition like this! It’s wrong!”
He raises an eyebrow at me, and I’m stunned again at how godawful handsome Carver is. He’s got a strong Roman nose, perfectly sculpted lips and glinting blue eyes that are looking at me with humor right now. Okay, so I’m nude and riding his dick in the middle of the room, but still, this is an important conversation and we have to have it.
“What do you mean, wrong?” he asks in a drawl.
I gape at him.
“Well, wrong as in girls don’t do this kind of thing. We don’t … I don’t know, measure the depths of our pussies so that men know how deep we are! Eew, that’s gross!”
He shrugs.
“It doesn’t sound gross to me, and if anything, I think it sounds really good. It’s something I’m definitely interested in. I’d pay good money to watch a competition like this.”
I snort again.
“That’s what’s wrong with you billionaires. You think money buys you everything, but it doesn’t,” I proclaim haughtily. “You can’t buy my dignity with cash.”
Again, I realize the irony of my words given our current position. Not only am I nude in his lap, but I barely know this man. Yet I’m talking with him about illicit subjects concerning my body, and feel totally comfortable doing so. What gives?
Carver merely shoots me a sly grin, one corner of that gorgeous mouth curving up.
“Sweetheart, I don’t think my money can buy me everything. Not at all. In fact, I’ve learned the hard way that the best things in life are free. Isn’t that how the saying goes? But I’d love it if you competed. How about, just for participating, I’ll give you a prize.”
My eyes squint.
“Didn’t you just hear me? Money can’t buy you everything!”
He shrugs.
“Well, I wasn’t going to offer you money as in cold, hard cash. I was going to offer you a recommendation for graduate school from the Pope himself. And in addition to that, I’ll pay for tuition for however many years, if you’re interested. That is, only if you’re interested. Of course, money can’t buy you everything, but I’m sure that a recommendation from the pontiff can’t hurt.”
I gape at him.
“How did you know I was thinking about applying to Ph.D. programs in religion?” I whisper. “I haven’t told anyone about it.”
He grins.
“Let’s just say a little bird told me,” he says smoothly. “This is the Billionaires Club, sweetheart, and we know everything. But what do you think of my offer?”
I stop to ponder, ignoring the fact that I’m currently chest to chest with Carver, my nipples trailing through his chest hair. His enormous cock is still buried between my pussy lips but I’m no longer throbbing and aching with need. Instead, I’m imagining possibilities. Me, freed from student debt. Me, going on for a graduate degree when no one else in my family has even finished college. Me, with the Pope’s recommendation in my file.
“The Pope doesn’t know me,” I say slowly. “How could he possibly write me a recommendation?”
Carver shoots me an indulgent grin.
“Sweetheart, he doesn’t have to know you. He just has to meet you once, and then one of his assistants will write the letter for you. Imagine that: a recommendation from the Vatican with the Vatican’s seal and Papal stamp. Who wouldn’t do a double take when seeing that?”
I feel dizzy and light-headed but make myself stay upright in his lap.
“Okay fine. But what would this competition entail?” I ask in a tight voice. “Who’s in it? And do we sign a contract or something?”
Carver grins.
“First things first, sweetheart. This competition is with girls you already know: Amelia and those triplets.”
“Amelia?” I sputter. “She’s agreed to this?”
Carver grins, flashing that movie star smile again.
“Well, she will after my friend Evan gets through with her. And yes, those triplets will be competition too, which is why we have to get you stretched out.”
“But there’s three of them!” I gasp. “How is that fair?”
Carter shrugs.
“Each girl is her own team. If anything, they’re at a disadvantage because their host, my friend Brett, is going to have to coach all three of them through the competition.”
I almost stop breathing for a moment.
“So you’re my coach?” I ask slowly.
“Of a sort,” Carter drawls lazily.
I stare at him.
“And what does that mean?”
He shrugs, like a man without a care in the world.
“The usual. I get you warmed up, stretched out and relaxed for the main event, and then after you win, I get the glory of knowing that I helped groom a champion.”
I narrow my eyes at him.
“I’m not a show pony, Carver. I’m not going to bounce and trot just because you say giddyup.”
But that’s where things go off the rails because the billionaire gets a knowing gleam in his eyes then.
“Oh really?” he says in a low voice while trailing one large finger down my nipple. Shamefully, the pink crest hardens and pops right back up, as if dying for his mouth. “Well, if I’m not your coach, then I’m not sure what I am. But that’s okay sweetheart, because I think it’s time to practice for this dirty competition regardless of my title. Are you ready?”
And before I can reply, the billionaire’s mouth descends upon mine and I cry out in pleasure at his masterful touch.