Debts to Pay - Part 1 (Ariana Richards)

[Cptnstrwrs]

Private Jet of British Billionaire, Landen Long
Somewhere over the Atlantic Ocean



        Hi everyone. It's Ariana Richards and have I got a story for you. A few weeks ago I was part of a charity auction in Las Vegas, raising money for a new hospital. My new friend Jennifer Love Hewitt and I were participants in the auction to win a date with a celebrity. The young British billionaire Landen Long made sure he won the dates with Jennifer and I. He took us back to his mansion in Las Vegas. While we were there he had sex with Jennifer after sticking me into a virtual reality sex simulator...and I may have broken it. Hey! It's not my fault! Who wouldn't end up squirting all over experimental sex toys in the same situation. The simulation was so real! There I was, surrounded by a bunch of big, muscular black guys. I know they weren't real but it felt incredible! Big, black dicks, all just for me, stretching and filling all my holes. Any woman would have done the same in my situation. Landen was more than a little upset and said that I could work off my debt to him. Of course it's not going to be a one and done situation.

        I'd only been home for a few days when Landen called me and gave me my first 'assignment'. One of his silent business partners in the porn company he owes is thinking of renegotiating his agreement with Landen. He explained to me that his partner owned most of the buildings that the porn company filmed in. His business partner, apparently a big fan of my work, said he will keep his original contract with Landen on one condition: I spend the night with his business partner. Landen explained to me that his partner wishes to remain anonymous and wanted our evening together to take place in a hotel in Dubai, owned by his father, a rich Middle Eastern oil baron.

        We're already several hours into our flight and it's taken everything I have not to fall asleep. "Now remember my dear, this...encounter will be much different than anything you've done before. First, I know how...eager you get sometimes, but you are not to do anything without my partner giving you permission. Second, he wishes to remain completely anonymous. You will only call him Sir...or Master," Landen says, smirking at me. "Sometimes he likes to totally control his woman. You are to be completely subservient at all times. Take things slow unless he tells you otherwise. Just because he has a thing for American women, and in this case you, that doesn't mean you're going to fuck him wildly like you've done with several of your previous porn costars," he adds, staring intently at me. "My business partner also takes his safety seriously as well. Once we land you will be blindfolded and driven to the hotel he's staying at. Understand that under NO circumstances are you to remove the blindfold until HE tells you too. Am I clear?" Landen asks. "Yes. I understand," I reply. "I'm also slightly relieved to see that you didn't totally dress like an American whore," Landen adds, smirking at me.

        I decided to go classy, but with a hint of sexy. In the end I chose a black cocktail dress that stops a few inches above my knees. The two thin straps are good at holding the dress in place but it also means I had to go with a strapless black bra. The matching panties are also black, one of the more sexier thongs I own, if I do say so myself. My dress also shows off just enough of my tits to draw an man's attention but still cover enough of me that they have to use their imagination. The outfit is topped off with a pair of black high heels. I hate them and they're hard to walk in, but it is a special occasion after all. That being said, I hope it's not too much for Landen's business partner. The last thing I want is to sleep with this guy and have him decide NOT to honor the original agreement with Landen.

        A few more hours go by and we start our descent. The view is breathtaking, easily the most beautiful city I've ever seen. Even with all the money I've made acting, painting and my...other career choices I'd still have a hard time affording a place like this. The plane comes to a full stop and Landen stands, motioning to me to follow. He stops a few feet from the door. "My people will make sure you're luggage gets to the hotel. But right now...it's time," he says, holding a blindfold in his hands. He ties it tightly around my head, trying not to panic as everything is now completely dark. Landen, or maybe one of his staff, I don't know, leads me down the steps of the plane. I hear a car pull up, followed by the sound of a car door being opened. Two hands, one on each of my shoulders, close tightly, probably security guards, and they lead me to the car, closing the door behind me. We drive for what feels like an eternity. Helping me out of the car I'm lead to what I can only assume is an elevator and we go up.

        The long, awkwardly silent ride up finally ends. The guards guide me out of the elevator and down a long hallway. We stop and I hear them knock on a door, speaking a language I don't know. A muffled voice answers and the door opens, the guards escorting me inside. The door closes behind me and my head is jerked back. I feel a couple of hands pulling on the blindfold, untying it. As I look around the hotel room I'm totally caught off guard. To call it a suite would be an understatement. The room is probably larger than most people's houses, but I'm not surprised considering the father of Landen's silent partner owns the hotel. The guards take me to a room off to the side, closing the door behind me as I enter the room. Checking out the room it looks like a salon, a chair set up in front of a large mirror, all kinds of make-up spread out on the top of the dresser the mirror is attached to. Racks of clothing line the walls of the room, ranging from dresses to lingerie to...costumes of all types. "You! You are the one our master has been waiting for! Sit down! Quickly! We must not keep him waiting!" A voice says from behind me. I'm ushered over to the chair by two women, both of whom seem agitated.

        I'm barely in the chair for a few seconds and one of the women starts putting make up on me, blush, eyeliner, and lipstick. As she's doing that I feel the other woman's hands pulling on my hair again and again. It takes me a few seconds to realize she's braiding my hair into one long braid. The first woman finishes up with my make-up, walking over to one of the racks of clothes. The second woman, finished with my hair, walks around to face me. "Quickly now! Undress!" she barks at me. "What? I don't..." I start to say. SLAP! Her hand strikes me hard on the cheek, my face stinging. "You were given the rules! Do not speak unless spoken to, and to obey when given a command! Now, undress filthy American whore!" The woman snaps at me. I stand up from the chair, unzipping the back of my dress, letting it fall to the floor. I push it aside with my feet, waiting expectantly. SLAP! "Stupid woman! Did I not tell you to get undressed?! Why are all your clothes not off?" The woman exclaims, slapping my other cheek. "Why are all attractive American women so stupid?" She says, shaking her head as I take off my bra and drop it to the floor. "Hmm...You are a little older than our master normally likes, but who am I to question his choice in women?" The woman asks as I slide my panties down my legs.

        Although I've been naked in front of strangers plenty of times before, I can't help but feel a little self conscious this time. I cover my tits the best I can with one arm, using my other hand to cover my crotch. "Ha! NOW the dirty American slut is worried about being modest! Here! Put this on! Quickly!" She says, thrusting a hanger at me. I take it from her, looking the costume up and down. It's some kind of harem girl costume, made up of a gold bra that's A size or two too small, probably on purpose, and a skimpy pair of gold panties with two long pieces of purple see thru fabric hanging off of it, one in the front and one in the back. There's also a veil, made from the same purple material with straps that go around my ears to hold it in place over my mouth. I dress quickly and silently, trying not to make eye contact with either woman as I get dressed. "Follow me!" The first woman barks, leading me to a door on the far side of the room. "Go! He is waiting for you in there! And remember to obey quickly and quietly!" She snaps.

        I approach the door slowly, knocking on it softly. "Come in!" A loud, powerful male voice replies. Grabbing the knob, I turn it slowly, pushing the door open. Walking in I can tell it's a living room. Sitting on a couch in the middle of the room is a younger, tan skinned man dressed in a clearly expensive suit, no more than twenty five years old. Scattered around the room are half a dozen larger men, clearly his security team. "Ah! Ariana come in. Let me get a good look at you!" He says eagerly. He walks around me slowly, his eyes scanning every last inch of my body. "You look even more beautiful in person, especially in the outfit I chose for you. I hope you don't find it too foolish," he says. "N-no Sir," I reply softly. "And polite too! It's nice to see that you not only know my rules but are already following them!" He laughs, patting me on the ass. "That's enough for now. Leave us!" He says, the guards filing out of the room, closing the door behind them.

        Landen's business partner walks around me again, and despite the situation, I have to admit the younger man IS quite attractive. Even though he's wearing a suit I can tell by his arms and legs that he clearly works out. He stands about four or five inches taller than me, which is also fine as I have a thing for taller men. "Let's get rid of this veil so I can see that pretty mouth of yours," he says, reaching up behind my ears and lifts the straps up off my ears, removing the veil. Out of nowhere he leans in, kissing me hard on the lips, pushing his tongue into my mouth. I stand there shocked as his tongue explores every inch of my mouth before he pulls away. "Glad to see you taste even better than you look," he says, winking at me. He walks back to the couch and sits down. "I think it's time we get started. My first command for you is for you to orally pleasure me. However there are a few rules. First, you are not allowed to use your hands, only your mouth. Second, you will go slow. No need to rush tonight. And finally, you will continue until you finish me, at what time you will swallow every drop of my seed, understood?" He asks. "Yes Sir," I reply. "Excellent! Let's begin!" He says, eagerness in his voice.

        I approach the couch slowly, kneeling down in front of him. He nods his approval and I reach up, unbuckling his belt before unbuttoning his pants. He pulls the belt off and I grab the zipper on his fly and pull it down. I catch a glimpse of his dark blue boxers as I open his pants. He helps me by sliding his pants down to his thighs before I slide them down the rest of his legs. Judging by the bulge in his shorts I can tell he's already more than a little excited. "Go on! It's all yours! Your special treat," he laughs as I reach for the waistband of his boxers. I slide them down his legs, letting out a small gasp as I see how long and hard he already is. Normally I'm not a fan of blowjobs where I don't use my hands, but considering he's already semi hard, it shouldn't be that bad. I open wide, wrapping my lips around the head of his cock. Slowly I move forward, feeling his cock slide deeper and deeper into my mouth. "Mmm! It already feels so good! You are definitely money well spent!" He groans as I start bobbing my head slowly up and down his shaft. I gag once or twice as the head of his dick bumps into the back of my throat but I power through it, not wanting to upset him.

        All things considered, it wasn't the worst blowjob I've ever had to give. That changed when he takes his hands, places them on the back of my head and begins sliding it up and down his cock. For someone who said he wanted to go slow, he's throat fucking me harder than I've been fucked in awhile. "Oh yes! You are so good at this! Your mouth is so soft on my cock!" He groans, speeding up as I slobber all over his cock as I try not to choke. After a few more good thrusts he releases my head. I go back to my original, slower paced movements and he moans in approval. "You have done such a good job that I've decided you may use your hands now," he grunts, his cock now drenched in my saliva. Grabbing the base of his cock in one hand, I wrap my fingers around his shaft. With my other hand I cradle his balls, massaging them softly as my other hand moves up and down his cock in time with my mouth. The effects are almost instant. "Oh my God! Just when I thought it couldn't feel any better!" He groans. I start rubbing his balls faster and harder, while moving my head faster up and down his shaft.

        For a minute I think I'm going to be blowing him all night but then he grabs the back of my head again. I feel his cock tense up in my mouth and I brace myself for what I know is about to happen. His cock explodes like a fire hose, shooting his load into my mouth. I feel the sticky goo splatter against the back of my throat as it slides down even deeper inside me. "Yes! That's a good girl! Swallow every last drop. Suck me dry," he groans, pulling on my head. Tightening my lips around his cock I suck as hard as I can, as if I actually could suck every last drop of cum from his body. The last of his load pumped down my throat, he falls backwards onto the couch exhausted. "You sucked my cock so good that I let you have my load as your reward," he says, grinning at me. He stares at me, still kneeling in front of him, thinking. "Come up here at once! I wish to see more of your beautiful American body!" He exclaims.

        Standing slowly, I straddle him on the couch, leaning in as he leans forward to kiss me again. As we kiss I feel his hands run up my sides, stopping at the bottom of my top. Reaching around with one hand he grabs the string behind my neck, giving it a tug. I stare at him as my top falls down exposing my breasts as his eyes go wide. "So beautiful...," he mumbles, leaning in as he starts to suck on my tits. His technique isn't bad, he flicks his tongue a few times across my nipples before running his tongue in a circle on my areola. He goes back and forth, from tit to tit, his body language letting me know he's getting more and more turned on the longer he sucks on my tits. "Oooh! Ugghhh! That feels so good sir! Please don't stop!" I moan, surprising myself with my outburst. As he continues to go back and forth between my breasts I come to the realization that I might as well try to make the best of my situation, allowing myself to enjoy all the attention I'm getting. "Oh yeah! Just like that!" I groan as he sucks harder on my tits with no sign of stopping. He sucks and licks harder and harder as he moves his hands down to my ass, squeezing my ass cheeks in his hands.

        He pulls his face from my tits, looking up at me.    "Stand up. I think it's time we spice things up a little bit," he says. I climb off of his lap and watch as he takes off his suit coat and shirt, tossing them aside. I stand there silently as he grabs the waist of my bottom, pulling the thong/loin cloth down in one quick motion. We stare at each other's naked bodies, taking it all in. He's not bad looking, more muscular than I thought before. "Follow me," he says, taking me by the wrist. He leads me through a nearby door and into the kitchen area. We stop in front of the island counter top and he turns to face me. Placing a hand between my legs, sticks a few fingers inside me. "Ugh! That feels amazing sir!" I hear myself moan. "You are so wet! It's good to see you are enjoying yourself. Now please, turn around and bend over. I want to take you from behind," he says, his face showing a mix of determination and focus. I do as he says, knowing I'm about to take a good pounding, based on the look on his face. Placing a hand on either side of the counter I grab it tightly, no doubt giving him the perfect view of my holes. I brace myself and close my eyes as the tip of his cock presses against my pussy lips.

        "Before I enter you I have one request and it may seem a little strange. As I fuck you I want you to go all out with your cries of pleasure. The louder the better. I do not care if you fake it, but it is a huge turn on of mine when my American women scream and carry on like dirty whores as I fuck them. But no vulgarity," he says, his tone serious. "I understand Sir," I reply. The words have barely left my mouth as he pushes into me, with less resistance than I would like. Is it possible he's actually turned me on this much since we started? He grabs me hard by the hips and wastes no time. His thrusts are slow but still hard and powerful and the same time. After the first couple thrusts his hands move to my shoulders, gently pushing my upper body down against the counter top. "Ugggghhhhh! Aggghhhh! Thank you sir! You feel so good inside me! Uggghhhhhh. Oh my God!" I shriek, playing along with his request. He pushes me down again, crushing my tits against the counter as he drills me. "Ooooh! Yeah! Yeah! Please give it to me sir! I need it so bad!" I wail.

        He gives it to me hard and fast for almost five minutes straight, never stopping, smacking my ass and pulling my hair as he keeps me bent over the kitchen counter. I'm actually a little disappointed when he stops abruptly, pulling out of me before putting a hand on my shoulder and pulling me up into a standing position. "As disappointed as I am, I am also very impressed that you have gone this long without reaching climax. Come with me and let's see if we might change that," he says with a grin. He takes my hand and leads me even further into the suite. We stop in what's obviously the master bedroom. "After you," he says, opening the door for me.  The first thing that catches my eye is the huge bed in the center of the room. "Lie down on your back in the center of the bed. Then spread your legs and prepare yourself to be pleasured like you've never been before," he says, pointing at the bed. I do as I'm told, laying down facing him as I slowly spread my legs open, giving him a look that let's him know I want him badly. His eyes full of passion, he climbs onto the bed and crawls towards me, stopping inches from me.

        I let out a soft gasp as he rubs the head of his cock up and down my pussy, following it up with a few circular motions around my clit, the grin on his face showing just how much he's enjoying teasing me. "Please sir! I want you inside me! I NEED you inside me!" I say, once again surprised by the words coming out of my mouth. "Well then, who am I to deny a woman as beautiful as you something she so desperately needs," he growls in a low voice, pushing his cock inside me. I feel him stretching me as he enters, inch by agonizing inch. It's not his length or his girth, God knows I've had bigger, but the angle he's entering me that's letting him penetrate me deeper than he did in the kitchen. "Ooooo! Oh God! That's what I needed! Thank you! Thank you sir! You feel so good inside me!" I whine, watching intently as he starts jack hammering his hips against mine, the bed shaking with each slow, powerful, methodical thrusts of his. "Yes! Ugghhh! Agggghhh! Just like that baby! Please don't stop! Make me cum for you!" I moan as he speeds up. Once again, despite the fact that I was basically blackmailed into having sex with Landen's business partner here I can't complain as he's not that bad in the sack.

        He gives me a few more slow, hard thrusts before abruptly pulling out of my pussy. I must have given him a confused look without realizing it. "I think I know why you haven't climaxed yet. I've been using your body as a glorified sex toy when deep down you've wanted to be in on the action," he  says, laying down on his back next to me. "You will climb onto me and ride me until you reach your orgasm, as hard and fast as you can, for as long as it takes," he says. It's clear to me that he hasn't been with many women before, or at least any women like ME before. I'm sure all, if not most of the women he's slept with in his life have been paid for, too afraid to take the initiative in the bedroom, afraid that they'd offend him. He has no idea what he's in for but if he wants me to ride him hard and fast, well that's exactly what I plan on doing. I climb on top of him, slowly swinging my leg over his body. I take his cock in my hand, rubbing the head up and down my pussy. "Ugh! Stop teasing me!" He groans, a playful smile on his face. I do as he says, sliding on to his cock, feeling it enter me with no resistance.

        I start slow, gliding up and down his cock. "Ugghhh! You feel so good inside me Sir! I can't wait to cum all over your big hard cock!" I moan. "Agh! Ugh! Me either! Come on! Go faster!" He grunts, slapping my ass hard. Speeding up, I get more and more turned on at the sound of my ass slapping against his muscular thighs as I bounce up and down on his dick. The look on his face tells me he's loving every second of it, his eyes closed, the young man groaning softly as I ride him like he's a wild bronco, thrashing about wildly as I fuck him. He reaches up, squeezing my tits tightly as I continue grinding on his lap. "You like my tits? I love a man who knows what he wants," I laugh, leaning down to kiss him. As I start to pull back, he leans forward face first, latching onto my tits, sucking on them like he's a hungry infant. I slow down, watching him suck on my tits as I fuck him. He catches me looking, letting go of my tits as his face reddens, clearly embarrassed. "Sorry. I didn't mean to distract," he says quietly. "It's alright. It felt really, really good," I say, grinning at him. No longer distracted, I speed up again, the bed creaking and shaking as I ride him as hard and fast as can, doing my best to make myself finish. "Would it help if we started talking dirty to each other?" He asks. I want to laugh but decide against it. "It couldn't hurt. The dirtier the better," I say, giving him the most seductive look I can muster. He smiles, and I know he'll waste no time starting his dirty talk.

        "Yes! That's it! Ride me like the dirty American whore you are! Pleasure yourself on my hard cock! You know you love it more than any American dick you've had before!" He growls at me. I have to admit he's not half bad at dirty talk. "You know I will! I fucking love how your hard cock feels inside my tight, little pussy!" I purr, running my hands across his chest. He grabs my hips tightly, his face contorted in a mix of pleasure and pain. "Fuck me! Fuck me harder you filthy bitch!" He shouts as I go even faster. "Rub my clit! I want you to rub it until I cum all over your cock!" I wail. To my surprise he complies, rubbing my clit as I fuck him. Between him rubbing my clit and his hard cock inside me I can tell I'm not going to last long. And sure enough just a moment later I've reached my limit. "Oh God! Oh fuck! I'm cumming baby! I'm cumming all over your cock!" I shriek, my body shaking as I orgasm. He grabs my hips tightly, holding me on his cock as I cum, a smug smirk on his face. As I finish my orgasm he lets go of me. I climb off of him and lay down on my back on the bed next to him.

        The room is silent for several minutes. "So how should we finish up our evening? It needs to be something special," he says. I have a few ideas but I'm not sure how he'd react, so I decide to go with one that's risky but just 'dirty' enough that he might go for it. "What if you fuck me in my ass?" I ask, looking him in his eyes. His eyes go wide for a split second, barely noticeable but somehow I catch it. "I suppose we can do that," he says quickly, trying to appear more confident than he actually is. He gets up off the bed, standing beside it as he waves me over. As my legs hang over the edge of the bed, he spreads my legs open. "I want you to know that you are the first woman who's been ass fucked by me. Normally I would not stoop this low, but for my new favorite American whore I will make an exception," he laughs.

        For someone who's supposedly never done anal before, he seems pretty experienced. Spitting on my asshole, he moves his cock into position. Wrapping his arms around my inner thighs he pulls me closer to him as he pushes his cock forward and into my asshole. "Ugh! You're stretching my tight, little asshole!" I yelp as he pushes further inside me. "Aggh! How is it so tight?! I know you've been with many men before," he grunts as he begins to pump my asshole. He goes slow for a few minutes, probably to allow himself to get comfortable ass fucking me. "Oh yeah! Just like that baby! You're fucking my ass so good!" I whine, hoping my dirty talk will turn him on. "Ha! If you like that then I will give you a fucking to remember!" He exclaims, immediately speeding up. What he lacks in experience, he definitely makes up for with enthusiasm. I can't remember the last time someone fucked my ass this hard or fast. "That's what I'm talking about! Give it to me baby! I want you to fill my sexy little ass up with your cum!" I groan. I can hear him moan and groan softly and I know I'm close to making him cum.

        "Don't stop baby! I'm so close! Make me cum again! Make my ass cum on your big hard cock!" I growl at him. "Ugh! Oh fuck!" He cries, his cock tensing inside my asshole. He groans and moans as his cock pumps his load up my ass like an out of control fire hose. For a second I think he's going to pass out from exhaustion, his cock shooting shot after shot of cum deep inside me. Finally he finishes, pulling out of me, a few trails of cum leaking out of my asshole. He throws me a towel. "Clean yourself up and get dressed. You've served your purpose. I'll let Landen know our deal has been finalized and that you did your job well. Hopefully tonight has cleared up whatever debt you owe him..." He says. As I walk towards the front door I stop and turn to look back at him. "Something tells me I've just started paying back my debts..." I reply before heading out the door...

The End