Miami, Florida
When you're one of Cptnstrwrs' girlfriends, your life can be pretty wild and crazy. Take it from me, Ariana Richards. Just a couple of weeks ago, the Captain brought a new member to our open relationship: actress Sydney Sweeney. You'd think having to share the Captain would make me jealous, but in fact, it's the exact opposite. Some nights when I just want to go to sleep, it's nice to have another woman around to take care of the Captain's needs. And, for those times when I need the touch of another woman, Sydney is the perfect choice. It also doesn't hurt that she's super hot and has some of the nicest tits I've ever seen. We only landed a few hours earlier, but I talked Sydney into going to a local strip club with me, not too far from our hotel. Sydney was wearing a sexy red dress with a low cut, and I do mean LOW. Those huge tits were practically popping out of her dress. I ended up deciding on a short black dress, with slits cut into the sides, to help show off some skin. It was a crazy few hours, watching the girls dance, buying each other lap dances, and dealing with all the drunk guys trying to get their own 'private dances' from Sydney and I.
Not all the men in the club were annoying, though. A group of three guys across the room caught my eye in particular. It wasn't because they were big, muscular attractive black guys. No, it was because not only have I met them all before, I fucked every one of them: porn stars Prince Yahshua, Dredd and Mandingo. Of course Mandingo just HAD to be with him. Ever since I fucked him all I could think about anytime I saw him was his huge long cock. It was definitely one of, if not, the biggest cock I've ever had. Catching my eye, the three men approached our table. I can see Sydney frantically looking between the three guys and I nervously as they approach us. "Hey Baby. Long time no see," Prince says, hugging me. "Yeah. It's been awhile for sure. How have you been?" I ask. "Pretty good. Me and the guys decided to go out for a night on the town, so here we are," Prince replies. "Sounds fun. Me and my new friend Sydney here are having a girls weekend here in Miami," I reply. "Friend? I heard she's the Captain's newest girlfriend. That the three of you have one crazy living situation going on," Prince replies with a smirk. "Ok. It's true. Sydney's the newest additional to our...unorthodox relationship," I explain, feeling my face blush. "Damn! The Captain is a lucky man!" Prince laughs, eyeing Sydney up and down. "I know this might sound a little crazy but what if we get out of here? Maybe go back to our hotel and have ourselves a private party?" Mandingo asks. "We're about twenty minutes away," he adds quickly. I glance over at Sydney who's clearly nervous, but I can also make out a hint of excitement at Mandingo's proposition. She gives me a slight nod, to letting me know she's in. "Ok. But let's go back to OUR hotel since it's just a few blocks away," I reply. "Lead the way," Dredd says as we stand, walking to the door.
We walk back to our hotel in silence, both groups knowing full well what's going to happen when we get there. As we walk, Sydney waves me over. "When we get back to the room I only want to get with one guy. I've never done anything with more than one guy at a time before," she whispers nervously. "That's fine, but if you change your mind, tell me. Because, trust me, once you hook up with a bunch of guys at once, you'll kick yourself for not doing it sooner," I whisper back, grinning at her. "What did you say?" Prince asks, a few feet behind us. "Nothing. Just girl talk," I answer, Sydney and I giggling as we enter the lobby of the hotel. The awkward ride up the elevator feels like an eternity. Finally the elevator stops and I lead the way to our room, opening the door. It's a smaller, simpler room, made up of two rooms: the bathroom and the bedroom. There are two queen sized beds in the room, as well as two dressers, a small desk and two chairs. I lead Dredd and Prince by the hand to my bed, one of the men sitting on either side of me.
Mandingo takes Sydney to the other bed, the two of them sitting down on the foot of the bed. And just like that the men make their move. I feel Prince's hand pulling the zipper on the back of my dress down as Dredd slides the shoulder straps down my arms. I hear Mandingo whistle as he pulls Sydney's dress up and over her head, exposing her enormous breasts to the rest of the room. She grins nervously, only her black panties still remaining. I'm sort of surprised she went braless, but I guess it makes a little bit of sense, considering the dress she wore. Once again my focus returns to my two guys as Prince undoes the clasp on the back of my strapless black bra as Dredd slides my skimpy black thong down my legs. Sydney stands, sliding her panties off and tosses them aside before sitting back down to Mandingo, the porn star immediately beginning to fondle and suck on her perfect tits. He only stops briefly to undress himself quicker than any other man I've ever seen, but I guess it's a skill you must pick up being a world famous porn star. That's when Prince gently turns my head back to face him, and I realize both of my guys are now also completely naked. I barely have a chance to register it all when the two men start taking turns making out with me.
They stop making out with me the same moment that Mandingo starts making out with Sydney. I let out a gasp as the two of them start sucking on my tits at the same time, my nipples quickly getting hard at the touch of their tongues. I'm so wet by the time they spice things up, each of them rubbing my inner thighs as they continue to suck and lick my tits. It all feels so good that I can barely hide my disappointment when they motion to me to get down on the ground. I stand up, turn to face them both as I kneel down. Starting with Prince, I open my mouth wide, wrapping my lips around his big black cock as I start to blow him, Dredd's cock firmly in my both my hands as I stroke his shaft with them. Moving quickly between them, I alternate between sucking one man off while giving the other a two handed handjob. Their moans and groans let me know they approve of my technique, as if their growing cocks weren't an obvious sign. The familiar groan of Mandingo draws my attention to the other bed for a split second. It's enough time, though, to see Sydney in action, going back and forth between blowing Mandingo and tit fucking his huge cock. Any of her previous nervousness is gone, Sydney's eyes filled with lust as she gives Mandingo's cock a workout.
The guys stop me suddenly, waving over to Mandingo, who tells Sydney to stop, all of them grinning at each other. "Ladies, you've both done an incredible job so far. Me and the guys think it's time to return the favor!" Prince exclaims, helping me up off of my knees. I watch as Mandingo has Sydney lay on her back on the bed, legs wide open as he dives in headfirst, eating her out. Her cries of pleasure are almost instant, so loud that I startle at the first cry. I let out a surprised yelp of my own as I feel a tongue drag itself across my clit. Looking down, I see Prince on his knees, eating me out as I stand there. That's when Dredd starts licking at my asshole, my own cries of pleasure increasing in frequency AND volume as the men do their thing. Sydney's cries also get louder and more intense, a quick glance at her and I see that Mandingo has slipped a few fingers into her pussy as he eats my blonde friend out. For a minute I think the men are going to lick and finger Sydney and I until we both cum, screaming, when they stop just as quickly as they began.
Mandingo helps Sydney up off the bed and takes her place, laying on his back. She doesn't wait for him to tell her what to do next, Sydney excitedly climbing onto the well endowed porn star. "Hey Baby! No reason those two need to have all the fun!" Prince laughs, gesturing to the center of our bed. I get on all fours, making a point of wiggling my ass in front of Prince with a giggle. Dredd gets in front of me, gently smacking his cock against my cheek until I open my mouth, the porn star sliding his cock down my throat. To my surprise Prince chooses to fuck my pussy instead of my ass, but it's all the same to me. We came to Miami to get laid, or at least I did, and know that's being taken care of. "Oh fuck! Fuck! It's so big! I can feel it stretching me out!" Sydney cries, no doubt finally lowering herself onto Mandingo's waiting cock. "That's it girl! Ride that cock! You'll get used to it!" I hear Mandingo telling Sydney as Prince and Dredd really start pumping my mouth and pussy. The sounds of their balls slapping against my clit and mouth are only drowned out by what has to be the sound of Sydney's tits smacking together, the huge breasts no doubt bouncing wildly as she rides him. "Ugh. Oh my God! Uggghhh! It feels so fucking good inside me!" Sydney wails, and I can tell by her voice that's she's started riding him even faster. "Oh my God! How is she taking two cocks! I can barely handle one!" Sydney exclaims, watching me get spit roasted by the guys.
Not going to lie, the thought of Sydney getting turned on by seeing me getting railed by two black studs is almost enough to make me cum right then and there, but I force myself not to, desperately trying to outlast Sydney. Thankfully, I don't have to wait long. "Ugghhhhh! I can't take it anymore! I think I'm going to cum! Uggghhh!" Sydney whines, the busty blonde cumming hard on Mandingo's dick. He holds her in place, jack hammering his hips into hers, fucking her hard while she finishes cumming. Just when I think I'm about to cum, both men pull out of my holes. I watch, a little turned on as Sydney moans and groans through the last few moments of her climax, her body shaking in pleasure. Dredd lies down on his back in the center of the bed, waving me over. I climb onto him, slipping his cock inside me. Next to us, on the other bed, Mandingo gently lays Sydney on her back in the middle of the bed, positioning himself above her before sliding his cock inside her. I watch him give her a few good, hard thrusts before Dredd motions to me to start riding him. As I begin to slide myself up and down his shaft, Prince moves to the head of the bed, standing so his cock is in reach of my mouth. Opening wide I lean in, closing my lips around Prince's cock. The men hold me in place as they once again pump my holes with their cocks.
I wish I could see Sydney getting pounded by Mandingo but their groans and moans let me know it's intense, especially for Sydney. Her moans are the loudest sounds in the room by far, getting louder and louder with each thrust of Mandingo's hips. "Ugghhhh! Oh yeah! Fuck me! Give me that big black cock!" Sydney wails as she lays on the bed, limp as a ragdoll, letting Mandingo have his way with her. I can be something of a screamer myself during sex, especially when I'm getting double dicked, but no one can really hear you scream with a hard black cock shoved down your throat. I wish I could tell the guys to go faster, to fuck me even harder. Then as if reading my mind, their hands grab me tighter as they go into overdrive, pumping their cocks into me with everything they've got. It all feels so fucking good, but despite trying to hold out, to try and outlast Sydney, my body betrays me, climaxing without warning. My body tenses up, shaking before pleasure explodes inside me, from my head all the way down to my toes. The guys know me well, not even slowing down for a second, fucking me without any signs of stopping as I cum all over their cocks.
As exhausted as I am when the guys pull out of me, I still want to keep going. "Hey Baby. Do me a favor and get on your hands and knees," Mandingo says, Sydney quickly obeying. He kneels behind as I watch intently, part of me hoping he'll put it in her ass. Mandingo penetrates Sydney with one good, hard thrust, Sydney's low moan letting me know he went with her pussy. Prince takes Dredd's spot on the bed. "Come on and get up on this dick girl! Me and Dredd got something special planned for you!" Prince says with a grin. I climb onto him, his cock entering me with no resistance whatsoever. Going hard and fast I ride him for a few seconds before Prince grabs me by my hips, holding me in place. "Hold on Baby! Dredd wasn't ready yet!" Prince laughs. As he reaches back and spreads my asscheeks wide, I realize what that special something is, and I couldn't be happier. I brace myself as the head of Dredd's cock presses up against my asshole, filled with anticipation. "Come on baby! You KNOW I want that cock up in my ass!" I growl. Dredd pushes inside me with one good thrust, chuckling as he enters my ass. They alternate their thrusts, like pistons in an engine, the result being waves of almost unbearable pleasure radiating throughout my body. I sneak a peek over at the other bed and I'm not disappointed.
The look on Sydney's face is a familiar look of a small amount of pain mixed with a ton more pleasure. On the one hand you have Mandingo's huge cock stretching you to your limits and sometimes beyond. But on the other hand, any woman in Sydney's position would have to agree that getting fucked by Mandingo is a life changing experience. I watch as she groans with pleasure, the sounds of their hips smashing together filling the room. Her tits look so fucking hot, hanging from her chest, flailing around wildly as Mandingo fucks her within an inch of her life. I remember the days when one cock made me feel that great, but nowadays I try to make it a habit to get more than one cock whenever possible. The pleasure I'm feeling is almost overtaken by my arousal, watching as Sydney grabs the bedsheets in a deathgrip, as if it lets her release some of the pressure building inside her. She has to be close to cunning again and I make myself a silent vow to outlast her in the orgasm department. However, my body decides to betray me once again. I feel the waves of pleasure washing over yet again, and I just KNOW it's going to be more intense than the last time. When I finally burst it feels like a volcanic eruption, but filled with pleasure instead. "Oh fuck! Fuck! Fuck! FUCK! I'm going to cum all over your big black cocks!" I scream, my climax hitting me like a bus. "Shit! I'm cumming too!" Sydney wails, Mandingo still drilling her hard and fast from behind. As Sydney and I finish cumming, the men pull out of us, huddling together a few feet from the beds whispering to each other, Sydney and I exchanging confused looks.
"The guys and I were talking," Mandingo begins. "And we think since it's our first time hanging out with Sydney, and since she's going to be Cptnstrwrs' newest girlfriend, then we should end things with a bang. You know, give her an experience she'll remember forever!" Mandingo laughs. Sydney gives me a quick, nervous look and I nod at her, my way of telling her to go with the flow. "So Baby, how would you feel about getting with all three of us at the same time?" Prince asks, Sydney's eyes going wide. I can tell she's more than a little nervous, but then there's a spark in her eyes, and we can all tell she's feeling a lot more confident. "You know what? Fuck it! Let's do this! You guys are right. Three guys at once is nothing compared to the crazy stuff Ariana and I are going to do with the Captain!" Sydney exclaims. The men high five each other before Dredd lays down on the bed next to her. Sydney climbs on top of him without being told, taking his cock in her hand and guiding it to her waiting pussy. As she slides down onto Dredd, Mandingo moves in behind her, cock in hand, and I can't wait to see this. "Oh fuck! It's so deep inside me!" Sydney cries out as inch after inch of Mandingo burrows into her ass. "Oh my God! This is so fucking hot!" I exclaim, furiously rubbing my clit as I watch the two porn stars give Sydney her first ever double penetration.
They go slow, obviously not wanting to overwhelm her during her first double penetration. Prince gets next to the three of them, his cock in his hand. "Open your mouth sweetie!" I shout across the room. Sydney finally realizes what's about to happen, her eyes going wide again, even as she opens her mouth wide. Prince slides in, his cock going right down her throat. She's now airtight and it's probably the hottest thing I've ever fucking seen. I wish Sydney could see herself right now, with a big, black cock balls deep in her every hole. I rub myself even harder as Sydney squeals with pleasure, the men relentlessly pumping her holes.
I'm sort of surprised that none of the men have cum yet, considering how hard they've fucked the two of us tonight. "Oh shit! I'm cumming!" Prince grunts suddenly, holding Sydney's head in place as he pumps his load down her throat. I can tell by the way her throat bulges, that Sydney is eagerly swallowing every last drop of cum Prince gives her. He pulls out of her mouth, grinning at her. It's hard to tell who came next, both Mandingo and Dredd groaning almost simultaneously as they shoot their loads deep in her holes. "Oh my God! They're filling me up with their cum!" Sydney moans as shot after shot is pumped deep inside her. Mandingo and Dredd pull out of her, twin trails of cum, leaking out of her holes and down her thighs as she lays there groaning.
"Sweetie I'm so proud of you! Not only did you take three guys at once, but you let them all cum inside you! The Captain's going to be so excited that you passed your initiation!" I exclaim. "When we get back to Los Angeles I think it's finally time for you, me and the Captain to have that threesome we've been talking about..." I say...
The end for now