Prison Fling

by Cassandra Dee

  The girl shook her head slowly.

  “No Mr. Adams,” she said in a whisper. “I didn’t take the pills. Not then, not the day after, never. So yes, your cum is probably inside me still,” she confessed.

  Oh shit. What to do? This was an unheard-of situation at Elite Air. The apocalypse had happened. Our girls are always on birth control. Helena makes sure of it. Forget that bonus, the hag wasn’t getting anything except fired.

  But Joanie shook her head quickly.

  “It’s not Helena’s fault,” she murmured. “Helena explained to me that I was supposed to get a prescription from the doctor ASAP. And in the meantime, I was supposed to use these whenever needed. But I never made an appointment with the doctor because it slipped my mind. And I never took the pills,” her voice trailed off.

  The six of us stared at her in shock.

  “But why?” rasped Andrew, blue eyes raking over that curvy form. “Why didn’t you?”

  The female bit her lip for a moment, that curvy form so beautiful, trembling as she perched on the couch.

  “I don’t know,” the brunette shook her head slowly. “I don’t know except that it didn’t feel right. I don’t like chemicals,” she spoke quickly, meeting each of our eyes in turn. “My body’s worked fine for eighteen years without pumping it full of hormones, and the pills didn’t seem like the right place to start.”

  Oh shit, oh shit. Was I hearing this right? Joanie was bare and sweet, a creamy, fertile female? Oh shit, oh shit. I haven’t been in a virgin in ages, my cock jerking and twitching at the words.

  But this was a serious problem. Because WTF, were we supposed to use condoms? No fucking way. I don’t do rubber and latex, I like to feel female cunt raw on my cock. Fuck this shit.

  Aaron and Andrew were working it as well. Which made sense since they were the ones who’d come in her pussy, filling her full with seed.

  “Would you reconsider?” Aaron asked, voice raspy. “How about some other method of birth control?” he coaxed. “IUD? Diaphragm? The female condom?”

  But this is where I stepped in. Again, no way no how. Bareback is the way I roll, and that wasn’t changing because some eighteen year old naïf was afraid of her birth control.

  “Naw,” I drawled, blue eyes cold. “If she doesn’t like it, then we’re done here.”

  Five sets of harsh blue eyes turned to me then.

  “Don’t speak so quickly,” rasped Charlie. “Think twice, my man.”

  “Because you haven’t felt her yet,” growled Damien. “It’s fucking amazing.”

  And Tom, ever the joker, stuck his oar in as well.

  “Ain’t many things that can fly a plane, but trust me, that pussy can do it.”

  All of us turned towards him, eyes disbelieving. Did he really say that? Holy fuckballs. But it was true, and the pilot nodded.

  “The little girl took my gearstick into her cunt,” he smiled casually, like it was no big deal. “Didn’t you, sweet thing? And you loved every second of it.”

  All five of us swung to look at Joanie then. This female fucked a piece of equipment on the plane? While the bird was flying? Seven miles above the earth? Holy shit. Plus, those gearsticks are huge, at least ten inches and wrapped in the softest leather. Eyeing that tiny frame, I shook my head. Joanie must be Wonder Woman, able to stretch with the best of them.

  And the brunette, embarrassed, nodded slowly as her cheeks flushed.

  “I did that,” she said in a whisper. “It was so wrong, but it felt really amazing.”

  And suddenly, the air in the room shifted. We’ve always been motherfuckers taking whatever we like. We formed this airline to suit our needs, transporting us place to place while providing the finest in female flesh.

  But Joanie was on a new level. She was dirty as fuck, letting Tom convince her to press a mighty gearshaft into her cunt. Shit. I needed to be in there stat. We all needed to be in there stat.

  But how the fuck were we going to figure this out when she wouldn’t get on birth control? Rubbers were out. Diaphragms were out, that shit pokes you when you’re inside. So what was next? Was I gonna pull out like some teen boy? Were we all gonna pull out at the last minute, wasting our cum?

  But we were considering it for sure. I couldn’t believe it, but it was true. The brunette was so good that we were considering breaking our own rules. Because we weren’t gonna let Joanie go. Hell no. She’d already fucked the gearshaft on a plane while it was flying. She’d already done twins, hot and heavy on the cabin floor. There are many ways to own a female body without knocking her up. So yeah, we were thinking of breaking our own rules. Pulling out. Spraying on that body instead of in her juicy cunt. Whatever it took.

  But Damien was crafty. There’s a reason why this motherfucker runs a shit ton of farms and ranches. He knows the birds and bees like the back of his hand. He knows ripe female forms and how to work them.

  “Baby,” he growled slowly, blue eyes intense on Joanie. “You know we can’t do you down there without birth control.”

  She nodded, biting her lip

  “I know,” she whispered, those caramel pools so liquid that a man could drown. “But it doesn’t sound like Mr. North’s open to condoms,” she mewled, looking at me nervously. “So I don’t know where that leaves us.”

  A slow grin crossed Damien’s face.

  “Naw sweetheart,” he drawled once more. “Because you have more than one hole. Three holes in fact. Would you be open to that? Would you let us use all of your holes?”

  The girl colored, mouth dropping open.

  “Wh-what do you mean?” she gasped, head shaking. “I don’t get it.”

  But Tom’s a motherfucker.

  “You get it,” he drawled, stepping up the pressure. “You’ve got your mouth, your pussy and your ass, sweetheart. Would you consider letting us use your other two openings? Make everything available?”

  The girl’s eyes only grew wider, like saucers of chocolate.

  “My mouth? My ass?” she said on a trembling whisper.

  “That’s it,” grunted Tom. “You’ll like it baby.”

  I was sick of this bullshit, interrupting like a madman.

  “Sweetheart, it’s not like we’re gonna let you say no,” were my rough words. “Mouth and ass are always part of the equation. We own you completely, never forget that.”

  The girl gasped again, breasts heaving under that starchy uniform. Because it was true. Just because we hadn’t used her other orifices yet didn’t mean they were off limits. Joanie’s “control” was just an illusion. Her wishes, this whole getting to know you thing was just an illusion.

  Everything already belonged to us.

  Every piece of her.

  One hundred percent ours to take.

  And the female’s chin trembled then.

  “So you’re saying that I don’t have a choice?” she asked in a barely audible voice.

  I nodded sharply, square jaw stiff.

  “That’s it exactly,” came my rough words. “You’ve got an ass cherry sweetheart, and we’re the men who are going to own it.”

  But I’m a harsh motherfucker. Too harsh sometimes, it scares the girls. So Damien stepped in again, smooth as oil.

  “Tell you what, sweet thing,” he intoned. “We’ll pay you extra, how about that?” he asked, shooting a glance around the room. “You’ve already made how much in bonuses? Ten thousand for each man, right? So fifty thousand because you’ve been with me, Chuck, Andrew, Aaron and Tom already. How about if we double that rate for your pretty butt?”

  “What?” she gasped, the blush on her face spreading to her décolletage now. “Wh-what do you mean?”

  Charlie stepped in with a knowing smile.

  “It means exactly what it sounds like. Each time you do anal, you get twenty thousand. Per man. Does that sound like a good deal? Something you’d be interested in?”

  Joanie couldn’t even answer then. Her eyes were as round as saucers, taking the six of us in.
Her breasts rose and fell, straining at the uniform. Shit, I could almost hear her breathing, she was that nervous.

  Because twenty thousand per guy is a lot of money period. Plus there were six of us, so that was a total of a hundred and twenty thousand dollars for some steamy ass play.

  Take it pretty girl, I thought. Take it and you’ll be rich beyond your wildest dreams.

  Joanie looked between the six of us once more, brown eyes wide and dazed. But then something inside must have clicked. It was expected after all. We’re good looking assholes, all of us massive with broad shoulders and strong, powerful arms. All of us had an air of command, befitting a CEO. People don’t tell us no.

  And Joanie was the same.

  Slowly, the girl nodded.

  “Yes, I suppose,” she managed in a weak voice. “Yes, I suppose I could make it work. Twenty thousand per man,” she whispered once more in that dazed voice.

  Andrew’s brow arched.

  “You suppose, or you’re in?” he grunted ruthlessly. “We want a firm answer, sweetheart, no ifs, ands, buts or maybes.”

  The brunette swallowed hard then, straightening those narrow shoulders while sitting up in her seat.

  “Yes,” she managed, voice a little stronger then. “Yes, I’ll do it.”

  And shit but it was on then. Because Joanie was just too beautiful. She had no idea of her own charms, how tempting she looked perched on that couch, brown curls tumbling over her shoulders. We’d been staring at her hotly the entire time, concealing our erections so as not to scare the female.

  But now there was no reason to hold back. The deal was done. A hundred twenty thousand for some deep anal play.

  Because Joanie thought she’d earn her pay in chunks, one man after another. She thought we’d take it slow, stretching her out, letting the little filly get used to the process.

  But we’re not like that. Elite Air consists of nasty motherfuckers and we like gangbangs. There, I said it. It’s dirty. It’s fucking disgusting. But trust me, the women love it. They panic a little at first, eyes wide, heads shaking with a cry of “Oh god, no!”

  But within minutes they’re warmed up. Because who wouldn’t want to take six massive fuckstuds at once? To have six powerful alphas so horny for you that they’re leaking from their dicktips, dying to get inside? So the women cower at first, but pretty soon they’ve got their legs spread, begging for it.

  “Put it in, Damien. Put it in, Charlie. You too, Aaron and Andrew,” they cry. “Oh yeah, right there!”

  Yeah, it’s nasty. Fucking disgusting, if you ask me. But there’s nothing better that screwing a woman six ways until Sunday, her holes dripping with a mixture of man seed, virile and hot.

  And that time was now. We were all in one room, the atmosphere sizzling with expectation.

  Clearly, my brothers and I were all on the same page.

  “Good sweet thing,” drawled Damien. “Because we plan on calling that option immediately.”

  Her cheeks flushed.

  “Wh-what?” came that breathy gasp. “What do you mean?”

  Tom’s eyes gleamed.

  “What we mean is that we’re using that ass immediately,” Tom grunted. “Right here, sweetheart. Right now.”

  The brunette’s eyes swung to take in all of us, six massive forms seated around the luxurious conference room, dangerous auras surrounding us like halos.

  “But here? Why? There’s no privacy, I can only do ….” And then her voice trailed off. Because it suddenly made sense. That’s right pretty baby. You’re taking us all in your ass tonight. Don’t be afraid.

  “No,” she whispered, eyes wide. “Can’t be. I’m not ready. There’s no bed, no nothing. There’s six of you. I need time to adjust.”

  But the pleas fell on deaf ears.

  “There’s no time better than this moment,” drawled Charlie. “Sometimes it’s even better if you take us all at once. After one time, your butt will have the gape already, so it doesn’t need to be stretched over and over again.”

  Shit, dude was being fucking disgusting. But his words were right. If a girl does six at once, her anus is stretched wide from the first dong, and it tends to stay open for a little longer, making it easier for the second, third, fourth, fifth and sixth. By contrast, if a girl takes us one on one in different settings, her butt bounces back between each session. Her hole shrinks back down to its regular size, and then the next guy’s gotta force his way in, bit by bit, screwing his fuckshaft slowly.

  Not that I mind working it. I love watching as female anus gives it up, pushing myself into a girl’s back cavern as she gasps and moans, clutching the sheets. But take it from experience. It’s easier on the girl to service all of us at once so long as the anal gape’s there.

  Would Joanie’s anus gape?

  Would her tight brown hole open up, showing us her insides?

  It was time to find out.

  With a resounding thunk, Aaron pulled down a Murphy bed. Oh yeah, the thing was hidden in the wall, practically invisible. But it sprang into form now, king-size and done up with luxurious six-hundred thread count sheets.

  “Your chariot awaits, my lady,” he drawled, gesturing to the mattress. “Your horses are ready.”

  Shit. This asshole was doing it all wrong. No girl’s just going to climb on and show you her ass, ready to be pummeled by six men.

  But that’s where I was mistaken. Because I don’t know Joanie, having only met her ten minutes ago. And evidently, she’s special for a reason.

  Because with slow movements, the curvy female did exactly that. Arms and legs trembling a bit, she climbed onto the bed, positioning herself on hands and knees. And then the show began. The girl began to pull up her skirt, revealing inch after inch of creamy, delectable thigh.

  Oh shit, oh shit. All of us stared, entranced. This was our wildest fantasy come true. A cumslut was gonna let us fuck her in the butt, six at once.

  And slowly, that material crept upwards, like a curtain revealing a treasure within. Because the first thing that showed was her pussy lips, drenched and swollen under a tiny scrap of pink lace.

  “Aw fuck,” grunted Charlie. “Fuck.”

  I had to agree. The outline of her labia was so obvious, pulsing and wet. Even her clit showed, hard like a bullet, pressing against that nearly transparent fabric.

  “Keep going,” I rasped. “Show us everything you got sweet thing.”

  And the navy material inched up even further. Oh shit. Big white cheeks were revealed, lush and full, bisected in the middle by that pink thong. Her thighs were moist in between, the cream already starting to run. In fact, a heavy cunt smell filled the air, like the sweetest, most delectable steam.

  Because we were dazed. Oh yeah, we’re alphas who’ve seen everything. But this gorgeous slut had us by the short and hairies. Our mouths salivated, dongs hard and heavy. In fact, Andrew had already popped his out, the veiny length dripping to the floor.

  And the girl took things into her own hands then. Shooting a sweet smile over one shoulder, she looked at us coyly.

  “Like this, big boys?” she cooed. “Like this?”

  And reaching one hand backwards, the girl plucked her thong out of her ass, showing us everything. Oh shit, it was fantastic. Fucking fabulous. Creamy, swollen pussy, fluid already dripping from her hole. A live clit, two inches in length, standing up straight like a mini-dick. And most of all, the brownie up top. It beckoned to us, musty and so small, the pleats tight and untouched.

  Oh shit.

  Untouched.

  We had real live ass cherry for the taking, and fuck but we were gonna pop this one good.

  But I underestimated Joanie because she is one uncanny slut. Putting one hand on her left butt cheek, she pulled the flesh to the side, improving the good view. That back hole staring us like an eye, dark brown and musty. Her pink pussy lips, glistening and swollen.

  And then Joanie did it.

  The vixen came out.

  Because she w
iggled her hips, baiting us with her privates.

  “Use my holes, big boys?” she cooed. “You want them? They’re yours.”

  And fuck, but we were like lions descending on our prey. We were six fucking predators on one baby deer, ripping her to shreds. Literally ripping that uniform to pieces because her clothes fell like scraps to the floor, fluttering and ragged.

  “Fuck that,” Damien rasped. “We’ll get you a new one.”

  “You can have twenty more of those,” I grunted. “No prob.”

  Because the creamy female was just too good to be true. Luscious in every way, huge boobs swayed, trailing on the coverlet. Wide hips wriggled, her behind continuing to bait us as those big cheeks jiggled. And oh shit. What she had between her legs was like a siren calling to a crew of drunken sailors.

  Come, it whispered. Sate yourself.

  Use me, it cooed. Spread your seed.

  And finally, the worst. I’m here to be fucked, her asshole seemed to beckon. Six times over.

  I couldn’t wait. We couldn’t wait. Our massive bodies were unclothed in seconds, big dongs out.

  “Oh!” gasped Joanie, eyes going wide. “Oh god!”

  Because yeah, the girl was getting sixty inches tonight. Ten inches times six adds up to five feet of hard schlong. And she was getting it up her bottom. In her mouth. Even in her pussy. Because let’s be honest. Joanie was too delectable and we weren’t gonna let something like lack of birth control stop us.

  But no girl deserves cock up her backside without a little bit of warm-up first. So Damien grabbed her chin, opening up that sweet mouth.

  “Suck,” he grunted. “It’ll go in easier in back if you have something to suck on.”

  It sounds ridiculous, but it was the truth. A lot of times, anuses relax better if the girl’s able to focus on another part of her body. And right now, that meant a cock between those sweet lips, stretching her throat open.

  “Mmmph!” the girl cried out, eyes wide with shock. “Mmmph!”

  Because Damien was feeding that snake to her relentlessly, pushing it down her small cavern.

  “Slow down asshole,” Tom grunted. “Don’t cram it in all at once, she’s small everywhere.”

  And to his credit, Damien did pull back a little, but only to increase the pressure once more, face strained as he moaned.