Claiming His Virgin In the Ring: The Filthy Wrestling Club

by Cassandra Dee

  “What are you doing?” was my gasp, twisting around to look at the big man as best I could. “Oh god!”

  My butthole clenched and spasmed wildly, unused to being touched at all. But the billionaire just grinned wolfishly, breath hot and fast in my ear.

  “Trust me, you’ll love it,” he rasped. “Just relax.”

  And incredibly, the relentless firm rub to my clit had me opening up my ass for him then, readying myself to take his massive man meat in my bottom.

  “Good girl!” he grunted into the back of my neck. “I knew you’d be game.”

  The juices from my pussy slicked my butt and I felt the smooth heat of his fuckrod nudging at that tender taboo spot.

  “I’m going to fuck your ass, baby. It’s goin’ in here.” Slowly, he eased that dicktip against my tiny pucker, the pressure unstoppable.

  “Oh!” I squealed, grabbing his knees with both hands, trying not to struggle. “Oh god, oh god!” It felt like my butt was being opened by a giant club, something Fred Flintstone would use to beat down a dinosaur.

  “Oh!” I screamed again. “God!”

  Because it wasn’t going to fit. That massive monster cock wasn’t going to squeeze into my back end, and I clenched my hands on his knees again and panted, groaning from the heavy hardness pressing urgently against my back hole.

  “You can take it, sweetheart,” he hissed, never letting up. “You want this dick don’t you?”

  And the truth was, I did. So I closed my eyes, throwing my head back.

  “Yes!” I panted through the pain, the throb in my butt dissipating as he stroked my clit and fucked my pussy with light thrusts of his fingers. Moaning and squirming helplessly, my cunt streamed juices, lubing up my back hole.

  “Fuck me! Fuck me!” was my helpless mewl.

  But as much as I wanted it, nothing came so easy. Slowly, my rim edged open, that fat dickhead slipping in. Unnh! It was so good, his cockpole prying me open slowly, stretching me as more man meat made its way in.

  “Unnnh!” came my involuntary moan, eyes closed as I focused every ounce of energy on my back end. “Oh god.”

  And slowly, that heavy rod pushed in further, sliding a couple inches up my rectum. Oh my god, I had something in my back hole! My anus, heretofore untouched, was getting breached by the biggest, hardest dick I’d ever seen.

  “Fuck little girl,” the alpha rasped harshly in my ear. “Fuck you’re so tiny.”

  But with a jerk and heavy push, he was in. That meat slammed up into my ass as he pinched my clit again and again, stopping only to lightly stroke my streaming vag.

  “Unnnh!” came my wild scream, unbidden and uncontrolled. “Unnnh!”

  I was full on both ends, and like a rocket ship, the explosion happened all over his hand. My cunt shook from the pleasure, swollen flesh squeezing tight as a fist and juicing everywhere. The massive quakes just wouldn’t stop, and by the time I could breathe again, all the pain was gone and he was balls deep in my butt.

  “Now hold on to the table, princess. I’m about to ram this luscious ass of yours until you can’t see straight,” came that hoarse rasp behind me.

  And trembling, my breath coming in harsh pants, I leaned over and grabbed the glass table top. Oh god, this was so wrong. I had a man’s dick up my butt and he was telling me to grab on tight for the pummeling ahead. Oh god, this buttfucking was so dirty.

  But the billionaire always delivers. Grabbing onto my hips, he slid into me in one smooth stroke.

  “Oh!” came my breathy wail. “Oh oh oh!”

  Then another and another until I was bouncing up and down in his lap. If anybody saw us, they would immediately know what we were doing. There was no hiding the way my tits jumped under my dress with each ram of his tool or the gasps and groans flying from my mouth.

  But I didn’t care. Even though I’d come already, the hard pounding of his rod in my butt and the relentless pressure of his fingers on my clit had me flying again. And somehow, I screamed in time to the music while his hands gripped my hips hard. The alpha grunted in my ear, rough and animalistic, hot and furious at once.

  “Come on, baby,” he ground out, panting hard. “That’s it. I knew this pretty butt could take my meat.” The sweat dripped between my breasts and my asshole hurt so good. “Yeah, baby. That’s right,” came the words. “Unnh, fuck you feel good!” This time, the words were ragged, excitement building in the big man’s balls.

  And doing my best, I squeezed my ass cheeks hard on that big dick, forcing him over the edge. That massive body froze for one moment then shuddered wildly, shooting cum, showering my hole from the inside. Oh fuck, oh fuck! It was so goopy and hot, semen lashing my rectum again and again, coating my insides. I’d never felt anything so primal, animalistic and mind-blowing in my life.

  A scream escaped my lungs, full volume as my butthole clenched.

  “Unnh!” was my wild cry, anus and pussy clamping again and again, pulsing on the huge piece of man meat. “Unnh, unnh!”

  And the alpha just kept pumping. A big hand curved around my throat and my pulse felt like it was going to jump right out of my skin and leap into his hand.

  “You feel so fucking good,” he groaned roughly. “So fucking good.”

  I panted hard, hanging on for dear life to the edge of the table. Oh my god, oh my god. Had I really just done that? Had I really let a man take my ass cherry, running a big dick into my behind?

  But it was true because even as I squirmed, that big dick squirted again, the remnants of his hot bubbly cum painting my insides. Oh shit! My mouth was dry, like I’d just come off a rollercoaster, and I rubbed my thighs together deliciously, still barely able to compute.

  But the alpha pushed my back down then, pulling out slowly. Bent over, a moan escaped my lips as I shut my eyes. Because that fat cock felt just as good coming out going in, and my pleats flared before clamping down once more.

  A low chuckle sounded behind me.

  “Princess, you liked it, didn’t you?” came that deep rumble. “You love that shit.”

  And sure enough, a thick finger reached out to stroke my anus again, the pucker tightening reflexively. “You sure were tiny down there.”

  But before I could say anything, he dragged my dress down to cover my otherwise bare butt.

  “Up you go, sweetheart.”

  I staggered off his lap and to my feet. My legs were shaking as I gripped the table to get my bearings, cum dribbling from my behind and down my thighs. It was the dirtiest, hottest feeling, like I was in the best sex dream ever, bar none.

  My head swam wildly, and when my eyes managed to focus, I saw that the billionaire had my panties in one big fist. He was wiping down his cock with the soft square of cloth, and in a flash, those damp panties were into his pocket and out of sight.

  “Thanks, princess. That was real good,” came his dismissive reply.

  “Um …” was my stunned mumble.

  Still reeling, I didn’t realize I’d been dismissed.

  But those blue eyes flickered again.

  “Waiting for something?” he asked casually, leaning forward to pour a drink, and then relaxing back against the couch again. “Something you want to say?”

  I stared at him. In fact, yes, I had something to say. Something along the lines of, I just had anal for the first time in my life. You just took my ass cherry. I’ve never even given anyone my pussy cherry before.

  But I couldn’t say any of those things, so smoothing my dress down I hobbled away, anus still aching, stretched so hard. Staggering down the stairs from the VIP area, my mind whirled, unable to believe what I’d done.

  But the sting in my bottom and the thick cream sliding between my cheeks and down my legs was more than enough to convince me none of this was a dream. I’d done all that with a man whose name I didn’t even know. Me, quiet and mousy Lacey Jones.

  My friends would never believe what happened.

  But when I went to find Jenna and Denise, neither of them we
re at our table. The shot glasses were gone and a bunch of frat guys sat on our stools with nearly a dozen beer bottles scattered on the table between them.

  At the bar, I asked about the other bartender, the sleazy one, figuring he would at least know where Jenna was. His co-worker jerked a thumb toward a wooden door at the back at the bar and grunted something incomprehensible.

  As I pushed the door open, my head was still woozy. Oh my god, I had an amazing story to share, something that would blow their socks off.

  But instead, a cacophony of grunts and moans filled my ears. Of course, it was the bartender. And he was in there with both Jenna and Denise. In the back of the storage room, the man was flat on his back with Jenna sitting on his face. He moaned into her pussy while she dirty talked him through eating her.

  “Lick my pussy harder,” she cooed, yanking his hair so hard it looked like it hurt. But the bartender didn’t seem to mind. He moaned and worked his mouth furiously between her legs. “Make me cum!” Jenna cried out. She shoved her cunt into his face and tittered then, riding his face like it was a hobby horse.

  Meanwhile Denise was on her knees between the bartender’s spread legs, sucking his dick like it was the best lollipop ever. The noises were loud and obscene, the smacks almost echoing in the small room as her hand moved like crazy between her legs. Holy cow. The room smelled of fragrant juices, cardboard boxes, and alcohol. A heady stew, if there ever was one.

  I jumped back, shocked and even a little bit turned on. It was like a live porno. My friends were so dirty! Blushing, I backed away and closed the door behind me, hoping that whoever came into the storeroom after me didn’t mind getting a full on show along with whatever they went in there for.

  So shaking my head, I walked in a daze out of the bar, hopping into a cab. And once home, my empty dorm suite greeted me. Thank god, Denise and Jenna were busy. After all, I just wanted to be alone to marvel at what had happened. Oh god, gentle aches radiated from my ass. My arms were tense from how I’d grabbed the table as the stranger rammed his dick into my behind.

  And yet, all of me felt so good, relaxed and alive at once. Should I shower? Call me dirty, but I didn’t want to wash it away. The goopy semen was still trailing from my anus, caking a bit around the hole. And I liked it. I liked the tantalizing squishiness, a nasty reminder of the taboo fuck.

  So in my room, I got naked, clothes dropping carelessly on the floor. Squeezing my thighs together, my pussy pulsed again reflexively, with an answering clench from my ass. Oh yeah, there was business back there, sticky and sweet.

  And smiling privately, I climbed into bed. Even though pajamas are usually the name of the game, tonight it was all about being nude, the slick sheets caressing my curves and lulling me into sleep.

  But the feeling between my legs was so wet and sticky, making it impossible to doze off. I groaned and rolled over in the sheets, imagining I’d pass out right away from exhaustion. But as soon as my eyes closed, there was the stranger’s face again, the thick ridge of his dick in his pants.

  And the way he’d wiped off his fuckshaft with my panties while grinning at me shamelessly made me squirm deliciously. Oh god, what was he gonna do with them? Was he gonna sniff my dirty panties? Wrap them around that stiff cock and jerk off?

  Please yes.

  Please let him remember me.

  I should’ve gotten his number.

  I should have gotten his name at the very least.

  But then what? It wasn’t like an alpha male would have anything to do with a curvy girl. He probably had a woman set up in a condo someplace, a big office with plenty of sophisticated ladies swanning about, and a private jet for his personal Mile High Club. So who was I? A plump nobody who’d given him my bottom without even knowing his name.

  Oh shit.

  I was such a slut.

  But even if I was a slut … it felt good.

  And as sleep claimed me, my pussy tingled again, the sensation causing my ass to clench reflexively. Because I wanted to be the one to suck the alpha’s dick. I wanted to milk his thick knob with my mouth and swallow that sweet cream, gulping with pleasure. I wanted to give him my ass, again and again, holding it open for his pleasure.

  But I’d never see him again.

  My chance was gone.

  It was too late.

  And now … I had nothing but memories.

  CHAPTER TWO

  Lacey

  BRRRINNG! The loud buzz of my alarm clock jolted me out of a sensual wet dream, jarring and annoying as hell. But like a good girl, I rolled over and turned it off immediately, already wide awake.

  Because the stranger’s face danced before my eyes once more. Oh god, oh god. That big body. His giant shaft. Imagining him fucking me, this time in my pussy, wet and hard, the squish squish sound nasty and sensual.

  What would I give to see him again?

  Definitely my right arm.

  Maybe even my life.

  But that was just being dramatic. Groaning, I shut my eyes and squeezed my thighs together once more. Pieces of the dream lingered just behind my eyelids, a flash of the stranger’s face, that long cock like a third leg in his slacks.

  But this wasn’t doing me any good. At this rate, I was gonna lie here all day, mooning and groaning about someone I’d never see again. Might as well get up. Wincing, I rolled out of bed. Shit, my ass was so sore! And there was that crusty feel of the stranger’s cum between my bottom cheeks too.

  Looking down, I spread my legs, inspecting myself. Oh god, my butthole was inflamed, tender and bright pink instead of its usual light brown. Plus, there was flakey cum crusted in a circle. It broke like icing under my probing fingers, a dirty reminder.

  How did it taste? Was I going to …? And yes, I did. Without any hesitation, I put the cum-crusted finger to my mouth and licked.

  Mmmmm.

  Oh god.

  Savory and sweet, exactly my thing.

  Part of me knew it didn’t really taste good, but the memory from last night was so delicious and nasty. Flavor burst over my tongue, making me moan and wriggle all over again. My twat juiced from just that single sample and I slid a finger inside then, writhing again.

  Did I have time to rub one out? Maybe some dirty ass play while pinching my clit? All of it with visions of the stranger’s face and thick, hard cock, dancing before my eyes?

  But a quick glance at the clock told me no.

  Dammit.

  Reluctantly, I slid out of bed.

  Because as usual, my mom was ruining my good time. Amanda is really something. My mom had me young, so she’s still young herself, about forty or so. But she doesn’t act like a mom, not by a long shot.

  Because my mom is getting married again … for the fourth time. Carefree and irresponsible, Amanda has a way of making men fall for her. It’s pretty ridiculous actually, how they moon at her curvy figure, the too-tight clothes, and stiletto heels.

  So yeah, even though I had exams to study for, there was this stupid engagement lunch. Did I mention this is her fourth marriage? Plus, they’d probably be divorced in six months anyways.

  So why bother?

  Four husbands in sixteen years, including my dad.

  Roy left when I was two, and I barely remember him. But my aunts said he wasn’t even worth the money my mom paid to divorce him, a real douchebag who knocked up a teen girl and then walked away.

  Ed was husband number two, a chain smoking asshole who always had a cigarette burning between his fingers, even when he was pumping gas into the car. He cooked with a cigarette in his mouth, which made everything we ate taste like ashes. And since mom was always working to support us, Ed cooked damn near every meal.

  Loser number three was Perry, a sleazy douchebag who looked at me like I was a piece of juicy female steak. I never told Amanda about that, but I always made sure never to be around him alone, staying busy with band practice, math clubs, and junior poetry slams. Clearly, being a nerd has its payoffs because it kept that creeper’
s hands off me.

  But if it wasn’t me, it was someone else. Because sure enough, Perry slept with Mom’s best friend, and Amanda lost her shit then, kicking him to the curb. A divorce was in the works before you could even say “boo!”

  I was so glad when he left.

  And now, there’s number four. Jesus. Hopefully I wouldn’t have to see him much, just a day or two during winter break, or a week or so during the summer.

  Hopping into the shower, I quickly scrubbed myself but not too well, only washing the outside of my asshole and my pussy, cleaning away the slippery juices that had dripped from my pussy while I dreamed. Because nasty as it is, I wanted to remember the dark alpha. The feel of that jism, spraying again and again. Oh shit, it’d been like a fire hose full of cum in my ass.

  But one thing led to another, and as I scrubbed, my finger began playing with my sore bottom on its own, rubbing and trying to duplicate the feeling of dick inside. Pretty soon, I had a small digit playing in my asshole while simultaneously stroking my clit under the steamy water.

  Fuck!

  Oh god, yeah!

  In my ass, big guy! There, there!

  Holy shit. Exploding, I screamed in the shower, letting out a cry that practically shook down the walls of the small stall. Oh shit, oh shit, pussy juices flooded everywhere, and desperately, I pushed them into my back hole, pretending it was the man’s cum. Oh fuck yeah!

  But all good things have to end, and after the tremors subsided, I jerked the tap shut with a trembling hand. Oh my god, did that just happen? Clearly, yes. It was too good to be true, my private parts so sensitive.

  Slapping on some make-up, I hauled on an outfit, and smoothing my curls into a wet ponytail, hopped into a cab.

  Because despite my self-play, miraculously, I wasn’t late to the lunch. The taxi dropped me off outside the fancy hotel and I gaped upwards at its towering spires. Really? For marriage number four? This seemed expensive and all too unnecessary.

  But at least it wasn’t on my dime. Climbing out, I rearranged my skirt and took another deep breath. Oh shit, my body ached everywhere, asshole still pulsing. When would the feelings stop? When would I get back to normal?