Claiming His Virgin In the Ring: The Filthy Wrestling Club

by Cassandra Dee

  “Daddy,” I breathed, grasping my legs so that he could let go. “I thought you wanted my butt?” I asked. Because he’d just lubed me there, didn’t he want anal play?

  But instead the big man just rumbled deeply in his throat.

  “That’s right honey, and I’m gonna get it,” he rasped. “Now move those knees up even more, come on, higher, higher,” he commanded.

  And I did as I was told, pulling my legs back even though it was so obscene, my pussy lips spreading a bit on their own, my ass rolling backwards until both my lips and my anus were on display, the wet slit punctuated at the bottom by my dark hole.

  “Like this Daddy?” I mewled, looking at him coyly. “Like this?” I panted, giving him everything, exposing everything to him.

  Dark color streaked his cheekbones, that big body tense, alert, his cock like an oar jutting from his waist, so powerful, hard, intense, dripping wetly from the tip.

  “Just like that, baby girl,” he rasped again, grabbing a pillow and stuffing it under my hips so that I had some support, knees still high up against my chest. “Just like that because Daddy’s gonna take your ass now.”

  And I threw my head back, moaning as he lined himself up at my anal hole, probing, stroking, coaxing the pucker to open with his dick tip, rubbing it sensuously around my sensitive pleats.

  “Come on, relax, baby girl, take a deep breath and let Daddy fuck you,” he ground out hoarsely, pressing slightly, increasing the pressure as I moaned throatily, eyes squeezed shut, trying to stay loose. “Relax that ring, give it to me baby.”

  I moaned again, the pressure so intense, I’d never completely get used to it. But concentrating hard, letting myself do nothing but feel, I relaxed my butt, and with a slight pop, his dicktip squeezed in, moving between my creamy white orbs, my butt cheeks big and fleshy.

  “That’s right, little girl,” he ground out, “Let it go, let Daddy take your bottom hole,” he encouraged.

  So taking another deep breath, summoning my reserves, I forced myself to relax once more, to let go, to allow the penetration. And sure enough, his penis slid up another few inches, the penetration so arousing, so powerful, although we were still far from done.

  “That’s it, honey,” he rasped. “Just a little more and Daddy will be in all the way, just a little more.”

  And this time, I decided to go one further. Letting go of my knees, I reached down, my hands lightly gliding over my curves until I had one hand under each of my hips. And worming my hands under my ass, slowly I pulled apart my butt cheeks to help him get in deeper, to give everything to my lover.

  “Take me,” I whispered hotly, meeting his eyes, our gazes locked as he pressed deeper into my anus. “Take me, I’m yours.”

  And with that, his cock slid in all the way, every thick inch spreading me wide, penetrating my ass so good, so huge, making me scream and squeal, breathe heavily as I was anally breached.

  “Oh yes, oh yes,” I moaned, eyes falling closed, squirming a bit, unable to help myself, the tight fit so unbelievable. “Yes,” I moaned again.

  Trent began to move slightly then, rocking his hips, pulling his dick in and out.

  “That’s my little butt slut,” he rasped, his dick so hard, like iron in my back channel. “Let the little butt slut inside take over.”

  I creamed wetly then, my pussy gushing, a small trickle of liquid streaming from my hole, dripping down to coat his penis as it ran in and out of my body. I pulled my ass cheeks even wider, welcoming him, giving everything to him, and oh god, Trent’s dick got even harder as we watched our bodies coming together, that hard, hot pole sliding in and out between my creamy ass cheeks, my butt so fucked.

  “Ahhh fuck, baby, fuck fuck fuck,” he ground out, shoulders and abs tense, unbelievably aroused, a small gush of semen creaming into me, lubing my anal hole as we did the dirty dance. “Aww fuck.”

  And I tensed, about to come, the sensations so overwhelming, my cunt tingling like mad as my bottom contracted slightly, unable to stop the surge.

  But Trent wanted to control it, he wanted to make sure this happened at his pace, everything according to plan. So he stopped for a moment, all movement ceasing.

  “Tre-Trent?” I shuddered, pronouncing his name on a slight whimper, eyes flying open as I questioned him. “Trent?”

  And he chuckled deeply, reaching for the dildo on the bed side table. Internally, I groaned. Oh right, we were supposed to be practicing for the real thing, so that I could come when the time was right, putting another man’s seed into my body. I didn’t want to do it right now, I just wanted to continue our anal fucking, I didn’t want him to pull out and stick the rubber dildo into my pussy, the way it was supposed to be done.

  But Trent read my mind and grinned at me lasciviously.

  “Who said I was going to pull out?” he rumbled deep in his chest.

  My eyes flew open at that. He wasn’t pulling out? What the? Wait, what the? I gasped, body shuddering reflexively, unable to process the implications.

  Trent just grinned again.

  “That’s right, honey, you’re about to be DP’d,” he grunted. “Me, and our friend here, we’re gonna do the job.”

  I moaned lustily then, eyes fluttering closed, ass still skewered on his pole. Because I couldn’t. I’ve never done double penetration before, never imagined that it would be me, mild little Marie, wallflower extraordinaire, taking two appendages into my body, stuffed absolutely full. But so many things had happened in this past week, and Trent had been an amazing tutor, opening worlds of sensation, showing me colors that I didn’t even know existed. Heck, I’d never even really liked anal until he taught me to love cock in my back end, and that was something I never thought would happen. So I nodded dumbly and accepted, my pussy gushing in anticipation despite the fact that I wasn’t sure exactly how it’d happen. But Trent was the master and merely ran a finger through my slit, testing the engorged folds, dipping into my nectar.

  “Oh yeah, my baby girl is still wet,” he said, stopping to pinch my clit for a moment, rub the base of my nub, “but Daddy’s gonna make you sop, make you cream.”

  And with that, he began a rhythm on my clit, up and down up and down, the steady stroke feeling so good, the juice pouring from between my legs like a waterfall, a hose that I couldn’t turn off.

  “That’s it baby girl,” he encouraged, eyes on the dirty sight, penis embedded in my butt with my slit open, wet for him. “That’s it, cream hard, baby girl.”

  And just like that, I did. The first orgasm crested, going high, higher, until it broke over my body, my cunt releasing in small spasms, the tremors shaking me, boobs bouncing as I cried out.

  “Daddy!” I panted. “Oh!”

  And Trent was having difficulty controlling himself, sure. His dick was a bright purple now, and it jerked in me, releasing another small spurt of cum up my backside. But the alpha has iron control and he refused to let the damn burst. Instead, slowly, gently, he ran the inseminator over my pussy lips and horizontally through my soft flesh, the rubber getting wet with ambrosia, my labia hugging the shaft as it moved up and down.

  “That’s my baby girl,” he grunted. “So fucking wet all the time.”

  And pulling it into a vertical position, he positioned the head at my wetly creaming base and began to push. Oh fuck. Oh fucking god, it felt so good. It was slow going because I was already stuffed full in back, there was less room in my pussy with Trent’s cock in my ass, so the inseminator had to be screwed in a bit, the pressure intensifying as the alpha pushed.

  “That’s it,” he crooned softly to me, inching the toy in. “Let that slutty cunt eat it.”

  And with one slow sucking sound, suddenly he did it. I cried out, stuffed so tight, both my pussy and ass crammed to the limit. How had this happened? I was nothing but a single mom, a divorced woman who hadn’t enjoyed sex in ages, hadn’t even felt a male touch in years, and now I had an alpha in my butt with a dildo in my cunt? Oh god, how the tables had tu
rned, so fast that my head spun, it was positively dizzying.

  But in the moment, there was nothing I could do but give myself up to the ecstasy. Because it felt so amazing, so unbelievable, the dirtiness, a hot hungry man looming over me, his hands hot on my body, blue eyes blazing.

  “That’s right, baby girl,” the big man rasped. “You’re doing so good, so good, honey.”

  And with that, he began fucking in earnest. I’m not sure how Trent managed it, pushing and pulling the dildo in my pussy as his hips moved back and forth, owning my ass, but he made it work. The alpha pushed in with his hands, the toy going deep as he drew back with his ass, cock sliding out. And then it was the reverse, dick going in as the dildo slid out, I was always stuffed with something, I always had hardness in my pussy or ass. But I wanted a deep fucking. I wanted both of them in me simultaneously.

  So I caught his hands for a moment, willing him to stop.

  “Both,” I panted. “Both, now.”

  And the big man knew exactly what I was asking. He roared and huffed, and then suddenly both his cock and the dildo were thrust forwards, cramming me so full, so tight, so stretched. And Trent fucking lost it then.

  “Fuck baby, fuck fuck fuck,” he ground out. “Fuck I’m not gonna last, you’re so tight, I can feel that fucking toy through your slutty cunt walls.”

  I gave it up then, his dirty words throwing me over the edge. With a jerk, a shriek, and slight twist of my hips, I plummeted over the cliff, pussy and ass spasming hard, creaming as this man owned my body.

  “Trennnt!” I screamed, cunt gushing wildly, dousing both of us with my female scent, the musk that rose between my legs. “Ohhh!”

  And the big man lost it too, his dick jerking hard before jetting wildly in my anus, spraying me with blast after blast of hot cum.

  “FUCK!” he roared, hips pumping, big dick embedded thoroughly between my cheeks, anal walls pumping him for more. “Fuck!”

  And we thrashed, our bodies exploding in a ball of flame, sparks shooting wildly through my cunt and ass, lighting fires in my nipples, fingers and toes tingling with electricity as I came again and again, the tremors of sensation like an earthquake rippling through my form, forcing me to twist and thrash even as his dick pinned me tight, rooting me to the earth, the only thing keeping me steady.

  “Oh!” I screamed again, my cunt twitching wildly, spasming, convulsing as the inseminator went in deep, thorough, hard. Because even in the throes of ecstasy, Trent hadn’t forgotten what he was here for, how he had a job to do. And just as promised, when I hit my peak, he’d pushed it in as far as possible to simulate the real thing, what would happen once there was sperm inside, how we hoped the contractions of my pussy would pull the semen into my sweet insides, fertilizing me, creating a baby within.

  So I gasped and gave myself up to it, filled so full, the big man spurting into my behind, liter after liter of hot juice pouring into my butt as the dildo drilled me, my cunt so slutty and wet, loving it all.

  And I couldn’t help it, I just couldn’t. After it was over, I didn’t move an inch, closing my eyes, savoring the feel of the toy, of his cock, of being stretched so full, so womanly, filled to the brim with his sperm, so much that it spilled from my ass, a hot stream trickling between my cheeks. I couldn’t do anything but feel for a moment, to ride the cloud, to enjoy and let go, giving myself up to everything Trent promised, and everything he’d already delivered.

  And the big man dropped a kiss on my nipple before spreading out over me, both appendages still buried tight in my body, covering me with that massive bulk, keeping me warm, toasty, hot even, our slick skin pressed to one another, intimate and loving.

  “Marie,” he grunted softly, kissing my throat, running his tongue up the elegant arch before stopping at my mouth and taking my plush pout with his. “Marie.”

  He didn’t mean anything by saying my name. But to my dazed, hazy mind, it sounded like a promise to me of sorts, there was a promise in that word, that we’d find a way, somehow, to make it work, to extend the loving beyond a week, that we’d overcome the barriers to our relationship, the age difference, my attempts at getting pregnant, the fact that I was his best friend’s mom. And giving myself over to the magical thinking, I fell into a world of indulgence. Because with a shattering realization, I knew suddenly that I loved Trent. Somehow, against all odds, I’d fallen for my son’s best friend and there was no going back, I couldn’t take it back, couldn’t take back my love for him … nor did I want to.

  CHAPTER THIRTEEN

  Marie

  I never got a chance to tell Trent how I felt, and it was probably for the better. Because for the last two nights he was with me, he was in my bed as soon as the sun set until the first crack of dawn, our loving so intense, so true, so incredible, our bodies tangled together, struggling, coming together again and again, releasing in one another, with one another in pulse after pulse of ecstasy.

  And I knew I wasn’t dreaming when I say Trent felt it too. The big man didn’t say anything, there were no words for the emotions, but I could see it in his dark blue eyes, the anguished look sometimes when he thought I wasn’t looking. I could feel it in the way his hands trailed over my curves as if memorizing the sweet hills and valleys, sliding softly between my cunt lips to feel the shape of my inner channel, where I’d cushioned him so many times, my engorged flesh molded to his hot flesh.

  But to be fair, Trent held up his end of the bargain as well, he didn’t come in my pussy even once, always making sure the dildo was there when I orgasmed. Because the toy was absolutely part of our love play, and the purpose of our entanglement was allegedly “practice.” But it ground on him, I could tell. The thought of another man’s hot sticky semen was too much for any man, and we never went on to the next step, always just playing with the dildo, making sure it was in me deep when lightning and thunder struck.

  Because what could he say? Don’t do it, Marie, I’ll be your baby daddy. I’ll leave my career as a pro athlete to be your boyfriend, settle down like a happy little family? We both knew that was impossible, we’d never reach the Emerald City. So instead, our voices were silent, our bodies doing the talking, coupling again and again, struggling, seeking solace in one another, Trent showing me see colors I’d never seen before, a dazzle of rainbows that lifted me off the bed every single time I crested. Because this was a twenty year-old male embarking on a high stakes career, and I couldn’t hold him back. I didn’t want to. He was magnetic, ambitious, and compelling, and I couldn’t be a drag, a shackle around his ankle as life exploded, the pursuit of his dream.

  So instead, we took what we could from one another, our bodies hot, tangled, simmering with hard loving, the pounding so satisfying, yet unsatisfying as well. Because we had a meeting of the physical but the emotional was a complete mess. We cared about each other, I loved the man, and yet there was no future. And so desperately, I went at him harder, begging him to take me every which way, offering myself, every position, every inch of my body, every sweet hole available to his hands, his mouth, and yes, that huge cock.

  But like everything else in the world, all good things come to an end. I woke Monday morning and a deep depression sank onto my shoulders, pressing me into a blue-grey fog, making it difficult to breathe. Because Trent was gone for good this time, his big body departed. It wasn’t unusual for him to sneak off in the mornings, leaving my bed silently to lay on the couch again before Robbie got up. But this time it was different. The vibrations in the house were off, there was no big man sleeping on the sofa, the house was somehow emptier, almost ringing with echoes, like I was a doll in a lonely mansion.

  So I got up, heart heavy, knowing without having to look that Trent was gone for good this time. He was back with the team, back off to his itinerant lifestyle that meant traveling all over the county, a game in a different city every night, long bus rides, endless practices and hordes of women. That made me crumple a bit, the groupies at every stop, young, beautiful, offering the
mselves at every opportunity, nubile and only too happy to sleep with a handsome pro athlete on the cusp of success.

  Shit. I almost gave up then, it fucking hurt. But what did I expect? That Trent would be here forever, keeping me warm day after day, night after night? We’d made a deal for a week, and the week had ended, just like the sun rises each morning and sets again each evening. There was no way to halt the passage of time, and our honeymoon was over, done for good. So I trudged to the bathroom, forcing my feet to move despite the fact that they felt like lead blocks. Any other morning I would have been radiant and glowing, with a pep to my step, but my heart was empty this time, missing the big man, and it was all I could do to put one foot in front of another.

  Shoulders sagging, I flicked on the bathroom light, looking at myself in the mirror. Fuck, in ten minutes I’d aged ten years. My hair seemed faded, skin sallow, my brown eyes more mud-colored than chocolate. But then I saw it. Oh shit. Because there, on the bathroom counter, was a little paper cup filled with white, frothy liquid. With a tentative hand, I reached out, lifting it, squeezing the paper slightly, even sniffing the contents. Holy fucking shit, it had to be. The liquid was warm, bubbly, with a certain tang and viscosity that I’d come to know so well. It was Trent’s come. He’d left me with a memento, a sample of his DNA, spurted into this little cup. But why? Why would he do this?

  Holy shit. My mind flew in all different directions, grasping at possibilities. It’d been a mistake, he wanted me to have something of his, nothing cheesy like a ring or a sports jersey. So he’d left me his cum. But what was I going to do with it? Smear it over my body? I thought seriously about that one, it sounded good to me, I’d love nothing but to bathe in his semen, to rub the hot jism all over my breasts, tease it into my pussy, dab a bit onto my asshole as a reminder of him. But there had to be another reason.

  And suddenly, I knew with a certainty what it was. If I wanted, I could inseminate myself with his sperm. He’d been careful not to come in my pussy, coming in my ass a million times, but never spurted the good stuff into my cunt. And now, he was leaving me with a deposit, a way to feel his hot jizz deep in my insides, to do the dirty if I was brave enough.