Anonymous Encounters (The Billionaires Club Book 5)

by Cassandra Dee

Because his fingers slid lower, lower, all the way through my butt cheeks until they stroked my pussy. And once there, I sighed gustily, eyes drifting shut, whole body going weak. Because those digits caressed my lips, touching the soft swollen folds, sampling the slickness that oozed from my honey hole just for him. Oh god, it felt so good, but to my utter dismay, a hot rush of goo gushed out just then, filling his palm with desire.

  “Oh!” I cried out, half-twisting with humiliation. “Oh!”

  I wasn’t sure what I was going to do, pull away and show everyone my naked pussy, flashing female assets at the crowd? It was so embarrassing to be this wet, like I was some kind of oozing lagoon.

  But the big man pinned me in place with an arm across my lower back effortlessly, making it impossible to move.

  “Naw baby girl,” he rumbled. “This is what I live for, I love female honey. Do it again,” he commanded.

  And to my embarrassment, I did. The ambrosia was running like a waterfall between my legs now and at his words, another giant gush came rolling out, over-filling his palm. My ears flamed, face so hot. Oh god, oh god, I was such a slut, such a whore creaming like this for a man I didn’t even know. I stood stock still, trembling with combined lust and embarrassment, mind pinging in a dozen different directions. Was this really me? Was this really happening? Who was this man again? What was I doing here?

  But Donny didn’t give me time to snap back to reality. Instead those magic fingers kept going, taking me for a ride. Chuckling darkly, he started caressing me for real. Up and down, up and down, his fingers stroked my swollen labia in a rhythmic fashion, making me squirm, each brush against my clit so tantalizing, shivers running through my cunt. And oh fuck, but my clit grew like a monster. I have a huge one when aroused, it’s two inches long, sticking out from my labia and I squealed as he brushed it.

  Because oh yeah, the strange man behind me pinched it once, making me shriek, before settling into a deep pussy rub, currents of electricity running through my frame, cunt weak with need.

  “Ah!” I cried out involuntarily, knees buckling. “Ah!”

  The arm around my waist tightened, supporting me. But Donny wanted more.

  “Hold onto the bannister,” he ground harshly into my ear. “Hold onto the bannister and spread ‘em.”

  Like a woman in a trance, I did as commanded. Wobbly and breathing fast, I gripped the railing, leaning my shoulders forwards like I was trying to get closer to the music and subtly spread my legs. Was it good? Was it what he wanted? A dose of reality hit me for a sec and I came to, startled. Oh my god, I’m a curvy girl and he could feel exactly how big I was down there. No thin, skinny thighs, no flat pancake butt. I’m all about huge ham hocks for legs, dimpled and sweet and a giant butt, the better to shake. In fact, I’d already shaken it and bumped into his dick by accident, my real estate was so significant.

  But evidently Donny liked what he saw because as I spread, he rumbled deep in his throat.

  “Yeah, just like that,” the masculine rasp came. “Fuck yeah.”

  I melted. Okay, so the man wasn’t exactly poetic but I didn’t care. He liked what he saw judging from the way his hand was touching me again, and I swallowed a choked gasp, body rippling with shudders. Because oh god, oh god, it felt so right to have his fingers on my twat, massaging my hole, slipping all over my secret space before niggling my clit again, making my whole body thrum.

  But I didn’t come here just for an external massage. I wanted a deep fingering, I wanted a man in me, even if it was his hand and not his dick. So swallowing thickly, I bumped my butt suggestively against his cock again, making the big man shudder.

  “Inside big boy?” I murmured throatily, spreading my thighs a little more. “Put it inside?”

  A low chuckle rang in my ear.

  “Fuck, you’re nasty aren’t you?” he ground out in a whisper. “But of course, happy to deliver sweet thang.”

  And with that, his finger made its first entrance into my secret space. I threw my head back and moaned, unable to keep it in. Oh god, it felt so good, pussy spreading slightly, opening a bit to its first taste of man. Oh god, wet juices leaked from my hole, lubing the way, making the alpha chuckle harshly again.

  “What a slut,” he rasped. “What a slutty slut.”

  But I wanted it. I wanted to be that slut, for his eyes only. So widening my stance, I did something that I’ve only seen in porn before. Reaching back with both hands, I grabbed fistfuls of ass cheek and pulled my butt apart, bending over more to give him better access.

  “Further,” I whimpered, eyes shut as I breathed. “Put it in more.”

  And with that, the finger began the push again, wedging itself into my secret space, stroking the walls of my vaginal chamber. Oh god, it felt so good, legs spread so wide now, holding myself open as a strange man delved into my twat. Oh god, this was so wrong and yet I absolutely loved it, acting the nasty whore. And holding nothing back, I did something that even surprised me, throwing me for a loop. Because letting go of one ass cheek, I reached behind myself and seized his wrist.

  “More,” I panted, taking him by surprise. “More, more.”

  And with that, I literally shoved his hand up into my pussy further, like I was some dirty whore, desperate to have a man as deep into me as possible. Holy shit, why was I acting like some kind of deranged nympho? Was I really that sex-crazed slut who grabbed strange men’s hands and literally pushed them into their vaginas, forcing male appendages into cunt? It was so crazy but even as I did it, my pussy juiced more, welcoming the finger as it made its way inside. I was so full, so stretched and so fucked, bent over, pushing a strange man’s hand up my streaming twat.

  The big man chuckled behind me, that deep voice amused. But then Donny stopped. He halted entirely, hand still buried in my secret space.

  “What is it?” I panted, practically falling over the railing now. “What is it?”

  I was so desperate that I wiggled my hips again, trying to get him inside further. I would have turned to look at his face, but that was against the rules.

  And there was no sound except the harsh rasps of his breath. But Donny’s next words made my blood turn into ice.

  “You’re a virgin,” he ground out. “You’re a fucking virgin.”

  I paused. Of course, the alpha was absolutely right, but was that bad? What should I do? I decided to try and play it off, act like it was nothing.

  “What do you mean?” I panted. “How do you know?”

  And suddenly it became clear. Because Donny wiggled his finger inside and it stroked against something that I’d kind of known was there. I’ve tried using tampons in the past but always gave up because it hurt. I could only get those things about halfway inside before the penetration became excruciating, and the reason reared its ugly head now.

  Because my hymen was intact, deep in my vagina canal. Donnie stroked it even as he spoke, even as he said the words.

  “A virgin,” he breathed again, a prayer on his lips. “A real-life virgin.”

  I couldn’t help it, my thighs snapped shut to prevent him from going away.

  “Please don’t stop,” I begged, body so desperate for a man. “Please don’t go, I should have told you but …”

  Donny interrupted.

  “You should have told me, that’s right,” he ground out. “But it’s too late now, and I’m not going anywhere, baby girl, until this twat is good and fucked.”

  And with that, the stroking began again. Oh yeah, he fingered my hymen, strumming against the soft barrier, playing it like a fine instrument. But that was only the beginning. Slowly, he began pushing another digit into my snatch, spreading my pussy, massaging my internal channel. I threw my head back with delight, cunt creaming heavily, riding his hand.

  “Oh god!” I moaned just as the music crescendoed. “Oh god!”

  And Donny began the finger fucking in earnest then. With one hand niggling my clit, the other began pummeling my vaginal canal, going in and out, in and o
ut, making me feel so good, so deliciously taken. My pussy was on fire, electrical jolts running through my cunt, making even my fingers and toes curl. Every nerve was alive, and the most disgusting squelching noises sounded out as he fucked me, slit leaking like a faucet.

  “Oh yeah baby girl,” he growled. “Fuck, this pussy was made to be fucked.”

  I squealed again, lost to the heavens. Because the combination of clit work and heavy vaginal drill did it, and I soared off a cliff, plummeting into ecstasy. My pussy clenched and spasmed, almost breaking off the fingers inside before dissolving into a series of tremors, each more violent than the last.

  “Unnh!” I cried out. “Unnh, unnh!”

  Donny spurted hotly then as well. I hadn’t realized it, but the big alpha had pulled his dick from his pants and the stiff shaft had been vibrating wildly behind me. I’d been so caught up getting my pussy fucked that I hadn’t even realized I was closer to male cock than I’ve ever been in my life.

  But now, it was only too obvious. Because as I came, he came too, that huge fuckrod releasing wild drifts of sperm all across my back and butt, the hot white glazing my flesh, running in rivulets down my lower half. And it was so satisfying, so female, to be coated in his cum, to be branded with his personal male essence that my pussy only contracted harder, a hot, swollen vise.

  “Unnnh!” I cried out again. “Unnnh!”

  Oh god, oh god, I was gonna pass out. I fell forward heavily against the bannister, my internal muscles clenching and clamping, spasming with jolts, the burn in my pussy so wild. No one told me sex would be like this. I thought it would be romance and sweet kisses, maybe some breathy declarations of love. But instead, it was the opposite and made me feel so fucking good. It was having a strange man’s fingers deep inside your pussy while out in public, letting him touch and stroke until I collapsed, releasing juice as my body blasted to the heavens. It was feeling a strange dick spurt all over my back, the hot fuck dribbling down my ass cheeks to coat my lower half thoroughly.

  And just as the first song began to die down, I felt his lips on the back of my neck.

  “Beautiful,” the deep voice murmured in my ear. “So fucking gorgeous.”

  And just like that, Donny was gone. Those clever fingers slid out of my hole, leaving me gaping, and my jeans were yanked back up over my ass so that I was covered, bubble butt shielded. And the big man himself? He was like Batman, here one minute, just a shadow the next.

  Flustered and trembling from the aftershocks of orgasm, I turned, trying to see who had been behind me. My eyes scanned the crowd futilely, trying to make out a departing figure, a tall man who smelled of female musk.

  But there was no one. Everyone seemed to be watching the band, drinking beers like it was no big deal, partying it up. I searched futilely, craning my neck, boobies still heaving. Where was Donny? What did he look like? He had to be hot, there was no way someone who felt that good could be anything other than the most gorgeous alpha male. The way he took control, the way he demonstrated utter mastery over the situation made me juice again, pussy still pounding from his touch.

  But that was it. My mysterious man was gone and who knows if I’d ever see him again? It was crazy, Donny was nothing more than words on a screen until ten minutes ago, strumming my pussy until I collapsed, giving me my one and only man-made orgasm.

  But now it was all over, and the only thing I had as a reminder was the swollen, wet state of my pussy, and the steady drip drip of cum down my thighs. Because oh yeah, he’d sprayed me good, and even now, I could feel sticky, hot semen trailing down my ass, flowing into the crack between my ass cheeks and even coating my hole a bit. Holy shit, was it going in? You can get pregnant if even one drop goes in right? I wanted to touch between my thighs, to feel the tackiness on my secret space, to smell the essence of him. But I was in public, at a crowded concert no less, and that would have to wait until home.

  So turning back to the band, I took a deep breath. It was unreal, the way the audience seemed so oblivious, the music rising to fill the concert hall, echoing in my brain. Because I’d just let a strange man finger me in public, stroking my virgin flesh … and all I wanted was to do it again.

  CHAPTER THREE

  Donovan

  Holy shit. Holy shit. I let myself back into my suite at the Club, doors hissing closed behind me, shaken to the core. Blindly, I lowered myself into a chair at the table, big frame tense.

  Because the girl had been amazing. What was supposed to be an anonymous finger fuck had turned into so much more, gone beyond the strict confines of our illicit agreement. Because oh shit, she’d been so beautiful. The moment Rachel had appeared, I knew it was her. I’d been watching from the shadows and my eye was caught as soon as the curvy brunette stepped onto the second tier, pausing for a moment to catch her breath.

  Holy mother of god, the girl was like a breath of fresh air on a rancid night, everything about her so sweet and innocent. She had curly brown hair, just like in her pic, but the photo hadn’t done justice to the caramel eyes, the pert, upturned nose and lush lips. Oh god, that pout was perfect, a light, natural pink, perfect for sucking cock.

  But that’s the thing. I wasn’t gonna feel those lips on my dick, not tonight and not ever. I was here for a quick, anonymous finger fuck, nothing else. But even at this early stage, I knew it wasn’t gonna be enough. Because that body beckoned to me, making me go from alpha to triple-X alpha male, ready for the deep pound. Those lush, curvy hips flared into a giant bubble butt, one that begged to be drilled, and oh god, those breasts. Those huge, heaving tits were exactly my thing, the way they pressed out against her top, the stiff nipples obvious.

  Because I’m a guy who loves bigger women. I love ‘em round, ripe, and luscious, and Rachel was exactly up my alley. She was no skinny bag of bones, no wasted skeleton with a dry cunt. I knew even from across the room that her pussy would be wet, that the flesh would be swollen, ready for me to fuck.

  And as I watched, the girl took her pre-determined place on the edge of the bannister. Good. I like that spot, it gives ‘em something to grab onto, something to grip as their knees go weak and their cunts pulse. And I could see that the brunette was nervous too, those big eyes looking around, scanning the crowd, even if she couldn’t see me. I laughed to myself, a low chuckle, loving it. Shit, this baby girl was gonna get the ride of her life, she was gonna be screaming was I went to town on that wet cunt.

  But that’s the thing. Rachel was so much more than just a wet cunt. Because she was a wet, virgin cunt. The girl was so innocent, so young, and there was no way I could have known. I didn’t ask her on-line, and she didn’t exactly say anything either. Nor would I guessed from her body language because the female had been so slutty, spreading her legs immediately, hell even spreading her ass cheeks and grabbing my hand to shove it in further. What virgin does that? What virgin is so ready to hump that she literally grabs a dude’s wrist to push him in more, to get as much finger as possible?

  But it was absolutely, undeniably true. Because as my digit slid up that hot, slick passage, I felt it myself. My finger brushed against the spongy tissue, the unmistakable evidence of Rachel’s virginity and holy shit, but everything went haywire then. If I’d been rock hard before, then I went from rock to diamond, my cock jerked like a puppeteer had me by the strings, pulsing and ready to ream.

  But I couldn’t take her. Even though I was tempted to pop my fly and push into that virgin cunt, even I’m not that much of an asshole. So instead, I popped my fly, letting the fuckmeister out, and focused on working the girl, enjoying her breathy little moans, the way Rachel rotated her hips as I fingerfucked that vag silly.

  But the surprises never stop rolling because as the brunette burst beneath me, as the female positively shattered, cunt clamping again and again, I did something out of character. My fuckrod erupted as well and right there, in the concert hall, I unloaded gallons of jizz on the sweet girl’s behind, covering her rump with the good stuff. Oh yeah, there
was hot semen all over the sweet thing, running down her ass cheeks, trailing down her thighs, even coating her asshole. I even could see a rivulet dripping into her crack.

  And shit, that’s what really makes me pause. Because shooting my jizz doesn’t happen. Sure, I’m turned on by the anonymous fucks, I love feeling pussy clench around my finger, I love when pretty cunt gets wet and wild at my dirty fingerings. But for me to come? Naw, not that. I’ll get home and beat one out in the shower, but generally, I don’t get that aroused at the site. Generally, I’m in perfect control of my body, holding it in until I’m back at the Club, in the privacy of my rooms.

  So what the fuck happened? Why the fuck did I erupt like a fourteen year-old boy during his first time, blasting the sweet girl like I had no control? Frustrated, I let out a roar and did the only thing at hand. Grabbing for my laptop, I booted it up and immediately surfed to the Discreet Encounters website.

  Unsurprisingly, Rachel was logged on. Good. Even though we’d only had our encounter a half-hour previously, the green light was steady and unblinking next to her name.

  DONNY: Hey.

  Pause. Was the girl going to reply? Was she going to acknowledge me? Or now that we were done, was I toast? My heart bumped for a moment as I stared at the screen. But then ellipses appeared, indicating that someone was typing, and a reply popped up on my screen.

  LIPSTICK4EVAH: Hey yourself

  DONNY: Get home okay?

  LIPSTICK4EVAH: Yeah, thanks.

  Okay, that was an inoffensive start. Promising.

  DONNY: So … what’d you think of tonight?

  A pause.

  LIPSTICK4EVAH: It was good, thanks.

  Another pause. What do you say to something like this? Her reply was so general, giving nothing away. But the hungry alpha in me took over.

  DONNY: So you wanna do it again?

  Another short silence.

  LIPSTICK4EVAH: I’m not sure.

  Not sure? Holy shit, tonight had been fucking amazing. But I instructed myself to calm down. Rachel couldn’t sense my hunger through the computer screen, and that was probably a good thing. Forcing myself to take a deep breath, I went casual.