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A Challenge For Two Subs: Part 2

"Whoever cums first loses"

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Author's Notes

"This story is based on one of the many fantasies and desires I have. This is a personal fantasy of mine, featuring myself as the main character."

The Second Challenge

As we both try to catch our breath, my Dom steps forward, his commanding presence filling the space as he begins to explain the next challenge.

“For the second challenge,” he starts, his voice calm yet laced with cruel anticipation, “you will position yourselves in a 69 position, facing each other’s dripping wet little pussies.” His smirk widens as his eyes flick between us, savoring the flush of arousal and exhaustion that paints both our faces.

“You’ll each be given a vibrator,” he continues, holding up two identical toys in his hands. “The goal remains the same: make the other slut cum before you do. But…” He pauses, letting the weight of his next words hang in the air. “You are only allowed to use the vibrator for penetrating each other’s pussies. No teasing her clit directly; you’re not allowed to take the vibrator completely out of her pussy or use the vibrator to tease any other parts. However…” His eyes gleam wickedly. “You may pump it in and out of her greedy little pussy as much as you’d like and use any setting you think will bring quickest to orgasm.”

My breath hitches as his words sink in, and I glance at Andrea, whose lips press into a determined line. The challenge feels both daunting and intoxicating, the stakes as high as ever.

“Because you’ll be in a 69,” my Dom continues, “you’ll have an excellent view of the other girl’s needy, dripping cunt. Use that to your advantage. Watch every twitch, every clench, every desperate little movement that gives her away.” His voice lowers, a cruel edge cutting through. “But remember: no touching her with anything except the vibrator. Not your hands, not your mouth. The one who cums first loses.”

He steps closer, his piercing gaze locking onto mine before shifting to Andrea. “Is that understood, my desperate little whores?”

“Yes, Sir,” we both whisper breathlessly, our voices trembling with a mixture of arousal and nerves, knowing what lies ahead.

“Good. Then get into position! Andrea will be on top,” my Dom commands.

Andrea and I scramble into action, quickly assuming the 69 position. I lie back on the floor, spreading my legs wide, while Andrea positions herself above me, her damp pussy hovering tantalizingly close to my face.

The sight before me is intoxicating—her puffy, glistening lips catch the light, her swollen clit practically begging for attention. I take in the intricate details of her clithood piercing: a vertical silver bar threaded through the delicate skin shielding her clit, each end capped with tiny pink rhinestones that shimmer with her every movement. Dangling from the lower end of the bar is a small ring, adorned with a pink rhinestone ball that rests against her clit, tapping it softly with each subtle shift of her body.

“God, this must be torture for her,” I think, my breath hitching at the thought. “That little ball brushing against her clit every time she moves—a constant, maddening tease she can’t escape.”

My Dom steps forward, handing me a pink, penis-shaped vibrator. Its smooth surface gleams under the light, with several buttons etched neatly along the handle. While he walks to Andrea’s side to hand her the second vibrator, I take a closer look at the controls, familiarizing myself with its functions and settings.

There are four buttons: a plus and minus clearly meant to control the speed of the vibrations, an obvious power button, and a fourth button marked with an unfamiliar symbol. Intrigued, I power the vibrator on, feeling it hum gently in my hands.

Pressing the mysterious fourth button, I’m met with a rhythmic pulsing, the vibrations shifting in a deliberate pattern. I press it again, and the rhythm changes—faster this time, then slower on another press. My lips curve into a sly smile as realization dawns: the vibrator has multiple rhythmic settings, each one a potential tool for throwing Andrea off balance.

I intend to use that to my full advantage. Switching rhythms unpredictably, keeping her guessing—if I play this right, it might just give me the edge I need to outlast her.

“Good, now remember the rules,” my Dom’s voice is low, but firm, his gaze never wavering as he holds us in his grip. “You’re only allowed to use the vibrator. No hands, no tongues, no mouths. The vibrator stays inside her pussy at all times.” He pauses, his eyes darkening as he adds, “And the first one to cum loses. And you both remember the punishment for that,” My Dom hints at the two buckets filled with cum-filled condoms collected over the past two weeks by us both. The thought of having to swallow that—the weeks-old, thick, revolting cum, some still clinging to the condoms, its smell nauseatingly pungent—almost makes me gag, but I hold it back, swallowing the bile that rises in my throat. It’s a reminder of the price we pay for failure, and it sends a shiver down my spine.

“Again, you’ll have five minutes to make each other cum,” my Dom explains. “You may both put the vibrators into position.”

As soon as the words leave his mouth, I feel Andrea smoothly sliding the vibrator into my already soaking wet pussy, filling me up completely. The feeling of the vibrator inside me, combined with the princess plug in my ass, is overwhelming. I feel double-stuffed, the pressure and fullness almost too much to bear. In turn, I place the pink vibrator against Andrea’s entrance, and with ease I slide the toy into her pussy, using her own wetness as lubricant, making it glide in effortlessly, like butter.

“You may begin!” My Dom’s voice cracks through the tension, sharp and commanding, and suddenly, the vibrator inside my pussy is alive, buzzing relentlessly as Andrea wastes no time in working the toy inside me. I’m caught off guard by the jolt of sensation, the vibrations sending a shockwave through my body, making my breath stutter. My muscles tense instinctively, my body overwhelmed by the sudden intensity. The vibrations from the vibrator spread to the princess plug in my ass, adding an extra layer of stimulation, making every part of me feel alive and on edge. I can feel the vibrations inside my tight little asshole, the sensation spreading through my entire body and heightening my arousal. It takes a second to adjust, to wrest back control, but I quickly refocus, determined not to lose.

With a shaky exhale, I turn my attention to Andrea. I can’t see her face, not in this position, but it doesn’t matter. All that matters is what’s happening between us—the sensation of her wet pussy so close to my face, the slickness of her arousal coating the vibrator. My body trembles, anticipation gnawing at me as I adjust the toy inside her, feeling her warmth, her heat. The princess plug in her ass seems to make her feel even more full, the sensation of being double-stuffed intensifying her moan.

I press the button to turn on the vibrator inside her pussy, and it begins to hum, a soft thrum that vibrates deep within her tight little pussy. But I know that won’t be enough. I can’t afford to be slow. I need to make her feel it, to make her struggle. My fingers grasp for the speed control, fumbling slightly in the heat of the moment before I find it, cranking the vibrator up to full intensity.

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Andrea isn’t holding back either. The vibrator inside me pulses and hums, a maddening rhythm that reverberates deep within my core. She’s skilled—too skilled. The toy inside me doesn’t just buzz; it moves. Andrea pumps it slowly in and out, letting the vibrations linger deep within me before retreating just enough to make my pussy clench in frustration. The combination of movement and sensation is enough to make my thighs tremble.

I try to push back, to focus on her. My fingers tighten on my vibrator, and I crank it to its next setting. The sharp, rapid pulses rock through her pussy, pushing her closer to a breaking point—or so I hope. I feel her pussy grip the toy tightly, clenching around it, as I pump it in and out of her wet slit.

But it’s so hard to concentrate when Andrea changes the rhythm on my vibrator again, setting it to a deep, thrumming pulse that feels like it’s pulling the orgasm from me one beat at a time. My pussy is dripping, clenching harder with every thrust, and my body is betraying me, hips lifting slightly with each movement of the toy.

I grit my teeth, trying to fight the rising tide, and throw everything I have at Andrea. I press her vibrator deeper inside her, pushing the speed higher and changing the pattern to one that’s unpredictable, keeping her guessing. Her body reacts—the slight jerk of her hips, the quiver of her thighs—and I know I’m getting closer to breaking her.

But Andrea’s relentless. The vibrator inside me plunges deeper, the vibrations growing harsher and more focused. She changes the speed, slower this time, teasing my walls with maddening precision. My breath catches in my throat as I fight to hold on, my muscles burning with the effort of keeping the orgasm at bay.

My focus blurs, the line between control and surrender thinning. Each thrust of Andrea’s vibrator drags me closer to the edge, each flick of her wrist undoing me a little more. My pussy clenches around the toy, trying to fight the relentless pressure, but Andrea is too good.

I force myself to concentrate on the vibrator inside her, the way her pussy quivers and contracts around it. Her swollen lips glisten with her arousal, and the dangling ring of her clit piercing brushes against her swollen nub with every subtle motion. The princess plug in her ass adds an extra layer of fullness, making her movements more pronounced. I shove the vibrator deeper, adjusting the speed again, hoping the erratic rhythm will tip her over the edge before I fall.

But my own body betrays me, hips trembling as the deep, throbbing vibrations within me grow impossible to ignore. I clench my teeth, desperate to outlast her, even as Andrea’s relentless skill threatens to drag me under.

Just as the pressure inside me swells to an unbearable peak, the pleasure teetering on the edge of release, my Dom’s voice slices through the haze like a cruel blade.

“Time’s up, turn off the vibrators!” he declares, his tone sharp and unyielding, shattering the building tension.

The words hit me like a shockwave. My fingers tremble as I reach for the button on Andrea’s vibrator, turning it off even as the sensation of her toy inside me abruptly ceases. The vibrations vanish in an instant, leaving behind a maddening void that feels like a scream silenced mid-cry. My pussy clenches involuntarily around the now-still toy, desperate for the stimulation to return, desperate to chase the orgasm that was so achingly close.

“Remove the vibrators,” he commands firmly.

Andrea moves first. As she slides the toy from my pussy, an unbidden moan escapes me—a soft, breathy sound filled with the frustration and torment of being denied release. The smooth surface of the vibrator drags against my oversensitive walls, the sensation both soothing and excruciating. My pussy flutters around the emptiness left behind, as if pleading for the toy to return. Cool air brushes against my soaked folds, amplifying the raw, throbbing ache that pulses through me.

I force myself to focus, gripping the vibrator nestled inside Andrea’s pussy. My own fingers feel clumsy, weak, as I withdraw the toy with deliberate care. Andrea lets out a trembling moan, her voice low and shaky, as the vibrator slides free, slick with her wetness. My breath hitches as I catch sight of her glistening pussy, still twitching with aftershocks. A thin, glimmering strand of her arousal clings to the toy and her piercing, dangling from the small pink rhinestone ball on the end of the bar. It sways lightly with her every movement, a testament to just how wet and desperate she’s become.

Her pussy clenches around nothing now, the emptiness as visible in her trembling thighs as it is palpable in my own body. My Dom’s gaze lingers on Andrea’s clit piercing, the wetness shimmering on the dangling ring, a cruelly erotic detail that makes my own arousal throb harder, impossibly.

Relief floods through me for a brief moment—I didn’t cum, I made it through—but it’s fleeting, overshadowed by the unbearable frustration that follows. My body screams at the loss, craving the return of the vibrator, the pressure, the promise of release. I feel hollow, empty, as if a vital part of me has been ripped away. My swollen clit throbs with neglect, every pulse a cruel reminder of what I was denied.

My breath comes in ragged gasps, chest heaving as I struggle to steady myself. I glance at Andrea from beneath her, noticing how her slickness drips steadily, forming a tantalizing trail down her inner thighs. Her hips twitch slightly, as if her body is still chasing a sensation no longer there.

We lie there in the aftermath, our bodies trembling and slick, the air thick with the scent of arousal and the sound of ragged breathing. Relief and frustration collide within me. I didn’t cum—I made it—but the ache inside me is unbearable. My pussy throbs with a desperate need, the emptiness left by the vibrator more tormenting than the relentless stimulation had been.

“Well done, my desperate little sluts,” my Dom says, his voice dripping with sadistic amusement. “You’ve both survived… barely.” He steps closer, looming over us, his gaze darting between our glistening, twitching bodies. “Look at you,” he says, his tone mockingly soft. “So wet. So needy. Your tight little pussies can’t even stop dripping, can they?”

My breath catches as his words cut through the haze, each syllable driving home just how exposed and desperate I feel. The ache inside me grows sharper, a gnawing hunger that refuses to be ignored.

“And those moans,” he continues, his voice darker now. “You couldn’t even pull the toys out without crying for them, could you?” His gaze lingers on Andrea’s clit piercing, the glimmering wetness dangling from the delicate ring. “That dripping mess between your legs says it all. You’re both filthy little whores, and I couldn’t be prouder.”

My cheeks burn, the combination of his cruel praise and my own frustrated arousal leaving me trembling. I want to deny it, to fight the feeling clawing at my insides, but I can’t. Every word he speaks is the truth, and it stings as much as it excites me.

He steps back, the smirk on his face widening. “No time to recover, girls,” he says, his tone as sharp as a whip. “We’re moving on to the next challenge. Stay exactly where you are. You won’t need to move for this one.”

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Written by ExploringMySubmission
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