"A-ahh... it stings... It's too, too much...' Jirou moaned softly, tears pricking her eyes, but her body betrayed her, hips twitching forward under Obāchan's firm hold.
Not wasting any time, Rui added a second finger, scissoring them to pry her open wider, the tight ring yielding with a wet squelch!
Her asshole fluttered, gripping him fiercely as he drew slick from her untouched pussy, dipping his thumb there to gather the dripping arousal before smearing it on her hole atmd trusting back in.
"Mmm, feel that? Your ass is loving it already. It's so eager for more."
Rui palmed his straining erection through his pants, rubbing the hard bulge as pre-cum dampened the cloth.
He thrust the two fingers deeper, twisting to massage her inner walls, as the girls chest heaved with every breath she managed to take in.
"'Nngh... haa... hurts but... oh... Please'' Jirou's murmurs turned to breathy cries, her body arching.
The system updated: [Arousal: 65%. Orgasm Tracked, Progress: 32%. Degradation bonus +50 Ero points.]
He added the third finger, forcing it in alongside the others, her ass stretching taut around the intrusion.
At that, Jirou wailed, tears spilling down her cheeks to soak into the fabric of her bra.
"Aaaah! Too full! stop! It burns so bad... ahh!' Her cries echoed, but her pussy clenched visibly, leaking more slick that he scooped up to ease the way, body shuddering in Obāchan's arms and her mall tits jiggling with each sob.
Rui squeezed his cock harder, arousal spiking at her distress.
"You can take it, baby! I know you can!"
With a snarl, he pushed in the fourth finger, knuckles pressing against her rim as her asshole swallowed them with a obscene stretch.
The pink flesh turned pale from the strain, puckering wildly.
[Arousal: 82%. Orgasm Tracked, Progress: 52%. Threshold approaching, Host needs to push her over the edge. Proceed with caution.]
The ero hero couldn't help but laugh at the instructions, dark mind already knowing what to do to push a anal slut like this over the edge.
Slowing down his thrusts, he widened his eyes and smiled down at the tear marked face of his target, making his voice softer, sweeter.
"Just breathe, Kyoka-chan. I know you can take it. Trust me. You're body wants it." He gentled as he tucked his thumb against his palm, forming a tight fist, and began bullying her hole wider with steady pressure, rocking his hand to inch forward.
Her ass resisted, the rim flaring around his knuckles.
"It won't—ahh! Please, please! Too big... you'll rip me!" she shouted, voice high pitched.
She hiccupped when he only pushed harder, "I'm gonna die... waaah!" Jirou wailed, voice cracking into desperate sobs as she thrashed feebly in Mio's grip, fresh tears streamimg from her eyes and mixing with her drool as she gasped for air.
Rui just grinned wider, eyes dark with hunger.
"Oh but It will fit. All you have to do is relax for me. I already have four of my fingers in you." He huffed with amusement, " "You're clearly built for this!"
Turning to his silent grandmother, he finally looked at her, taking in the flush on her face and the way her cherry lips had been bitten to the point of bruising as she watched them.
She was clearly turned on by this. Very turned on, if the way she was clenching her spread thighs underneath the girl were to be acknowledged.
Giving her a grin, he inclined his head at her naughtiness, before flicking his eyes towards the schoolgirls clenching asshole.
It only took her a moment to get it.
Mio's lips dropped open with an 'O' but to her credit (and his training) she barely reacted and instead shifted her hold slightly, using her thumbs to dig into Jirou's ass cheeks and spread them further apart, exposing the entrance that was straining around his knuckles fully.
The cool air kissed the stretched skin, and Jirou's shock at this quickly turned into panicked shouting: "Nooo! Ugh—don't pull! Aaaah! It's splitting... haa... It's... too wide!"
With the extra space given, Rui pressed harder, his fist breaching her asshole inch by agonizing inch.
The tight ring gave way with a pop, engulfing his entire hand up to the wrist in her hot, convulsing depths.
Jirou choked on her spit, a gurgling wheeze escaping as her body seized, eyes rolling back.
Her asshole clamped down like a vise, rippling around his buried fist, the sensation unlike anything he'd felt.
It felt like velvet fire sucking him in.
"G-guh... ahh... Rui!!!" Jirou shuddered violently, leaning heavier into Mio, her moans fracturing into animalistic gasps.
Rui twisted his fist gently inside her, feeling the walls pulse and try to milk him, absolutely fascinated by the warmth gripping him.
It was his first time fisting anyone so he was a little over excited as he pushed in.
Not going to lie, a part of him hadn't even expected her virgin body to accept even up to his four fingers, not to talk of a fist.
It was absolutely insane what a young body could handle.
Meanwhile in the corner of his vision, the system HUD raced: [Arousal: 95%. Orgasm Tracked, Progress: 78%... 85%... surging!]
Inwardly, jirou felt like she was about to die, 'F-feels..like I'm…. exploding... n-no, too much... haa! C-coming…' her broken mind tried to piece together, too far gone for anything coherent.
Her body locked up, then convulsed as the orgasm hit like a storm and her high pitched squeal turned into a strangled scream, pussy squirting untouched in forceful arcs that splashed Rui's arm, her asshole spasming wildly around his fist.
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