Rule 14, Thrilling First Night Rehearsal for the Virgin Rio (2)
Thump. Thump.
My heart started pounding like mad at Rio's sudden request.
My half-hearted dick sprang to full attention in an instant, throbbing wildly.
"Miss... are you sure about this? Your first time should really be with your senpai..."
Rio, who had been stroking the bulge in my pants, lowered her head and said,
"No."
Zip.
With a ragged breath, Rio slowly pulled down my pants zipper.
Pop!
The moment my pants flew open, my pissed-off dick shot straight up. Throbbing like a freshly caught fish eager to kiss Rio's baby pouch, it smacked against her soft, tantalizingly swollen belly.
Thwack! Thwack!
Rio fixed her gaze on the dick patting her stomach. Then she slowly stroked the glans that was about to nestle into her pussy.
"I'd rather practice with you than get hated by senpai. You promised to help me and senpai get together, right, Teacher?"
Thud!
Flop!
Rio shoved my body hard with both arms, pinning me to the bed. The mattress sucked me in so deep I couldn't move.
"Teacher, have you ever put your dick in a woman's precious place?"
"N-No... I told you last time I haven't..."
"For real? Nothing happened with Ruby unnie after we broke up?"
"...Yeah. I've only seen her face a few times since then..."
That was the moment. Rio's brutal interrogation ended, and she flashed a faint smile.
"Really? Then I'm your first?"
Swish.
Rio reached into the nightstand drawer and pulled something out.
A small, square vinyl packet I'd only seen on screens before.
Rio tore it open along the perforation, revealing a shiny round rubber in her palm.
A slightly blunt-tipped, see-through balloon. A condom.
"This is my first time too... please be gentle..."
Tremble.
Rio's shaking hands tried to force the condom onto my dick with all her might. But...
Snap!
It didn't fit my size—it bounced off before even covering the glans.
"I-I got the largest size... T-Teacher?"
Even as she looked at me in panic, I had no condom experience either.
Still, I had no choice. I clasped her hand over the condom and shoved the rubber down hard.
Shlrp, snap!
Finally, the condom swallowed my dick all the way to the base.
A strange slickness seeped from the first condom I'd ever touched.
......
......
With the serious prep done, Rio and I stared at each other with flushed faces for a long while.
An awkward silence settled, my throbbing dick between us.
Gulp.
Rio was the first to steel herself. She swallowed dryly and climbed onto the bed.
Her long-awaited pussy hovered right over my upright dick. Through the open-crotch panties, her glistening entrance dripped with arousal.
Drip, drip.
Sticky threads dangled from the slit, warm droplets coating my dick one by one.
"Okay, Teacher... I'm putting it in."
Rio grabbed both my hands and slowly lowered her hips.
Schlup♡!
The moment the glans forced its way into her pussy entrance, Rio screamed and froze.
"Eek...! I-It hurts! Teacher, it won't go in! My hole... my hole's gonna tear!"
Her words weren't exaggeration—her petals stretched white-tight around my dick.
"M-Maybe we should stop here?"
My dick desperately wanted inside her pussy, but my head worried it'd rip her apart.
As I flailed between instinct and reason—
Schlurp♡.
I felt the glans piercing her tight pussy walls.
So narrow. Just the head in, and it was crushed by immense pressure.
Rio's gripped hands clenched hard. Her body, perched on my shaft tip, trembled like a leaf.
"Miss, relax your pussy... loosen up a bit. My dick's gonna break!"
"B-But...! It's too big! How's something fist-sized supposed to fit here?!"
The squeezing pressure brought tears to my eyes. Rio's face was already welling up too.
But we couldn't stop now. The arrow was nocked.
"Miss, look into my eyes."
Our gazes locked again.
"Breathe out slowly."
"Huuu... Hoo, hoo..."
Her face twisted each time she lowered her hips, eyes on me.
"Now think of your senpai. To make him feel good, you have to endure this much."
Senpai. That magic word ignited venom in Rio's pained eyes.
"Right... this is practice. For senpai..."
Rio squeezed her eyes shut in resolve. Then she slammed her raised hips down boldly.
Pop.
A thin membrane burst with a rip, her tight pussy hole sliding down my dick at breakneck speed.
"Kyaaaaah!"
Rio screamed loud enough to shake the room. Her soft upper body collapsed onto my chest.
"Haa... haa... It hurts, hurts so much...!"
It bulldozed through her ultra-narrow walls to the root in one go. Like plunging into a lava zone—her insides were unbelievably hot and cramped.
Even through the condom, the overwhelming grip nearly made my hips buck.
"T-Teacher..."
After burying her face in my shoulder, panting roughly for ages, Rio slowly lifted her head.
Tears streamed down her cheeks from the pain. But mixed in was conquest and fullness.

"It's... in. Teacher's dick... filled my belly completely..."
Her trembling hand caressed her lower abdomen.
It bulged out in the exact shape of my dick—how deep it went.
"Feel it? Right... here... it's touching."
The heavy prod at her womb entrance. Rio's face melted into ecstatic pleasure.
As she leaned down to look at me—
Smack.
Rio snapped back to her senses and clamped her mouth shut.
"Sorry, but my first kiss is for senpai—so no greed from you, got it?"
Even after giving up her virginity, she fussed about her first kiss. Absurd since she leaned in first, but I nodded anyway.
The illicit thrill of claiming her first before that senpai guy was intoxicating.
Twitch!
"Hng♡! T-Teacher! Why's your dick getting bigger again???"
"Because I'm grateful to you, miss..."
"Grateful?"
"Rio."
"...Yeah."
"I'm honored you're my first."
Rio's lips quivered suddenly.
"Huuu... Hooo... Saying that now... I... hng♡!"
Her mouth gaped wide, eyes crossing.
Squirt! Spluuurt!
She snapped her hips, squirting a flood of tide.
Ugh!
Her pussy clamping my dick ramped up to another level. The pooled squirt on my stomach formed a puddle, slowly soaking into our clothes.
"Haa... haa..."
"M-Miss, you okay?"
"Y-Yeah... Just felt weirdly happy, that's all..."
"R-Really...? Should we call it here for today?"
"No, not done yet."
Rio cautiously lifted her hips. Her pussy folds dragged tightly down my shaft.
"Hooo... Hooo... Teacher, big trouble... My belly doesn't wanna let your dick go..."
"D-Doesn't it hurt?"
"Yeah. Feels like I'm splitting in two, but holding your dick makes me happy. So... sooo..."
Schlurp♡.
"I'm gonna move now...♡."
Splosh♡. Splosh♡.
The vicious scrape of walls pulling off. Friction on the glans stiffened my dick harder.
Rio's eyes bulged, reason gone from her face.
"Ah, ah! Ang! Teacher! This, this is weird! It's just... too big... my head's going white!"
Splosh♡, splosh♡, splosh♡, splosh♡!
The initial fear was long gone.
Rio gripped my hands and wildly bounced her hips up and down in a frenzy.
Through her open-crotch panties, her red virgin blood mixed with juices into sticky strawberry foam.
A nose-stinging intense scent wafted, but the female pheromones made my dick rage harder.
As our groins slapped and parted with lewd sounds, pink dough clung chewily up my shaft.
"Haa♡... Haa♡! Teacher's massive dick... keeps swelling inside Rio! That means you like it too, right? Rio's doing good, right? Praise me quick~! Quick~!"
My vision locked on Rio's jiggling massive tits.
Those huge droplets danced against gravity in her frantic moves. I wanted to grab them with both hands, suck those tint-pink nipples staring right at me into my mouth.
Indescribable pleasure surged from my dick. My hips shook in rhythm, urging me to impregnate her.
For the first time, my dick—meant for breeding—drove toward bliss, wrapped tight in Rio's pussy.
"Urgh!"
To sow seeds in her womb, my dick swelled, expanding her narrow walls.
"Haaang... It's coming! Teacher, fill Rio's insides with your cum!!"
Her words shattered my reason.
I grabbed Rio's ass tight so she couldn't escape as she danced on me.
"Haaang♡!"
With intent to pump her womb full, I bucked my hips, slamming deep.

Spurt! Spluuurt! Spurt! Spurt!
Sssshhh! Shhh! Sssshhhh!
My ass clenched reflexively.
The sensation of injecting cum into Rio clutched in my arms. The conquest high turned my mind pure white.
We climaxed together.
"Haa♡, haa♡."
"Haa♡, haa♡."
We panted in each other's arms, limp on the bed for a while.