Chapter 63
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Translator: penny
Chapter: 63
Chapter Title: Sis's Backdoor Agony
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A tearing scream burst from Sis's mouth, and I quickly clamped my hand over it.
"Kyaaah...!"
Her pretty parted cheeks clenched tight around the anal plug, squeezing together as one.
"Sis, you gotta relax."
"Hngh, hngh... It fucking hurts...!"
The tip of the finger-thick anal plug—had even half of it gone in? Not even a full knuckle, probably.
Yet Sis was already trembling and complaining of the pain from just that.
Squelch- squelch- squelch-
"Haang! Slowly! Do it slowly!"
"Slower than this?"
"Y-yeah! I... it really hurts, it hurts!"
It looked like we had a long way to go.
At the very least, for my cockhead to fit, her asshole needed to be way wider than it was now.
"So, how's it feel? Like... kinda like real sex?"
"Ha... haah, I've never... even done it, ngh! How the hell... would I know..."
She'd bragged about having tons of experience with guys before, but the pain must've made her forget all that talk.
Squiiiish—
"Haang! Don't push! Wait a sec, okay?"
"Got it."
Sis's body shuddered, her ass quivering as she fumbled to drag a pillow over and bite down on it.
Then, in a trembling voice, she mumbled to me.
"Okay... go ahead."
"...You want me to keep going?"
"Yeah."
But her ass seemed even tighter now.
No matter how I tried to push, it wouldn't budge.
"I told you to relax a bit?"
"...I'm trying...? How the hell am I supposed to relax more from here...?"
Sis mumbled frustratingly around the pillow in her mouth.
She wiggled her ass up and down like she was trying, but it stayed just as clenched.
"Haa... this isn't working."
"...What isn't."
No matter that it was a beginner's expander toy, it seemed impossible for Sis right now.
Her tightly shut asshole could barely handle a finger's width at most.
Sliiiick—
"Hngh!!"
The tip that had barely been lodged in slipped back out.
I grabbed some tissues, peeled the condom off the anal plug, rolled it up, and tossed it in the trash.
Sis stared at me blankly for a moment before speaking first.
"...Why'd you stop all of a sudden...? We're really not doing it? I said... it's okay... just do it..."
She rolled onto her side from her prone position.
Between her crotch, love gel and pussy juices mixed, glistening wet.
"Ah... I told you it's fine, right? It hurt more than I thought at first, but as it went on... haa, so we're really not?"
It almost looked like regret, but she seemed more surprised by my reaction.
And for some reason, her eager attitude brought a natural smile to my lips.
"...Why're you grinning like an idiot all of a sudden..."
Sis's voice turned gruff at my smile, her face flushing red.
"So, what, Sis wants to get fucked by her little bro that bad? In the ass, even."
"Ha... when did I ever say it like that..."
Her face burned bright red as she flopped back face-down on the bed.
Her feet kicked at the sheets like she was splashing in water.
And I grabbed another condom.
Ziiip-
The anal plug had long been tossed aside, and this fresh condom went onto my right middle finger.
Squiiiish-
"Haang!"
My finger slipped between her soft cheeks.
Goosebumps prickled her skin in little bumps, and the tip of my finger felt the cute little wrinkles of her hole.
"W-with your... finger...?"
"Seemed like it'd be better this way. That thing was too much for you."
"...Hey, even so... a finger's kinda gross..."
Sis's asshole twitched, tickling the tip of my finger.
"You're gonna take my dick eventually anyway. What's a finger?"
"...Still different... ah, whatever..."
She twisted her hips, trying to dodge my finger.
"Keep squirming and I'll shove it right in!"
"Kyaa! Ah, w-wait! I g-got it! Not yet, ngh!"
I pressed my finger deeeep, burrowing into her.
Sis flailed in surprise, so I hooked my leg over her thigh.
"See? You're tensing up so much it's not going in at all."
"Ahang... seriously... if it was you... could you not tense up right now...?"
I met Sis's glare, her eyes narrowed sharply at me.
"Want a kiss? Might help you relax."
"...Who said anything about kissing right now? Go slow, okay? And you don't have to use your finger... ah, this is so embarrassing..."
"Heh, alright, alright. C'mere."
I pulled the shy Sis into my arms.
And pressed our bodies face-to-face.
My arm draped over her side and waist.
My palm rested on her ass, slipping my finger between in the process.
"Haaa..."
Sis let out a deep sigh.
"P-Park Hansol..."
She called my name in a quivering voice.
"Yeah?"
"Hngh, hnghhh... but why am I the only one naked...?"
"That's what matters right now?"
Squelch-
"Kyaa!"
She clung to my shirt, burying herself in my chest.
And squeezed her asshole around me with a heated moan.
"Hngh, haa... I'm the only one... all naked, it feels weird..."
Whispering softly against my chest, Sis squirmed and moved her hands.
"Ha... so you want me to strip too, Sis?"
Her small hand slipped to my waist.
And with trembling fingers, she tried to pull down my pants.
"Hngh, lift your... hips a bit..."
"Now Sis is undressing her little bro too."
"...Hurry up!"
I lifted my hips off the bed at her urging.
Smooth- smooooth—
My pants slid down in her hands.
"...Hold on."
She grabbed my underwear too, and my rock-hard cock sprang out, thwacking against her belly.
"Ngh!"
"Easy does it."
"...Someone'd think I was the eager one..."
My pants and underwear were down to my thighs in her grip.
"Can't get 'em the rest of the way? It's uncomfortable."
"...You can do it yourself."
"Ah, hurry."
"Then at least... move your hand first or something..."
Tap- tap-
I nudged the hand rubbing her own asshole.
"I can use my feet."
"Haa, you... always messing around, kyaa!"
I thrust my finger deeeep into her asshole.
And its tip was enveloped in warm mucosa.
"T-take it out! Ngh... hng!"
Sis twisted again, so I pulled her even closer.
"Won't pull 'em down? Fine, I'll shove this finger all the way in. For real."
Deeep- deeeep-
"Kyaaak! F-fine...! Seriously, it's g-gonna rip!"
"Then hurry up and pull 'em down."
Thanks to the gel, her tight asshole had no trouble with a finger sliding in and out.
Squelch- sliick- squelch- sliick-
"Haaaang... just you wait... ha, seriously later, hngh... you'll regret this..."
The squishing sounds filled the mucosa gripping my finger.
Realizing she had no choice, Sis's legs trembled as she yanked my pants and underwear down.
"Ngh... l-lift your legs...!"
"You mad right now?"
"N-not mad, just lift your damn legs!"
Squelch- squelch-
"Kyaa!"
A full knuckle of my finger vanished into Sis's asshole.
The deeeep squeeze felt nothing like her pussy.
"You little shit, ha... I said slow, like I told you, hng!"
Sis wiggled her feet, pulling my clothes down to my ankles.
"Th-there! Done!"
"You didn't finish stripping me."
"Can't reach your feet, what am I supposed to do! Hngh! Ngh!"
I wiggled my finger back and forth.
The gel-soaked mucosa made lewd, slick sounds.
"Maybe you're just not trying hard enough, Sis?"
"Fuck... what effort... kyaaang!"
Half my finger plunged into her asshole.
Sis shuddered for a moment, then started panting.
"Ha, haa... hng, ah..."
But her deep sighs actually sounded a bit calmer now.
Even a hint of relaxation.
"...Adapted already?"
"It still fucking hurts like hell!?"
Seems the first part was the hardest.
Her asshole was still tight, but she wasn't screaming in pain like before.
"Ha, hngh... thought I was gonna die..."
"Heh, good job. Wanna go a little deeper?"
"...Yeah."
"......"
We were sharing a pillow, facing each other, our eyes locking in midair.
"...Why do you keep staring like that..."
Sis looked away first.
Squelch—
"Ha, haaaah...!"
Her lips parted.
A string of saliva dangled between them.
Her breath carried a sweet scent.
"Smack, slurp."
"Hng... smack. Sluuurp..."
Our lips met naturally.
Tongues searched, found each other dramatically, and tangled wildly.
"Slurrrp, lick... smack, suuuuck."
The more our tongues mixed, the hazier Sis's eyes grew.
Like she'd lost focus, turning dreamy.
"Ha, hng... smack. Lick, slurrrp..."
Squelch-
"Haaang... smack."
Sliick- squelch-
"Hng, suuuck... kyaa!"
My middle finger nearly buried itself in her asshole.
The grip was so intense my finger went numb.
"Feel the finger?"
"Hng, hngh... yeah... I feel it..."
"If it's like this now, how're we gonna fit my cock?"
I shifted my hips, poking my raging hard-on between her thighs.
"Haa...! Dunno, don't make me think..."
My cock throbbed happily, trapped in her squeezing thighs.
"...Or should I just put the tip in now?"
The plan to stretch her ass sounded good in theory, but now that the moment was here, I had no patience to just finger her anymore.
My throbbing cock was already shivering with loneliness.
"Dunno... I don't know anything anymore..."
Sis kept repeating she didn't know like a dummy.
But it wasn't a no, so I figured fuck it, just go for it.
Squiiiish- sliiiick-
My finger moved smoothly now, filling me with unexpected confidence.
If I slathered on enough gel, it'd work somehow.
Thud—
"Hnghh..."
I left Sis flopped on the bed and grabbed another condom.
This time, not for the plug or finger—for my cock's real purpose.
I slathered on so much lube it felt excessive.
Then climbed over her thighs, positioning myself.
"Haa... Sis..."
First, I folded my upper body over hers.
Her back was furnace-warm against me, warming my chest too.
"Hng, hngh... heavy..."
"...You know what this is poking your ass, right?"
My cockhead delved between her cheeks, prodding near her perineum. Poke- poke-
"Y-yeah... your... cock..."
"Gonna slide it in nice and slow now."
"Ah... n-not there..."
"Where's there?"
"...Pussy... I said no pussy..."
"Heh, heheh... got it."
Her whimpering insistence on no pussy right to the end drew a hollow laugh from me.
"If you're that worried, cover your pussy with your hand then."
"Y-yeah... should've done that..."
Half-joking, but her hand slid down.
And she actually covered her pussy with her palm.
"Heh, heehee... okay now..."
Sis shook her ass temptingly.
"Haa... here it goes for real."
I spread her cheeks with my hands.
Her pretty little asshole, where my finger had been moments ago, still boasted its tiny hole.
I aligned my cockhead and lowered my hips.
Thanks to the gel, it spread with a deeeep give, sinking in decently.
"Kyaa, kyaaaaang!!"
A tearing scream burst from Sis's mouth, and I quickly clamped my hand over it.