Chapter 129
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Translator: penny
Chapter: 129
Chapter Title: First Anal Breakthrough
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Getting used to it happened in the blink of an eye. It was downright absurd. At first, I agonized endlessly over whether I could actually lick Oh Hana's asshole myself, breaking out in cold sweats from the sheer repulsion and fear.
But once I crossed that hurdle, even I was shocked— all the tension and disgust vanished just like that. There's real truth to the old saying, "The first time's the hardest; everything's easy after that." It's one of the few bits of adult wisdom that actually hold up. Most of it is best ignored.
Instead, it started feeling different from licking her pussy—a novel thrill transmitted through her reactions, unlike anything before.
'Might even miss it later?'
I could see why people say you can't unsee a movie once you've watched it. Experience robs you of that initial shock.
"Huuuuh, huuuh... haaah, haaa...!"
She was still moaning in pleasure, but compared to the start, Oh Hana had settled in a lot. She'd accepted the new experience, her tension melting away.
I was the same.
"Slurp, smooch."
"Hnnngh, huuaaaang...! Aaang."
My tongue, once rigid with heart-pounding nerves just from touching it, now boldly lapped at her asshole, even probing inside.
"Haaaang, oppa... hng, it feels so good. Haaang, I'm going crazy. Haaak."
"Slurp, lick."
It was still a fresh sensation, no doubt. Thinking of the service she'd give me in return, I lavished her asshole with attention—thoroughly, for a long time, leisurely.
About halfway through, it started feeling a bit like work, but I kept at it for nearly 40 minutes.
"Haa, haa...."
I'd gone so long that Oh Hana wore out first, collapsing in exhaustion. A quick glance showed her asshole glistening inside and out from my tongue and caresses, relaxed and winking invitingly. My saliva had done a decent job mimicking lube, loosening her up nicely.
'This should be good enough.'
Even so, anal sex made me anxious. It was risky, and neither of us were pros—we had to be extra careful.
Finally, I grabbed the condom I'd bought but never thought I'd use.
'Guess we're using it after all.'
Honestly, having it was a godsend in another way.
"Hana, put the condom on me."
"Haa, haa... Should I do it with my mouth?"
With her mouth? The lewd image flashed in my mind—Oh Hana slurping obscenely as she rolled it onto my cock with her lips.
"Nah, hands are fine."
I wanted it bad, but her saliva would just wash away the condom's lube, so not tonight.
"Haa, haa...."
With trembling fingers, Oh Hana pinched the air pocket, twisted it, and deftly sheathed my cock like a pro. Han Aebom and Yoon Sua probably hadn't even seen one yet—I might have her demo for them later.
"Whoa, seriously... seeing it like this, you can really feel the difference, huh?"
"What?"
"The first time I put one on you, it felt kinda loose, but now it barely covers your shaft even at the base. And this is a large size! Any smaller and..."
She let out a little gasp of admiration, then planted a few tender kisses on my sheathed tip, full of care and devotion.
"This guy's about to go into my ass now... Take good care of it, oppa."
"Tell me if it hurts. I'll stop for real."
The quest was clear, and yeah, I wanted to thrust in somehow... but not if she was screaming in agony.
"Mmm, got it. Don't stress too much—just try pushing in. You rimmed me forever; it'd be a dick move to back out now. I've seen anal in porn a few times; it didn't look impossible."
She wiggled her ass playfully while prone. Moments like this showed what an amazing woman she was. Outsiders might call her a pervert or slut, but Oh Hana just understood men deeply and gave back as good as she got.
"Thanks."
I murmured my gratitude, then instead of plunging right in, gripped my cock and smacked her cheeks lightly, prodding her asshole a few times.
"Heut, huu... haaak."
Poke, poke.
Cold sweat trickled down with each prod at her asshole.
'Whoa, hold up. Fuck. No way this fits?'
Fear hit me hard. She was calm about taking it, but I—the one inserting—was terrified. This thing in there? Quest-boosted stamina had enlarged my cock, but even before, it'd be tough.
She noticed, of course.
"Oppa, first times are never easy. I'm braced for it, so just push in slow."
"Okay... ."
With apology, fear, and excitement churning inside, I began easing in slowly.
"Hnnnngh, hut, hngh...!"
Forcing it a bit got the tip in—just the tip. Any give, and it popped right out.
"Hana, you okay?"
"Hng, the entrance feels fine. Honestly, at this rate... just do it harder, oppa. Better to stretch it open quick."
"Alright... okay."
I steeled myself. Half-assing it now would be worse.
"Hana, relax."
"Yes, oppa... whoo, huuuuh, whoooo...."
As she exhaled deeply, relaxing, her asshole winked and my cock inched inside.
"Ngut, hng, hnnngh...!"
If she tensed or gasped in pain, it clamped like a vice, but luckily, I kept sliding in slowly.
"Haaaang, huaaang... hng, hngh, hng, hnghng, hnnngh... hueeong, hng!"
The deeper it went, the tighter she balled her fists, pounding the floor, even breaking into real sobs.
"Hueeong, hueong... hng, it hurts, haaang, huuuraaang... hueeong, huaaang."
"Sto... ."
Her cries were so heartbreaking, I tried to check in. But teary-eyed, she shook her head and waved me off.
I gritted my teeth and pushed slower.
"Haaaang, hueeong, hueeong... hng, hueeong. Huraaang, haaaang... ."
...How many minutes of her sobbing passed?
"Hana, it's all in."
"Hic, hng, hiiic... hng. Really? J-Just... hueong... ."
"For real. All the way."
She let out one final pitiful wail, "Hiiiing."
"I-It really... hng, hurts so much... hic."
"Good job, you did great."
Was that the right praise? But damn, she was incredible. Any other girl might've roundhouse-kicked my gut by now. Seeing her this vulnerable was a first—kinda refreshing.
"Haaaang, what do we do? I'm scared... Moving now will hurt again, hiiing. Haa, haaa... what now, hng."
She sniffled pleadingly.
"Oppa, hng, it hurts so bad... Just spank my ass while you do it. That'll feel way better."
"For real?"
"Yeah, spanking makes it better, seriously. And... hic, since we're here, don't pull out no matter what. Just fuck me. Promise? Hng. If you do and I can't adjust, resetting now would piss me off more."
I let out a quiet sigh of admiration. Her mindset was next-level, forged by her unique life.
I smacked her ass—slap!—and began rocking my hips slowly.
"Hnnngh! Hut, hngh! Kk, hng!"
Maybe the path was paved, or the spanking helped—who knows. Her back still dripped sweat, but her moans started sweetening.
'Oh, right. Pussy.'
Tension had made me forget, but fingering her pussy relaxed her asshole even more. Damn, should've done that sooner.
"Huuuuh, heut, suuuh, hooo... haa."
A few more thrusts, and her trembling eased. Her sighs mixed relief with pleasure, quivering softly.
I stroked her flushed-red cheeks and asked,
"You okay?"
Her eyes sharpened instantly.
"...You think it feels okay? I thought I was gonna die. For real! Die! Haa... If I ever need to torture someone, just shove a stick up their ass—that thought hit me hard. Wow, no way I'd survive this solo."
Wait, what?
"Oppa. Aebom unnie's a must later, and Sua unnie... once she's healthier, yeah. Oof, she'd love seeing this. 'You can put it there too?' she'd freak."
"Pfft!"
I lost it, bursting into laughter. Wiping sweat from my brow, I said,
"Damn, you're one hell of a woman. Seriously."
"Ahem! Took you long enough? I think I'm tougher than most. Told you—I don't hear 'normal' anywhere."
"Haa, yeah, you're incredible."
I marveled repeatedly. Where else could I find a girl like this?
"But oppa, I seriously thought my ass was ripping. It hurt so much! Spanking felt way better—made me worry I'd turn into a masochist who loves ass slaps."
"Can't help my big dick. You're too hot, that's the problem."
"Ugh...! But now I can breathe, so... the heaviness in my ass feels good too. Big ones really are... yeah, the best... ."
"The best? Huh?"
"Yep. The best. Totally."
After the laughter died down, I kneaded her ass again and resumed thrusting.
Slap, slap!
Thud, smack!
"Ngahhh, hng, hiiiik...! Haaak, haaaang!"
Quite some time after starting anal, the efforts paid off. It still gripped like it might snap me, but now my cock slid slowly in and out of her asshole.
Above all, Oh Hana's reactions had flipped 180 degrees.
"Ngahh, huaaang... hauk, haang, oppa, oppaaa... haang, oh no, I'm in trouble."
"Ugh, what?"
"Haaang, I-I can feel it now... haak, hauk! For real, haang, I feel it. Haaang, in my ass... it feels good, haaaang, hauk!"
"Guh!"
That did it—her words were too hot; I couldn't hold back and came hard. Oh Hana cried out loudly, her body shuddering violently.