Expertise in Anal Sex (2) (Rear View Illustration Warning)
I spent several minutes working my fingers inside Senior Hwayoung’s tight rear entrance, stretching and loosening her with slow, deliberate movements.
“Mngh… hah… hnngh…”
She trembled on the bed, hips pushed back toward me, her most shameful place completely at my mercy. Shameful moans spilled from her lips as her body quivered uncontrollably.
The sticky nectar that had leaked from her front hole had already soaked the sheets between her thighs, leaving a glistening white stain.
Her now-relaxed pink anus fluttered shyly, as if embarrassed by its own exposure.
The sight of even her most forbidden part looking so adorably vulnerable reminded me of my original goal—one I had nearly forgotten in the heat of the moment.
The instant I prepared to truly claim her rear hole, her warning cut through the air.
“Just so we’re clear—if you ram that thing in without warning, I’ll make you regret being born.”
“Huh? Why?”
“Why? You little shit, were you actually planning to just shove it straight in?”
“…Am I not allowed to?”
“Don’t even think about it, you fucker. What the hell is so great about that dirty hole that you keep playing with it like a damn pervert?”
Her ass cheeks clenched together protectively.
I calmly pried them apart again, once more exposing her twitching hole to the open air.
“Hey! Fuck! I said stop!”
“It’s not dirty at all. Look how clean it is.”
“I warned you to cut the bullshit! Didn’t I tell you to know your fucking place?!”
“Since I’ve already crossed the line, can’t you just let me have this one? Please, sunbae?”
“…Bullshit. If I give in now, you’ll just keep taking advantage of me like I’m some pushover.”
“I’ve never once thought of you as a pushover. I’m only doing this because I love you that much. If your anus really is such a dirty, embarrassing place like you say… then the fact that I love even this part of you is proof of how deeply I adore you, isn’t it?”
“…That silver tongue of yours is something else.”
Her tone had lost some of its earlier venom, but she still hadn’t given clear permission. I couldn’t just thrust in recklessly.
Just a little more… I think I can ease her into the next step.
“Aren’t you even a little curious, sunbae? You might actually enjoy it once you try.”
“…As if that would ever happen.”
“You’re a Hunter, but you’re also a pharmacist. Shouldn’t a pharmacist understand her own body completely?”
“……”
“Just try it once. If you hate it, we can stop.”
My persistent coaxing seemed to be wearing her down—her replies were coming slower, more hesitantly. I sensed that one final push would be enough.
“Alright. Since you’re so shy, sunbae, I won’t put it in your back hole ‘for no reason.’”
“Shy, my ass… Any woman who actually likes that sort of thing is the abnormal one.”
“So it’s fine as long as the purpose isn’t just sex, right? If there’s another reason?”
“…Another reason?”
“Yes. Another reason.”
I opened the box of suppository cold medicine she had given me earlier, peeled the wrapper off one capsule, and brought it to her fluttering rear entrance.
“Sunbae.”
“…What now?”
“I’m going to run a little clinical trial on your body.”
“Clinical… trial…?”
While she stared at me in confusion, I pushed the unwrapped suppository straight into her anus.
“Eek?!”
The sensation of something sliding inside alongside my finger tore another lewd moan from her throat.
After pushing the white pill deep inside, I used my right index finger to shove it all the way into her rectum.
When I finally withdrew my finger, the capsule was gone.
“Wh-what the hell did you just put in me?!”
The lingering sensation of something still inside her rectum made Senior Hwayoung’s panic obvious.
“Cold medicine. The one you gave me earlier, remember?”
“Why are you—wait, no! Why the hell would you put it in me?!”
“I wanted to test if it actually works.”
“I don’t even have a cold! Why the fuck are you shoving that up my ass?!”
Why? Because it was the perfect silly excuse I needed to justify the next step.
I pressed my painfully erect cock against her anus while she lay face-down on the bed, still yelling at me.
“My fingers can’t reach deep enough, so I’ll use this to push the medicine all the way into your colon.”
“You fucking bastard… So you asked for the medicine from the very beginning just so you could shove your cock in like this…”
“There’s no need to feel embarrassed, sunbae. This is a pharmaceutical clinical trial. It’s purely a medical act, not sex.”
“Yeah, right…”
“Relax your hips, sunbae. If you stay tense even now, you’ll only make it hurt more.”
“……”
She must have realized there was no escaping this. The tension in her clenched cheeks gradually melted away.
In the end, Senior Hwayoung’s anus—having accepted its fate—fluttered open and closed like a soft pink sigh, just as it had after the earlier foreplay.
“If it hurts, I’ll tell you to pull out immediately.”
“Obviously. But I won’t lie and say it hurts when it doesn’t.”
“…I won’t do that.”
Given her personality, there was always the chance she might cry and give up at the slightest pain. Still, during her first time she had desperately tried to take me as deep as possible in her tight pussy. A few hours ago, she had done everything she could to let me bury myself completely.
As far as sex was concerned, she was the type to push herself to her limits. That much I had learned about her.
Whether that same determination would apply to anal was still uncertain, but if she truly felt discomfort, I was ready to pull out at any moment—no matter how disappointing it would be.
I timed the moment her anus relaxed and pressed the swollen head of my cock halfway inside.
“Hup!”
The tension of it actually entering her made her breath catch in a sharp moan.
“I’ll go slowly. Tell me if it hurts.”
She nodded frantically, apparently too nervous to speak.
Squelch.
“Mmph… hngh!”
Sluuurp… squelch.
“Hnngh… kgh!”
My thick shaft gradually spread her entrance as it sank inside.
When three-quarters of the glans had passed through, I gave a firmer push. With a wet pop, the thickest part of my cock slipped past her tight ring.
“Hnnngh?!”
The unfamiliar sensation in her rear made fresh panic color her voice.
“Is… is it all the way in?”
“Of course not. Only the head is inside so far.”
“Stop lying…”
“Want me to grab a mirror so you can see for yourself?”
“Fuuuuck…”
She shook her head, clearly not wanting to witness the sight with her own eyes.
The fact that she wasn’t telling me to pull out meant she was handling it better than expected.
“Should I take it out if it hurts?”
“Bullshit… This much is nothing to me…”
“A few hours ago you were panting and moaning with a cock that was supposedly ‘nothing.’”
“Fuck… You really want to keep pushing your luck, huh?”
The way her face hardened and she cursed the moment I reminded her of our earlier session was far more cute than threatening—especially while my cock was buried in her ass and she still dared to act so arrogant.
And since she still wasn’t complaining about pain or asking me to stop, it seemed she could take it.
I put more strength into my hips and pushed deeper into her rectum.
Sluuurp. Squelch.
“Hngh… uht… haa…!”
Sluuuuurp… squelch.
“Hnngh… nngh… haaaah!!”
Each time my cock forced her narrow passage open, lewd moans spilled from her in rapid succession.
When roughly half my length was buried inside her rectum, the tip bumped against something hard.
It was easy to guess that it was the suppository I had pushed in earlier.
Since I had used it as my excuse, I continued driving my cock forward, pushing the pill even deeper into her colon along with it.
Little by little… then a little more.
“Haaang… ah… haak… mph… puhaah?!”
Unlike her pussy, which had a clear depth limit, her rectum and colon kept swallowing me whole.
Before long, her rear entrance had taken my entire length for the first time.
It was the first time she had completely enveloped me—something she had never managed with her pussy or mouth.
“Hnngh… haa… haa… haaa…”
“Congratulations, sunbae. It’s all the way inside this time.”
“It’s… so full… The feeling is so strange…”
“So there really was a hole in your body that could take all of me.”
“Shut up… Stop talking nonsense and just cum already…”
“Is it okay to finish inside? This is technically just a suppository performance test.”
“Stop with the damn bullshit… If you don’t cum after going this far… I’ll burn every single hair off your body—hnngh?!”
Her fierce threat melted into a lewd moan the moment I began moving my hips.
The swirling, rippling folds of her colon wrapped around my entire shaft, massaging and squeezing with every thrust.
Surprisingly, it wasn’t nearly as tight as I had feared. Compared to her narrow pussy, there was actually a little more room to move.
Her pussy had always been exceptionally tight, and now that the length restriction was gone, I could move far more freely.
This was far too good a hole to finish in a single round.
If I wanted her to be open to doing it from behind again in the future, I needed to satisfy her thoroughly this time.
With my cock still buried deep in her rectum, I leaned forward and reached around to cup both of her breasts.
I lovingly teased the stiff peaks at the tips of those soft, pliant mounds while rolling my hips in gentle, rhythmic strokes.
“Nnghuh… uht… …haaaang!!”
Simply playing with her nipples while thrusting was enough to transform her moans into even more erotic cries.
After driving into her dozens of times like that, the urge to cum began to surge through the cock ravaging her insides.
“I’m cumming, sunbae!”
“Nghaaaang! Hurry—hurry up and cum…!!”
I squeezed her soft breasts almost violently and slammed my cock to the hilt between her supple cheeks.
The very next instant, I felt my semen rush up my shaft and explode deep inside her rectum, flooding her completely.
“Hngaaaaaaaang…!!”
As my hot seed poured into her, the cutest moans burst from her lips.
The moment I finished emptying myself, Senior Hwayoung’s upper body collapsed onto the bed like a puppet with its strings cut.
“How was the cold medicine’s effect?”
“…How the hell would it work when I don’t even have a cold…”
Awakening Points Acquired +70 (Base 60, Bonus 10)
(This is the version of the illustration above with the glasses removed.)