Chapter 708: This Side, For the First Time (4) (Illustration Warning: Mature Content)

Jjil-kkeok.

“Kuhul, ku, kuhup, hoot….”

Kang Hye-eun, groaning while burying her face in the pillow to maintain her pretense of being asleep, even as I touched between her thighs.

At that sight, which was incredibly lewd in many ways, my lower body started reacting on its own.

Jjil-kkeok.

“Kuhul…. Kuhuul….”

Jjil-kkeok, jjil-kkeok.

“Kuhut, hoot…. Ge, huut….”

Hye-eun, who couldn’t help but feel things with her body while her mind was asleep, was cute in her own way.

Still, if I had to pick a more lovable sight, it would be the current Hye-eun, acting asleep even though she was fully conscious.

The way she endured it for the sake of our ‘sleep play’ while definitely feeling it made me even more excited.

Kkojip.

“Keuhup, up…! Haa…!”

I had been massaging only her lower lips and the sensitive spots inside her vagina, but when I pinched her clitoris once, her reaction was fresh in many ways.

After confirming Hye-eun was fully conscious, I massaged only the area around her pussy with one hand for about 5 minutes.

Thinking I had succeeded enough in rousing her excitement, I slowly brought my right hand, which had been touching her lower parts, upwards.

“Ku, kuul…. …Hu huup, hup?!”

At first, she didn’t know where my hand was going and maintained her act of being asleep, but she clearly panicked at my touch traveling up her perineum.

And as soon as my finger touched her cute, pink anus, her reaction became even more certain.

Moonjil.

“Hup, huup?!”

Moonjil, moonjil.

“Huup, hoot…! Huung…!!”

She was quite surprised that my hand was touching the area around her anus, which was rarely touched normally, yet her body reacted to the new pleasure and became excited.

I wondered if perhaps I could naturally take her from behind like this, with Hye-eun continuing to pretend to sleep. But as soon as one of my fingers, slick with her pussy juice, entered my girlfriend’s anus, she clearly began to resist.

Ssuuk.

“Uhuung…! Th-there’s no…!”

“Hm?”

Kkwak.

“Ku, kuul…. Kuuul….”

Hye-eun, who had momentarily given up her act of being pleasured while asleep, almost blurted out words unintentionally. She seemed to want to continue the play, so she hastily resumed her act of being asleep. Instead, she reached back with one hand, trying to grab my right hand, which had inserted a finger into her anus as if unaware.

“Hm? Weren’t you asleep?”

“Th-there…. Ku, kuul…. Really no…. Kuhul….”

“I thought that now, while my lovely girlfriend was asleep, I could secretly fuck this other hole too.”

“Kuhuul, n-not there…. Kuul, somewhere else….”

Kkwaaak.

While acting asleep and faking breathing sounds, she fidgeted, trying to get my finger out of her anus by saying various things. It was a moment where I could confirm her will: she wanted to continue the sleep play, but absolutely would not permit anal sex.

“Well, Hye-eun probably wasn’t prepared for the rear entry right now.”

“Ku, kuhuul….”

Kkeudeok-kkeudeok.

“Can’t be helped. I’ll just have to use a purification spell to clean the inside directly before thrusting it in.”

“Kuhuul…?!”

Dori-dori.

“Maybe she just dislikes anal sex itself because it’s unfamiliar? I mean, having a dick thrust into your backdoor isn’t exactly an easy experience.”

“Ku, kuhuul….”

Kkeudeok-kkeudeok.

Hye-eun responding to my ‘muttering to myself’ was incredibly cute. Her trying to continue the sleep play somehow while avoiding anal sex. I could understand her feelings, but today was the day I decided I would fuck Hye-eun’s anus. I pushed my finger into Hye-eun’s backdoor one more time, a bit more forcefully.

“But then.”

Sseupuuk!

“Euhaaaang?!”

“Come to think of it, there’s really no need to care, is there?”

Sseupuk, sseupuk!

“Huup, ut…! Huaang?!”

“Since Hye-eun is asleep anyway, she won’t wake up no matter what I do, so she won’t notice if I fuck her backdoor in the meantime, right?”

Sseupuk, sseupuk, sseupuk!

“Uhuung…! Ut, huup!! Huung…!!”

Hye-eun couldn’t help but react to my forcefully thrusting finger, letting out increasingly intense moans. She couldn’t even properly maintain her act of being asleep or hold back her moans, just spewing out lewd sounds. I simply relayed the information to my girlfriend’s ear as her anus was being poked by my finger, as if making an announcement.

“Hye-eun, you react so much just from my finger in your backdoor; I wonder what kind of reaction you’ll have when I actually thrust my dick into your anus?”

Sseupuk, sseupuk!

“Uhuup, hoot…. I-I’m really gonna…huup…?”

“I’ll use a purification spell to clean the inside first, and I’ll have to loosen you up sufficiently before entering so it doesn’t hurt. Even though Hye-eun is asleep, I should still respect that much.”

Sseupuuk!!

“Hahup, hoot…. Haaang…!!”

The grip on my right hand, held by Hye-eun, seemed to hesitate, loosening slightly. It could be seen as a slightly, albeit very slightly, more favorable reaction towards anal sex with me. Besides, I’d handle the enema issue, which is the biggest concern, and Hye-eun, having had many experiences with me so far, would surely trust that I wouldn’t make anal sex painful just because it’s anal sex. All that remained was her decision.

Whether she would continue the sleep play and wait for my dick to enter her backdoor while pretending to be asleep. Or whether she would sit up and firmly resist, saying no to anal sex.

“If Hye-eun really hated the idea of my dick going into her backdoor, she probably would have instinctively started getting up by now.”

“…Huu, hu….”

“If she’s truly still deeply asleep, or if Hye-eun wants to grant her boyfriend’s small wish, she’ll stay face down a little longer.”

“Ut, hoot….”

Muttering as if talking to myself, I handed the final choice over to Hye-eun. If she still hated anal sex after all this, she could just quietly get up, pretending to wake up. Or, if she wanted to have a special experience with her boyfriend just once, she could stay put, face down, pretending not to know. If I were to be a bit forceful, it wouldn’t be impossible to forcibly loosen her rectum from this position and thrust inside, but I still intended to respect Hye-eun’s choice in the end. If she didn’t permit it even after all this, it would simply mean my persuasion was insufficient.

And then, a slight silence followed for a moment. After the time for decision, Hye-eun answered my proposal with action, not words.

“…….”

Seureureuk.

Hye-eun’s hand, which had been holding my right hand, slowly loosened and returned to its original position. Seeing that, which was practically an indirect permission, my heart started pounding. To prepare her backdoor to fully accept my dick, I inserted anal lubricant directly into my girlfriend’s backdoor.

Puuk.

“Uhuup…!”

Jjuureuk.

“Uhoot, haaang…?!”

It was the remaining half of the lubricant I had used to prepare Eunyoung Noona’s anus earlier. I pushed the rest of its contents into her body without reservation. Hye-eun’s body trembled at the sensation of the slightly cold, sticky liquid entering her body.

Jjil-kkeok, jjil-kkeok.

“Uhuup, huut….”

Jjil-kkeok, jjil-kkeok, jjil-kkeok….

“Uhuut…. Hu, haa…. Haaang…!!”

With the sticky gel, the sensation of her rectum being poked caused Hye-eun’s moans to rise quickly. She seemed to no longer have the capacity to care about it, even if Eunyoung Noona could hear her. Hye-eun’s anus began to slowly open with the sticky gel. Hye-eun’s backdoor, which had been tightly closed due to her stubbornness at first, was now sufficiently loosened by my fingers. That pretty hole was now gaping open as if waiting for my dick, tempting me.

“…….”

“Haaa, haa, haa….”

Loosening it with my fingers like this should be enough. And with plenty of lube applied, she could probably accept my dick without issue at this point. With that thought, I grabbed Hye-eun’s buttocks with both hands, which were repeatedly parting and closing as if breathing downwards. I quietly pushed my hardened glans towards the cute hole between her butt cheeks.

Kkuuk.

“Uhuup, huuung…!”

She instinctively recognized that my dick had touched her anus and trembled with a lewd moan. Bracing my hips, I slowly pushed my thing into her body. My girlfriend’s anus, which had been gaping like it was breathing, slowly swallowed my dick bit by bit, starting from the tip.

Sseup.

“Up, huung…!”

Sseup, sseup.

“Hya-up, ut, haang…!”

Each time my thing pierced her body and pushed further inside, Hye-eun’s moans intensified along with it. I slowly pushed my hips all the way in, ensuring her rectum could fully recognize the presence of my thing.

Sseu-puk….

“Uup, haa, haaaaak…?!”

And finally, Hye-eun, having accepted my thing into her entire rectum, began panting heavily beneath me. First Eunyoung Noona, and now Hye-eun. It was a moment where I received the ‘first time’ from two people this morning alone.