Chapter 500: First Penetration
Translator: RaidenTL
Chapter 500: First Penetration
“Urk...!”
The moment I finally managed to shove my cock into Lucifer’s ass, an pathetic sound escaped my lips.
The tightness and heat pressing against my cock were unlike anything I’d ever felt before.
It wasn’t the pliable tightness of a pussy; instead, it felt like it was gripping my cock with all its might. At this rate, I felt like the intense heat would melt my cock.
Even after pouring nearly half a bottle of lube, it was so tight that even thrusting was a challenge.
I calmly caught my breath and checked Lucifer’s reaction.
“Are you okay?”
“Ngh, ugh... D-Don’t worry about me...”
She said that, but her brow was furrowed in pain.
I had already used the Sex Expert skill.
For her to still react this way meant the pain of having her ass popped for the first time was far worse than I’d imagined.
After a moment of thought, I decided that rather than pulling out, I would try to distract her like I did when I first entered her.
Squelch—
“Ngh?!♡”
My hand naturally found its way between her thighs.
Squish, squish—
Slap, slap—
I caressed her, rubbing my fingertips over her vaginal opening, slick with love juice, and her swollen clit, while slowly thrusting my hips, slower than usual.
I wasn't crazy enough to ram it all the way to the root from the start.
I was just teasing the entrance, pushing only the tip in and out to let her ass get used to it.
“Hngh, ngh, uungh...♡”
Thankfully, it seemed to be working. Lucifer let out a heated moan, her body trembling faintly.
I continued to thrust my cock in leisurely as I carefully pulled her into an embrace.
Squeeeze—
As our position changed, my cock ignored the resistance of her ass and began to force its way into the tight hole.
I stroked her smooth stomach, watching her reaction.
“Hngh... Uungh... Ngh...!!♡ W-Wait...!!♡ Th-This feels weird...!!♡”
Lucifer grabbed my arm and struggled, trying to break free from my embrace.
But she couldn't seem to muster any strength, so to me, it was nothing more than a cute little tantrum.
Confirming that her reaction wasn't too bad, I began to move my hips a little faster.
Schlorp, schlorp—!!♡
The tightness was so intense that every time I pulled out, it felt like her insides were being pulled out with my cock.
The stimulating sight made me a little worried, but only for a moment.
“Ngh, ugh...?!!♡”
Her broken moans reassured me.
Usually, she’d try her best to make pretty sounds whenever she had even a little composure.
Realizing my worries were for nothing, I began to thrust joyfully. I could clearly feel the texture of her intestinal walls, which was subtly different from her vaginal walls.
It was such a novel sensation that I didn't even feel the slightest regret about the lack of lubricant.
It was then that I finally understood why so many people enjoyed anal sex.
“P-Please, a little slow... Heek?!!♡”
Squish, squish♡
With one hand, I fingered her pussy, and with the other, I held her close and squeezed her breast.
As I twisted her erect nipple, the vaginal walls my fingertips were rubbing began to twitch faintly.
It felt like she was about to come at any moment.
Moreover, perhaps because the stimulation was divided, the pressure on my cock from her ass lessened considerably.
I didn't miss the opportunity and thrust my cock deep inside.
“...?!?!!!♡”
Spurt, spuuurt—!!
The moment my cock was buried to the hilt, Lucifer came, spraying her love juice.
At the same time, an incomparable pressure squeezed my cock tightly.
I gasped without realizing it.
My balls were trembling, and I felt like I was about to cum, but I clenched my jaw and suppressed the urge. I wanted to savor her ass a little longer.
Slap, slap—!!
Unlike a pussy, there was nothing blocking the way. Thanks to that, I could thrust without restraint.
“N-Not right now... Haaah, ah, ahn!!♡”
“Lucy, you know what? Your ass is squeezing my cock so tight.”
“Hngh, ugh...!!♡ D-Don’t say that...!!♡”
Thwack, thwack, thwack!!♡
My ridiculously thick cock plunged in and out of the asshole of Lucifer, who had just lost her anal virginity.
While scraping the hot, tight walls with the head of my cock, I roughly fingered her pussy, which was spasming.
“W-Waaaaait...?!!!♡”
Lucifer let out a pitiful moan and struggled to escape my arms, but she was too weak from the consecutive orgasms.
I continued to pound away, tormenting her pussy, which was spraying love juice like a broken faucet, and her stiff, swollen clit.
And before long—
“Huu-ugh...?!!!♡”
“Urk...!!”
Gush, gush, guuush—
As if milking a cow, I gripped Lucifer’s breasts with both hands and shot my load into her asshole.
My ejaculation lasted longer than usual.
Lucifer bit her lip, her body trembling precariously. The pressure from her pussy clenching around the finger I was fucking her with was intense.
“...Lucy.”
“Pant, haah, haah...♡”
I grabbed the chin of the gasping, panting Lucifer and slowly pressed my lips to hers.
Mwah, mwaah... Smooch, smooch...♡
Our hot breaths and saliva mingled.
Perhaps because of the steam filling the bathroom, my head grew hazy as the deep kiss continued.
Holding Lucifer, who was responding earnestly even while half-unconscious, I remained lost in the afterglow of my orgasm for a while.
*
The next morning.
Our party headed to the Celis Cathedral to challenge the 8th Floor’s test.
Unusually, unlike the other floors, the 8th Floor’s test was administered by the Twilight Holy Society, not the Administrator.
Because of this, suspicions were always raised about the Twilight Holy Society interfering with the test, or the test itself being unfair.
However, the major clans didn't protest, knowing the Tower wasn't lenient enough to tolerate such corruption.
More importantly, the 8th Floor’s test was simple enough that there was no need for such complaints.
“Please bring us the fang of a Strag Tiger, which inhabits the Białowieża Forest.”
The test simply involved randomly drawing one of many missions and completing it.
In particular, for missions like mine that required a byproduct from a specific magical beast, it was possible to pass the test by purchasing the byproduct from a place like the auction house and submitting it, without having to hunt the beast yourself.
Compared to the tests on other floors, it was practically a free pass.
Of course, we planned to hunt it ourselves.
The Strag Tiger was a magical beast notorious for being difficult to deal with.
It would be suitable training for my party members.
After receiving the mission, we immediately rented a carriage and left the city.
The Białowieża Forest, located near the northern mountain range, was quite a distance away. Even though we had set out early in the morning, we only arrived at the forest around lunchtime.
When we got out of the carriage, a dense forest of trees that looked to be at least several dozen meters tall spread out before us.
Catching a Strag Tiger in this vast forest would likely take more than a day or two.
“...Looks like we’re camping out tonight.”
“Can’t be helped.”
Just as I patted the shoulder of Wi Ryeong-ah, who was sighing and staring at the forest with a weary look.
“...Lucy, are you okay?”
“I’m fine, so you don’t have to worry.”
“B-But...”
“I’m fine.”
“...Okay.”
Lee Serin, who had bravely approached Lucifer, who had been limping since morning, looked at me with a tearful face, having been completely shut down.
I quietly avoided her gaze.
Sorry, but there was nothing I could do.
The reason Lucifer was in a bad mood, the reason her expression was strangely murderous, and the reason she was walking awkwardly like it was the day after leg day...
It was all my fault.
Having half-lost my mind, I had fucked Lucifer all night long, even as she begged me to stop.
If it had been her pussy, it might have been different, but since I had relentlessly fucked her ass, it was only natural for Lucifer to be walking like a newborn giraffe.
“Hmph...”
As I stroked the head of Lee Serin, who returned dejectedly like a defeated soldier, I glanced at the screen that had appeared in the corner of my vision.
Tiring—
[Praise be to you for awakening to a new preference!]
[You have achieved the ‘Anal Pioneer’ achievement.]
[You have acquired the skill, ‘Discreet Insight’.]
[Discreet Insight
Grade: Rare
Identifies women whose weak point is their anus.]
It was an achievement I’d earned last night while fucking Lucifer’s ass.
To be honest, I had thought an achievement like this might exist, but seeing it for myself, I couldn't be more dumbfounded.
To think such an achievement existed in this world.
I swiped the screen away and glanced at Lucifer.
As expected, a faint pink light flickered around her body.
I instinctively realized that the intensity of the light was an indicator of how much of a weak point her anus was.
‘...So she can feel it anally, but it’s not quite a weak point?’
A bitter laugh escaped me.
To think such an awesome... no, such a bizarre ability existed.
Realizing once again how wide the world was, I looked at my party members one by one.
‘Sister Serin has no light at all. Same with Wi Ryeong-ah... Are there surprisingly few women who can feel it anally?’
It was strange.
On foreign porn sites, there were truckloads of women moaning while getting fucked in the ass.
In that moment, like a child discovering that the world of fairy tales is a lie, I painfully realized that porn and reality were different.
I suppressed a sigh and turned my head.
“...?”
“...What is it?”
“Ah, no. It’s nothing...”
I had seen it.
The intense flash of pink light that enveloped Yoo Ah-rin’s entire body.
To add a spoonful of exaggeration, I almost needed sunglasses.
‘My first disciple is a pervert whose erogenous zone is her ass...’
Witnessing this unbelievable truth, I was deeply shocked.
Is this how a devoted fan feels when they see the "red pill" [the real person] of their favorite VTuber?
“Hyun-woo? Why are you suddenly laughing?”
“...I just remembered something funny.”
“Something funny?”
“I remembered someone posting a story about your embarrassing past on the community forums.”
“...Huh?”
The Player Community.
There was a place commonly called ‘Pla-gal.’
It was a type of SNS that any player with a terminal could use.
“Anyway, it seems like there’s a hardcore fan of yours among the players. They said you were so nervous during your first performance that you bit your tongue and cried—”
“Kyaaaaaaahk!!!!!”
Before I could finish, Lee Serin let out a scream I’d never heard before and frantically covered my mouth.
“What? Serin cried?”
“I-It’s nothing!! It’s not...!!”
As Wi Ryeong-ah approached with a sly grin, as if she’d found some juicy gossip, Lee Serin shook her head in terror.
At the center of the commotion, I was simultaneously receiving Lee Serin’s resentment, Lucifer’s killing intent, and Yoo Ah-rin’s strange gaze.
‘...I get Lucifer, but what’s with her? Is it because I didn’t spar with her at dawn?’
But when our eyes met, Yoo Ah-rin quickly turned her head away, leaving me tilting my head in confusion.
Man, a woman’s heart is truly a mystery.