WebNovels

Infinite Anime Loops (R-18)

Great_Darkness
7
chs / week
The average realized release rate over the past 30 days is 7 chs / week.
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Synopsis
Time loops. Every genre has that one story. Amazing premise. Infinite potential. Always wasted. Cringelords. Simp MCs. Damsels in distress. Another useless woman in the harem. Another paragraph describing a "jade beauty." Again. And again. And again. We wanted something different. Something dark. Taboo. Delightfully degenerate incest. So here it is: our MC transmigrates into Miyuki Shirogane, trapped in an infinite time loop. Every death, he resets to his third year of high school. His first damn route? Incest.
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Chapter 1 - Chapter 1: Imouto’s Route

I have died three times.

That number alone should be enough to drive anyone insane, yet I came back to life each time.

The first time was when I died saving a child from getting hit by a truck—a classic "truck-kun" death, the cliché that always happens in webnovel reincarnation stories.

By that definition, by that standard, you should know this isn't MTL. Every genre-savvy webnovel reader recognizes one when they see it.

Even if it sounds cliché, at least it avoids the trashy MTL slop and confidently establishes itself as original.

I died and transmigrated into Miyuki Shirogane—well, technically the brother of Kei Shirogane, in my third year at Shuchiin Academy, just as the canon love story between Miyuki and Kaguya Shinomiya was beginning.

Yeah. In my past life, I was a virgin weeb and a webnovel reader. By that identity alone, you can probably guess how brainrotted this sounds.

Anyway, me and Kaguya got together. It was easy.

But everything isn't like an anime where it's all happy endings.

Once I started dating her, someone sniped me while I was studying in my bedroom.

I died.

I hadn't even slept with Kaguya yet.

I died a virgin.

Again.

Now I'm in my third life.

This time, I wasn't going to chase Kaguya.

I realized her family probably hired a hitman and assassinated me so brazenly.

I should have noticed the reality: my family is poor, and this world doesn't work like an anime where her family would approve of our relationship.

So I changed my target.

Ai Hoshino.

She's going to become a phenomenal idol in the future.

She's not pregnant yet, still attends school normally, and she's legally 18.

Everything is perfect.

So I dated her.

No family baggage, no spotlight problems, nothing.

She wasn't an idol yet. I made sure she was mine completely—that she'd become a full-time housewife and get pregnant with my child instead of becoming an idol and living a life full of risk and stalkers and idiots like Hikaru.

I was happy in the relationship.

We went to a love hotel.

Then Kaguya appeared in front of us, a knife in her hand.

"Why, President? Why...? Why are you with that woman? Since I can't have you, please die. I'll go with you, President. Don't worry, I'll love you very much in the afterlife."

And just like that, she stabbed me.

Over and over.

She moved so fast it didn't even make sense—like she was breaking physics itself, ignoring logic, ignoring Newtonian laws like they didn't apply to her anymore.

I didn't understand what the hell was happening.

But as I was dying, the last thing I heard was Ai screaming hysterically in the background… along with the sharp, metallic sound of knives clashing against each other before everything faded into silence.

…Fuck my life.

I should have known from the start—women are nothing but trouble.

There's a reason I never dated anyone in my past life.

Maybe next time… yeah, maybe next time I'll just drop out of Shuchiin completely, lock myself inside a basement, and embrace the life of a hikikomori.

A glorious NEET existence.

Yeah.

At least the internet never runs out of jobs…

…and they pay pretty damn well too.

So, I decided my fourth life would be as a glorious basement dweller.

But first, I needed to prove to my family—especially my father—that my progress was real and my income was solid before I could truly drop out without them breathing down my neck.

So I started creating low-effort, high-traffic sites: hentai, Japanese adult videos, pirated comics, and anime, all translated into English to pull in a wider audience.

They took off way smoother than I expected. Traffic exploded, ads came in naturally, and I ended up pulling a massive amount of money with almost no real effort on my part. I routed everything through crypto first, cleaning the trail before cashing it out into my bank accounts.

After that, I moved on to translating RPGs and hentai games from Japanese to English. Then I built MTL sites for Japanese light novels, pumping out content fast and dirty. One project led to another, and before long, I had multiple streams running at once.

I basically became a Pirate King, sitting on top of a mountain of money built from piracy.

When I finally sat down to talk with my father, I didn't beat around the bush.

"Father, I have a high-income job online now, and I need to focus all my attention on it. School has become a liability for me. I know our family is struggling financially, so I've decided to drop out and fully commit to my work."

My father frowned, clearly not convinced. "But you've already been in school for three years, Miyuki. And dropping out of high school doesn't sound like a good idea. Online jobs aren't exactly stable."

Without saying anything else, I pulled up my digital bank account and showed him the balance.

His eyes widened instantly, staring at the numbers like they were fake. His voice shook as he spoke. "How… how is there this much money, Miyuki? Did you rob a bank or something?"

"No, Father. It's completely legal," I replied calmly. "I write, translate, and assist developers and scripters with coding work."

That part wasn't exactly a lie—it just wasn't the whole truth. That "legal work" acted as a shield, while most of my real income came from piracy behind the scenes.

On paper, I'm just a writer for an online publisher, a translator working with licensed platforms, and someone who helps developers with scripts. Clean, simple, believable.

In reality? I'm running half the underground traffic myself.

My father stayed silent for a while, clearly trying to process everything, before finally asking, "Then… what about school?"

I turned my gaze to Kei, softening a bit as I looked at her. "Let Kei have a proper high school life. I'll take care of all her expenses, Father."

Kei's face immediately turned red, her eyes starting to water. "But, brother… you'll miss out on school. Why are you doing this? I can work too. I can help the family."

"Hush…" I said gently, reaching out to calm her. "This is my responsibility as your older brother, Kei-chan. There's no way I'm letting you go through hardship like that."

Her expression hardened at my words, determination replacing hesitation. "I'll finish school, brother. I won't disappoint you. And when I succeed… I'll take care of you too. I'll support you when I grow up."

I smiled faintly. "Don't worry about me. Just focus on your studies."

She nodded softly. "Uhmm…"

Her tone had softened a lot compared to how she used to treat the previous owner of this body.

Back then, when she was stuck deep in her puberty phase, she was defensive as hell toward the opposite sex—even toward her own brother.

But now?

It didn't seem like she was like that anymore…

Which was definitely a good thing.

I preferred having a cute, affectionate sister over a cold, distant one any day.

What could possibly go wrong?

Just like that, five years passed in the blink of an eye.

The dropout went smoothly, no complications, no drama.

I cut off all contact with my old school friends without hesitation.

No messages, no calls—nothing. I just locked myself away in the basement and enjoyed this quiet, peaceful life of mine.

No crazy women trying to screw me over. No random lunatics showing up out of nowhere and putting a bullet through my head with a sniper.

Yeah… I really hated dying.

This time, I just wanted to enjoy my life without all that bullshit—just steady high income, a comfortable routine, and a simple life with my sister.

Ever since that incident, she never acted cold or defensive toward me again.

Though with Father, she still kept some distance, some boundaries she didn't cross.

As for us? Things were… close. Really close.

We still slept in the same room like when we were younger, played console games side by side, and even streamed together sometimes.

When I was busy writing stories for my weeb audience, she would casually sit on my lap, leaning against me like it was the most natural thing in the world.

And honestly? I didn't mind at all.

If anything, it made things better. Her presence was comforting, warm in a way that kept me grounded.

She would help me cook, bring me cold drinks when I got too focused, and just stay around like she belonged there.

Life was good. Really good.

Who the hell needs school when you can find this kind of happiness at home?

I thought smugly.

Kei Shirogane had a job now.

To be precise, one year ago, after she graduated from high school, she was hired by some secret organization to develop artificial intelligence.

The content was highly classified, but if successful, Japan would enter the AI race war between the US and China.

Even though she was a full-grown adult now, some habits just refused to die.

"Brother… can we sleep together again tonight?"

I let out a long sigh, rubbing the back of my neck. "Kei… we're not kids anymore. It's not really appropriate for two adults to share a bed like that."

She pouted immediately, clearly unimpressed. "What's wrong with it? We're brother and sister. Don't act like some stiff old man, Onii-chan."

Before I could even come up with a proper response, she had already hopped onto my bed like nothing had changed, slipping under the covers with casual ease, like she owned the place.

I froze for a moment, my eyes betraying me as they lingered on her. I couldn't help noticing how much she had grown.

The loose, oversized pajama shirt clung just enough to hint at the soft curves underneath, the thin fabric shifting as she moved, slipping off one shoulder to reveal smooth skin, her collarbone, and the subtle swell of her breast pressing faintly against the cloth.

She looked completely defenseless… and way too inviting.

"Hug me, brother…" she murmured, her voice soft, almost sweet enough to melt resistance, yet laced with something more teasing beneath the surface.

What the hell was I supposed to do? Say no to that face?

She was still my sister… the same girl who used to cling to me at night, who trusted me without question.

For her, I'd probably try to grab the damn moon if she asked nicely… maybe.

So I gave in.

I slid in behind her, keeping my movements careful, wrapping one arm loosely around her waist while making a conscious effort to keep some distance between our bodies—classic awkward big-brother restraint.

Yeah… that didn't last.

Kei immediately shifted back, closing the gap without hesitation until her entire back pressed firmly against my chest. Her body fit against mine too perfectly, like she had done this a hundred times before.

Then her ass settled right against my crotch, leaving absolutely no space between us.

The heat of her body bled through the thin layers of fabric.

My breath hitched.

"Come on, brother…" she whispered, her tone dropping into something low and playful, almost taunting. "How awkward can you possibly be?"

Then she moved—just a slow, deliberate roll of her hips—and her ass brushed against the growing hardness in my pants.

Not an accident.

Not even close.

She knew exactly what she was doing.

A soft giggle slipped from her lips, light and teasing, but filled with meaning.

"No wonder you're so tense…" she murmured, her voice barely above a whisper, her lips curling into that same mischievous smile she always wore when she was pushing boundaries. "You're hard, aren't you? Attracted to your own younger sister?"

She paused just long enough to let it sink in before continuing, completely shameless.

"Well, it can't be helped. You haven't touched a woman in five years."

Her body pressed back against me again, slower this time, more deliberate.

"Don't worry…" she added softly, almost mockingly sweet. "I won't abandon you even if you turn into a total creep who lusts after his own flesh and blood."

I swallowed, my throat dry, my voice coming out rougher than I intended.

"That's… just a normal physiological reaction for an adult male."

She turned her head just enough that our faces were only inches apart, her breath brushing faintly against my lips.

Up close like this, everything about her hit differently—her delicate jawline, those long lashes casting faint shadows on her cheeks, her full lips slightly parted as if inviting something she shouldn't. And her violet-tinted eyes… they gleamed with something far too knowing, far too dangerous for a younger sister.

Her scent wrapped around me completely—warm skin, a faint trace of vanilla from her shampoo, mixed with something softer, sweeter, something that was just her. It filled my lungs, messed with my head, made it harder to think straight.

Her loose pajama top had slipped even further down her shoulder. My eyes couldn't help but drift—down to the soft inner curve of her breast, the faint but unmistakable outline of her nipple pressing against the thin fabric. Every small movement made it shift slightly, drawing my attention again and again.

She was beautiful.

No—she was dangerously, painfully beautiful.

And she was my sister.

My heart slammed violently against my ribs, each beat louder than the last. My cock throbbed hard, pressing insistently against the cleft of her ass even through our clothes, reacting on instinct no matter how much I tried to deny it.

I knew exactly what would happen if we crossed this line.

The guilt. The shame. The way everything between us would change—permanently, irreversibly. There would be no going back after that.

And yet… right now… none of that felt real.

All that felt real was the heat of her body pressed against mine, the slow, deliberate grind of her hips against me, teasing, testing, pulling reactions out of me I couldn't suppress. Her breathing had changed too—shallower, quicker, laced with quiet excitement that only made things worse.

I shut my eyes for a brief second, trying to gather whatever self-control I had left, trying to hold onto something—anything—before it slipped away completely.

But Kei wasn't waiting.

She reached back without hesitation, her smaller hand finding my wrist with surprising confidence. Slowly, deliberately, she guided my hand up under her shirt. My fingers brushed against the warm, bare skin of her stomach first, soft and smooth… then higher… inch by inch… until my palm pressed against the underside of her breast.

Then I was holding it.

Cupping it fully.

The soft, heavy weight settled into my hand like it belonged there.

Her nipple was already hard, pressing firmly against my palm even through the thin layer of fabric, reacting the moment I touched her.

"Brother…" she breathed out, her voice trembling—caught somewhere between innocence and something far more dangerous. "It's okay… I want you to touch me."

Her hips pushed back again, more deliberately this time, grinding against my hardness as if she wanted to feel exactly what she was doing to me.

"Or maybe you're too awkward to start it yourself?" Kei whispered, her tone soft, teasing, but filled with quiet certainty.

Her fingers tightened slightly around my wrist, pressing my hand more firmly against her chest, making sure I didn't pull away.

"Don't worry, nii-chan…" she murmured, her voice dropping lower, more intimate, right next to my ear.

"I'll take care of everything you need."

A small pause.

Then, softer—almost pleading, but still confident:

"Brother… just trust me."

Before I could get another word out, she slipped completely under the blanket.

Her hands moved fast, tugging my pajama pants down just enough to free me.

Cool air brushed against my skin for half a second—then her mouth wrapped around the head of my cock, warm, wet, and tight enough to make my breath hitch instantly.

A low groan tore out of my throat, my hips jerking on instinct.

She was messy, inexperienced—her tongue moving without rhythm, swirling clumsily, her lips sliding too far down too fast, teeth grazing me once, twice—but fuck, the eagerness in it made it hit harder than anything practiced ever could.

She kept going, bobbing her head, sucking with wet, sloppy sounds, drool already starting to coat my shaft as she tried to take more of me each time.

Her violet eyes kept flicking up, watching my face like she was addicted to every reaction—every twitch, every breath I failed to hide.

We were both virgins.

Neither of us knew what the hell we were doing.

And that only made it worse—better.

Because this was wrong. Completely fucking wrong.

My younger sister's mouth stretched around my cock, lips tight, tongue dragging underneath—and that thought alone sent sharp, electric spikes of pleasure straight through my body.

She sped up, trying harder, cheeks hollowing as she sucked, one small hand wrapping around the base to stroke what she couldn't fit, pumping in time with her mouth.

My balls tightened hard.

Heat coiled fast and heavy in my gut.

"Kei—fuck—"

That was it.

I came hard, hips bucking up as thick spurts shot straight into her mouth.

She gagged immediately, choking around me, her throat struggling to keep up as she tried to swallow everything.

Some still spilled out—white streaks leaking past her lips, dribbling down her chin, dripping onto her collarbone in slow, messy trails.

She coughed, once, twice, pulling back just enough to breathe, eyes watery and unfocused—then she looked up at me again.

Glassy.

Obsessed.

"Brother…" she rasped, voice thick, still coated with me. "You're mine now. I'm going to love you so much."

No hesitation. No doubt. No turning back.

She shoved the blanket off and pushed herself up, quickly stripping out of her pajama pants and panties in one impatient motion.

Her pussy was already wet—glistening, flushed pink, swollen and open, slickness catching the dim light.

She climbed over me, straddling my hips, knees pressing into the mattress on either side, her small hands bracing against my chest.

She reached down, guiding my cock to her entrance—letting the tip press, rub, tease against her slit—before slowly lowering herself.

We both gasped.

Her body tensed instantly as my head pushed inside.

Her hymen stretched—then gave with a sharp, tight resistance that made her whimper, her nails digging into my shoulders.

But she didn't stop.

Not even for a second.

She kept going, inch by inch, forcing herself down on me until her hips finally settled against mine, my cock buried completely inside her tight, virgin heat.

For a moment, neither of us moved.

Just breathing.

Her forehead pressed against mine, her body trembling, her walls clenched tight around me like they didn't want to let go.

Then she started to move.

Slow at first—small rolls of her hips, testing, adjusting, learning what made her breath catch the hardest.

Her pussy gripped me with every movement, tight, warm, almost too much.

Then she picked up the pace.

Lifting herself slightly—then dropping back down, harder this time.

Again.

And again.

Wet, raw sounds filled the room as she rode me, slick and messy, her body starting to move with real need now instead of hesitation.

I grabbed her waist, fingers digging into her soft flesh, guiding her harder, forcing her rhythm faster.

She didn't hold back anymore.

Moans spilled out of her openly now—high, needy, desperate sounds—as my cock throbbed deep inside her, every movement pushing us both closer to losing control again.

We didn't stay in one position for long.

She leaned forward, her soft breasts pressing tightly against my chest, nipples brushing against my skin as her body moved with mine. I thrust up into her hard, our hips slamming together while I pulled her into a deep, messy kiss, my tongue forcing its way into her mouth. I could taste myself on her tongue, mixed with her saliva, hot and filthy, and it only made me thrust harder.

Then I flipped us.

She landed on her back with a gasp, her legs immediately hooked over my shoulders as I spread her wide and drove back into her soaked pussy. I pushed in deep—so deep I could feel her body tense and twitch every time I bottomed out inside her. Her face twisted with pleasure, mouth open, eyes unfocused as broken moans spilled out with every brutal thrust.

"Ah—! Too deep—!"

I didn't slow down.

I pulled her up again and turned her around, pressing her against the headboard. Her palms flattened against it, her back arched, ass raised high and perfectly exposed for me. I grabbed a fistful of her white hair and yanked her head back while I slammed into her from behind, my cock plunging deep into her tight, dripping hole.

Wet, obscene sounds filled the room.

My other hand moved down between her thighs, rubbing fast, tight circles on her swollen clit. Her body jolted violently, her moans breaking into sharp, desperate cries as I kept pounding into her without mercy.

"I-I'm—! I'm cumming—!"

Her pussy clenched down on my cock so hard it almost forced me out, spasming uncontrollably as she came with a broken, choked scream.

I didn't stop. Not even for a second.

I pulled out only long enough to flip her back again, spreading her thighs wide with both hands before plunging straight back into her. Missionary this time. Close. Intimate.

Our faces inches apart.

Our eyes locked.

Every thrust pushed another helpless whimper from her lips, her breath hitching as her body kept reacting to every inch of my cock dragging against her sensitive walls.

I came inside her again and again.

The first load spilled deep into her pussy while her body trembled through another orgasm, her nails digging into my back.

The second time, I pulled out and pumped my cum over her stomach and tits, watching it drip down her skin while she gasped and squirmed beneath me.

The third, I pushed back inside her again after she begged—

"Fill me up, brother… please—don't stop…"

—and I did exactly that, flooding her cunt again, stuffing her full until it started leaking out around my cock.

By the end, we were both completely drenched—sweat, cum, everything sticking to our skin. The sheets beneath us were ruined, soaked through, and the air was thick with the heavy, raw smell of sex.

I leaned down and kissed her again, slow and filthy, my tongue pushing deep into her mouth, claiming it the same way I had claimed the rest of her.

She clung to me, arms tight around my body, legs still wrapped around my waist, refusing to let me pull out even as my cock slowly softened inside her leaking pussy.

I didn't know what tomorrow would bring.

Guilt would probably come eventually.

Society would call this sick. Taboo. Unforgivable.

But right now?

Right now, my younger sister was trembling in my arms, her body still sensitive, still warm, still clinging to me like I was the only thing that mattered in her world.

And for the first time in years—after being killed, reborn, trampled, isolated—I didn't feel alone.

I kissed her again, softer this time.

This time… I was going to make her mine. Completely. Irreversibly.

And I wasn't going to apologize for it.