5. A gamble
Author: P. Sibanda
last update2025-12-17 04:01:50

The whole day was uneventful for me. I mostly listened to my sister and her friends chatting and teasing each other while they hung out.

Before I knew it, dawn finally crept in.

I was lounging on the couch, watching my favorite series on TV when Mom came home.

"Hey, sweety!" I heard her call out.

Looking over my shoulder, I smiled. "Hi, Mom."

"Aren't you supposed to be away this weekend?" she asked.

"I was, but… now I'm home."

I told her everything that happened between Enny and me. She came over and sat beside me on the couch, trying to console me.

"It's okay, sweety. She wasn't even worth your love." she pulled me in for a hug. "I never liked her to begin with."

I leaned into her embrace.

Mom always smelled nice, and her hugs were the best—she'd let my head rest on her chest.

Like Rita, my mom was well-endowed. Her breasts were big and round, bigger than Rita's even, and for someone in her late 30s she could still pass as one of the hottest women in Astras.

Her skin was tan and smooth. Blonde hair. Jade-green eyes. And because she always did workouts and yoga with my sister, she'd kept that Brazzers-tier milf figure that could make a man hard just by looking too long.

She finally pulled away. I gave her a reassuring smile.

"I'm perfectly okay, Mom. You don't need to worry."

"Alright… but if you need anything, tell me. I'm always here," she insisted, then retreated to her room.

I couldn't help watching her walk away. The tight red dress she wore hugged every curve like a second skin. You could make out the shape of her… everything.

Made me wonder if she'd been out on a date.

The aroma of food drifted through the air—Rita was cooking dinner: rice and beef stew, probably the only proper meal she could manage.

By the time dinner was ready, Mom had already showered and was now walking around in a silky pink nightie and slippers.

Her cleavage was wide open, her breasts practically glowing under the lights. As if that wasn't enough, Rita was just in a gown wrapped loosely around herself.

More than once I caught the gown slipping off her shoulder, exposing her body underneath and the damn rowdy had no bra at all.

Every time I looked and immediately looked away, she smirked like she was doing it on purpose.

I growled under my breath, feeling something twitch in my pants.

Yup. Still pent-up. Masturbating earlier hadn't done shit.

Maybe I needed another round.

"Thanks for the food," I muttered, pushing my chair back as I excused myself and headed to my room, the tent in my pants almost visible.

Closing the door behind me, I went to my desk, opened my laptop, and got everything ready—tissue, lube, the whole routine.

All I needed was a good video.

I browsed through a bunch until I stumbled on one titled 'Accidentally Slipped Into My Stepsister'.

For some reason, I felt like watching it.

The girl was hot, and the guy had a huge cock. The whole thing started playful, then, according to classic lazy p**n logic—the sister "accidentally" sat on her brother's cock.

But damn, I found it super hot.

I slicked the bulbous head of my cock with lube and started stroking, wrapping a full hand around the length and teasing the head as I moved.

At some point, I imagined myself as the guy… and imagined the girl as Rita.

That was it. A burning buildup tightened in my balls before thick streams of cum shot across my laptop screen.

I had to hold back a grunt; the last thing I needed was the whole house knowing I was jerking it to incest p**n.

But even after all that, I was still kinda hard.

That's when the system chimed.

[Clue: Target Rita is currently thinking about the host.]

[She's wondering if the host can hear her from the other room.]

I frowned. The system could give clues now?

And what did it mean Rita was thinking about me?

I listened carefully, but I couldn't hear anything from her room.

Shrugging it off, I opened the OnlyFence website to browse live videos.

The site let people watch p**n or pay creators directly… and even showed nearby creators for "a more engaging experience."

I scrolled through live streams until one caught my eye.

I tapped in and froze.

I recognized the room. The red teddy bear on the bed, the orange sheets, the purple dressing table.

And the girl, although wearing a mask, was opening her gown and exposing her body.

The same gown Rita wore. The same room layout.

This couldn't be a coincidence.

There were over 2,000 people watching, sending comments and tips.

[Start finger-fucking yourself and I'll tip $50.]

[For $20, ride a dildo for us.]

[I'll pay a fortune to fuck you!]

My mind was blown.

My sister was an OnlyFencer?

I couldn't believe it.

But then again… she always had money, way more than her part-time jobs could explain. She'd even bought a car, while I worked just as hard and barely scraped by.

I was shocked, but I didn't look away. I kept watching as she cupped her breasts, moaning softly at the camera.

And the system said she was thinking about me.

Why would she think about me in the middle of this?

Unless…

A risky idea formed in my mind. Very risky. It could blow up in my face.

But maybe… just maybe… it could help me clear the tutorial quest.

It was a gamble.

And l was prepared to take it.

TBC

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  • 10. Five Star Restaurant

    When I got home, the place was quiet, almost deserted.My sister's car was nowhere in sight, which meant she was off doing God-knows-what. Mom wasn't home either. I walked in, made myself a small bowl of cereal, then retreated to my room to rest for a bit.Suddenly, my phone buzzed.I picked it up and frowned. The messages were from Enny.I opened them.[Hey love. You've been awfully quiet][Are you mad at me?][Please, I need your help. Can you lend me 200 bucks]Anger bubbled up my throat as I read them.So now she was calling me love—because she needed money?Her family was rich, yet she wanted cash from me?The old me would've panicked. I would've scrambled for the money, borrowed from my sister or my mom—anything to keep her happy.But not anymore.I typed back.[Done whoring around and coming back to me now?]It took less than thirty seconds for her reply.[What do you mean, love]The nerve.Girls really could cheat on you, then turn around and call you the love of their life w

  • 9. Date plans

    It took me by surprise just how much strength I'd used when I punched that rich bastard.When I saw him trying to drag Alice away like that, anger flooded me. Without thinking twice, I spent the Currency Points I'd earned through the system and upgraded my stats.I put it all into Strength. A single stat point cost about two CP, leaving me with three CP for emergencies. I never imagined that one small upgrade would make such a massive difference. I had to admit—punching Brian had felt… satisfying.[Host punched an asshole and established dominance][That deserves a reward][+0.5 CP][+1 Confidence][+5 EXP] [Leveled up!]I smiled inwardly. The system actually rewarded that?[Individual Alice has been designated as a Heroine][After being saved, her Affection toward you has increased to 78]Seventy-eight?Wait—WHAT? How was it that high?[Alice has always harbored romantic feelings for the Host for a long time][New Quest Triggered][Raise her Affection to 100 and claim your first lo

  • 8. At shift

    My system felt like it was wired directly into my mind. With nothing more than a thought, the interface materialized before my eyes.[Ultimate Charm System — Online][Host, you have cleared the Tutorial Quest. Your journey toward greatness begins now.][Affection Levels (AL): A numerical value that measures how romantically a target loves the Host.][When a target's AL reaches 100, they become permanently loyal and faithful to the Host—body, mind, and soul.]I just stared at the floating screen, mouth hanging open.So… if I raised Rita's AL to 100, she'd be loyal to me and me alone?A more rational part of my brain immediately snapped back.She's your sister, idiot.Raising her Affection like that was crossing a line. What we'd done on that livestream had been forced by the quest. There was no reason—no excuse—to push things any further.The system continued.[Secondly, Currency Points (CP): Earned randomly upon quest completion or actions deemed worthy of reward.][CP may be used to

  • 7. You're so dead, Mark

    My hand kept gliding up and down my shaft in slow, teasing strokes while Rita devoured the head of my cock with her mouth like she couldn't get enough. She slurped messily, saliva spilling down her chin as she tried to swallow more of me.Then she pushed deeper, gagging around my dick, her throat tightening beautifully as she smeared spit everywhere she could reach. The heat of my sister's mouth was unreal, the kind of sensation that made my brain flicker in and out like a bad signal.I felt dangerously close to cumming and l think she felt it to, so she pulled back, as if telling me that making me cum with her mouth was a line we shouldn't cross as siblings. "You're lubed enough, right?" I smirked. "Yeah." The mess she'd made on my cock made stroking myself feel unbelievably good.Jerking off with that mix of my sister's pit and my precum had my climax clawing its way up with violent urgency.I moaned softly, meeting her eyes. She never looked away, not even for a heartbeat. Her

  • 6. Livestream

    Turns out, Rita was fucking famous on the adult OnlyFence platform. She had a lot of videos of her playing with her tits or rubbing her clit.However, she had never made a video with any male, and her fans had been begging for that in her comment section for months now.Some of her fans were sick and tired of the same masturbation videos of her, so they decided to unfollow her, and only a few loyal ones remained.But still, her channel was plummeting, and fast. She was losing relevance despite being a young and smoking hot streamer.I learned all that through reading comments from most of her previous posts. Honestly, I never would've thought my sister was such a slut, especially considering she always acts all high and mighty with me while she masturbates for strangers online every night.With only a boxer, no shirt, and a balaclava mask on my face, I walked out of my room. I made sure Mom wasn't anywhere near, and I was glad she must have already fallen asleep in her room.I walked

  • 5. A gamble

    The whole day was uneventful for me. I mostly listened to my sister and her friends chatting and teasing each other while they hung out.Before I knew it, dawn finally crept in.I was lounging on the couch, watching my favorite series on TV when Mom came home."Hey, sweety!" I heard her call out.Looking over my shoulder, I smiled. "Hi, Mom.""Aren't you supposed to be away this weekend?" she asked."I was, but… now I'm home."I told her everything that happened between Enny and me. She came over and sat beside me on the couch, trying to console me."It's okay, sweety. She wasn't even worth your love." she pulled me in for a hug. "I never liked her to begin with."I leaned into her embrace.Mom always smelled nice, and her hugs were the best—she'd let my head rest on her chest. Like Rita, my mom was well-endowed. Her breasts were big and round, bigger than Rita's even, and for someone in her late 30s she could still pass as one of the hottest women in Astras.Her skin was tan and smo

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