The Family Pussy-Clench Tournament
In the end, we couldn't decide on an order.
"Haa... Shoganai ne~ Fine, I'll pick for you."
"""You?"""
"Yeah."
"""Okay. Then you pick exactly."""
"...Hey, but my sisters—Mom and the older ones aside—you girls calling your oppa 'you' like that? What the hell's with 'you'?"
"""Quit nagging and just pick already."""
The fourth and little sis talking back like that pissed me off, so I called them out, but they just told me to shut up and decide. I pondered who to date first, but all the women in the family were glaring at me with burning eyes. Like, 'Pick someone else and you'll regret it big time.'
"Alright, I've decided. We'll go in order of who clenches their pussy the best."
"""......?"""
After a moment of confusion, the women of the house shot me looks like 'Yeah, that's just like you.' What? Isn't this the fairest way?
"Oppa, you're serious? You're really deciding it like that?"
Little Sis asked in disbelief. I nodded like it was obvious. It hit me right when she mentioned that golden apple of the Greek goddesses earlier. Pretty good idea, right...? To rank goddesses, the judge sticks his dick in their pussies and ranks by how tight they clench. Makes the judge happy while he deliberates—best method ever.
"Yeah. Isn't it perfect? Honestly, all you girls in the family have pussies that clench like crazy the same way. So... it'll come down to who's most into the sex and turns me on the most."
"""Hmmm..."""
They seemed somewhat convinced by my follow-up. Meaning their clenches are equal, so it'd be decided by attitude, sexy moves, dirty talk.
"What? No confidence? Think you can't outclench the others? Scared? Chicken?"
"""Fine. You're on."""
Ask if they could beat the others, and my haughty family girls accept with smirks. They reeked of hating being led by my plan, but backing out would mean admitting weak pussy clench, so they swallowed it. Mission accomplished.
Heh heh, from now on, any disputes get settled with sex competitions like this.
And so began the first family pussy-clench tournament. Naturally, how good the clench was came down to my subjective judgment. Bonus points for making me cum a lot too.
"Who're you fucking first?"
"In the order I deflowered you, obviously."
Big Sis asked who first, and I grabbed Little Sis's bare white ass as I answered. Her cute pink pussy was already soaking wet when I touched it—prime for pounding. Shoved my middle finger in, and the soft walls clenched slick and chewy, gushing juices like a virgin hole. Perfect.
"Hngh...♡"
"What's this? Little Sis is already excited and ready to get fucked?"
"...Y-you, Oppa... you made me this slutty body♡"
"Kuh, already talking dirty to turn me on."
I swirled my middle finger inside her hole, pressing her G-spot and weak spots hard. Lewd moans spilled out quick.
"Hah♡ Hngh♡"
"This is good enough—no foreplay needed. You're a full-on horny bitch now."
"...Please stuff your slutty little sister's pussy... with your cock♡ Oppa Master...♡"
She wiggled her ass seductively, so I slammed my huge dick into her. From then on, Little Sis moaned like a whore, matching my thrusts eagerly.
"Hah...♡ Ah! Haaang♡"
Warm embrace, but every wall alive, milking me. The insane cum-squeezing pussy walls all my family girls had.
Still a killer pussy. Old me would've blown in five seconds flat, total premature.
I savored her fully before creampieing and finishing. Next: Mom—Big Sis—Second Sis—Fourth.
"Even as your mom, conquered by her son's cock♡ Please stuff your son's dedicated meat toilet pussy... with your magnificent grown dick♡"
"...Sis surrendered to little bro's dick... use my pathetic toilet pussy freely♡ Your bro-Master's exclusive toilet hole♡"
"I'm a whore pussy that lives off little bro's money♡ Price is one won♡ Nah, actually free. Lifetime free for Master♡"
"Pervy little sis pussy that masturbates thinking only of Oppa's cock—pound it deep with your huge dick...♡ Oppa's exclusive bitch rag hole♡ I even did urethra play daily like Oppa Master ordered♡"
All four spewed filthy lines to seduce me. Somehow ended up doing both pussy and ass on them—creampie and anal creampie each once.
"Oppa, this is bullshit. Why just my pussy when Mom and sis got their asses too?!"
"Fine, yours now. Ass up, legs spread. Pounding you right away."
"Eut...♡"
Little Sis begged for anal too, so I obliged. Desperate to win, she spewed tons of dirty talk during anal.
"Please ravage Oppa's Master's shaped anal hole♡ Ahng! Break it♡ Do whatever you want♡ If Oppa wants, wreck all my holes... haang! Pound freely, ignore your pussy slave body's feelings♡"
"Our little sis. Such pretty words."
"Yeah...♡ I'm Oppa's pussy slave...♡ If Oppa says spread legs and present pussy, I do it anywhere anytime as his sex slave. Processing Oppa's lust is little sis's duty...♡ Use your exclusive sex holes forever♡ I was born for Oppa's cum dumps♡"
"Kuhuhu. Ah, clenching. Feels good. Gonna cum."
- *Splurt splurt spluuurt spuuuurt* -
Filled her ass to the brim, then time to score the five pussy clenches. Well, asses got included at some point, but whatever.
"Hmm... who to pick... All so tasty, tough choice."
"Hey, quit stalling. Who won? Spit it out."
Big Sis rushed me. Hmm... a bit cocky... gonna let bias slip in.
"Decided. Order: Little Sis—Fourth—Mom—Second Sis—Big Sis."
"Hey! You changed it 'cause I rushed you, right?!"
"Then act meek like the others. I'm the judge—if you piss me off, you get penalized. Didn't you know?"
"...Hmph!"
Big Sis pouted, dissatisfied, but the others looked secretly pleased. At least not dead last.
"Honestly, all five pussies and asses clenched the same—top-tier. So I ranked by who turned me on most with dirty talk. Even this way, Big Sis is last. Mom threw shame aside and went hard, but you were stiff alone. Haven't had my 4-Combo lately, so body and words got rigid... Let's set aside a day for Master to retrain you."
"...N-no, hate it. Why's it turn into that?!"
Big Sis still had pride—hated full 4-Combo breakdown in front of others, tears and snot flying. She loves it once started, but hates the buildup... Dick shuts her up though, so mid-fuck works.
"Once I stuff and vibrate+drill, you love it despite the whining."
"...Sh-shut up."
Anyway, order set—dates accordingly.
...Ah, but Little Sis's date itinerary is hell... Gave her first for that final anal dirty talk... Reading together, book discussions, museum art, latest research papers, PC games... Everything but last is torture for me, right?
"Oh, but Mom, sisters. I don't mind if you join my dates with Oppa."
"...Really? Then I'll join. ...And you can join mine too."
"...Me too, I don't mind group."
"Huh? You guys too? Same here. Group gym dates sound good. Everyone gets fit."
Little Sis said others could join hers, so Fourth, Second Sis, and Big Sis jumped in, opening their dates too.
"Wait, then why bother ranking? Just group everything."
I grumbled, but their attention shifted to Mom. Come to think... why hasn't Mom said she was cool with joining? I looked—Mom fidgeted, peeking glances, not volunteering.