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Chapter 33 by Zingiber Zingiber

Roll +HARD(+2) to fuck Karen Yoshida's ass for a pre-party mood boost

On a 7-9, Joe delivers his buttload, but...

2d6 + 2 = 7 + 2 = 9.
When you FUCK HER, on a 7-9, choose two:

  • You fuck her in the ass
  • She cums
  • You don't cum OR You're still hard
  • There's no trouble

Karen Yoshida, or Ms. Yoshida, properly, as a customer of your boss's pool company, leads you from her kitchen, down the hall toward her exercise room, where you two first did the deed on that fateful night, after she high-kicked you in the sternum to land with a head-smack on her pool deck.

But Karen, as well prepared in first aid as self-defense, revived you with mouth-to-mouth, and you got better. Much better. Pumping wood up her ass till she screamed out an O, better.

Karen's got a pool party coming up this evening, and she decided to take you up on being her personal mood booster to get her party started before anyone else shows up.

Karen spreads a workout towel on her gym mat. She takes a nylon zip package from her gym bag, opens it up, and gives you a palm-full of lube shooters and a couple of condoms. She takes out a powerful little vibrator for herself. You catch a glimpse of some other toys before she zips it up and tucks it away. "Let me get you ready, then you can get me ready," she says. She nods to your shorts, chubbed up in front. "Off."

Karen kneels down and takes her sweet time getting the first rubber over your cock head and down your shaft, giving you a couple of proprietary little squeezes before she takes the first lube shooter to get you slippery.

"You're as big as I remembered," Karen says. "Maybe bigger. Real slow going in, okay Joe?"

"Okay ma'am," you say. "The customer is always right, or, I mean, you're the boss."

Karen laughs. "Customer, ha," she says. "You should be paying me. No, forget it. I like my job, and I like being the boss, here."

"You're talented in every way," you say. "Boss."

"Ha, don't you forget it, Joe," Karen says.

Your ribs twinge faintly with the memory of carrying Karen's footprint as a purple bruise for days after. You won't forget that.

Karen turns to kneel facing away. She pulls down her workout shorts and leans forward, grabbing the padded pillar that serves as her kickboxing target. Taut. Golden. It's the prettiest butt you've had offered to you, as well as the firmest. Glistening a little with sweat from exercise. You snap open a lube shooter, and squirt a bloop of it onto your fingertip.

"Do you want to start here?" you ask, pressing your slippery fingertip flat to Karen's golden, star-pleated butthole.

You feel a twitch under your fingertip, then another twitch.

"Yes," Karen says, her voice in a low, hungry tone. "Get me slippery. Tease me open. Then fuck me there. Right there. Really slow."

"Boss," you acknowledge. You would not want to fight her, ever, so she's earned it that way too. Kickboxer? She'd be in the Pickup Artist's Guide, filed under DANGER.

"Uhhhh," she sighs as you add more lube and keep stroking. Her butthole starts winking, tightening and relaxing as you massage, first just up and down along the crack, then round and round as she loosens up, until, whoops, you're in to the second knuckle. "Ohh! Just hold there, hold on, yes."

Hot. Tight. You listen to her voice as her asshole pulses on your finger. Those are some happy, hungry noises coming out of her throat. Bless you, Mona, for letting Karen be on the Just Do Her list. More lube, more teasing, more fingering. Two shooters of lube straight up Karen's butt, leaving her star shiny-wet. Two fingers this time, and more happy noises, louder sighs and growls.

"I'm ready, Joe," Karen says. "Get that monster slippery and get it in me."

"Yes ma'am."

It's slow going, but so, so worth the time. It doesn't take long, with all the teasing and fingering, for Karen to open up for your cock head.

"Oh fuck, ohfuck ohfuck ohfuck," Karen chants. "Oh!" She holds up a hand, her breath coming in quick little pants as she gets used to your cock head in her butt. "Just stay like that, like that, Joe."

In a few minutes, Karen gives you the word and you get cranking. Slow and easy. Ms. Yoshida is a dream of a buttfuck partner, tight and hot, her hips rocking gently, her body shivering with response, her voice loud in appreciation.

"Oh yeah Joe, like that, just like that, keep going, keep going. I'm gonna go for it."

There's an angry little buzz and suddenly your steady, wonderful buttfuck is cranked up a notch as Karen's vibrator joins the party. Your voice rises along with hers, and you have to do your times tables and breathe slowly to hold it together.

"AhhhaaaaahhhhahhhhAAAAAAH!" Karen's sigh rises to a moan and then a scream. Her head drops, flipping up her ponytail, then strains back up as she screams. Her ass squeezes hard as her climax arrives, then hard again with each contraction.

On Karen's third orgasmic ass squeeze, you lose it, crying out your climax as your cock starts pumping jizz between Karen's ass contractions.

Somewhere in the middle of all this screaming and climaxing comes the tweedling of an incoming video call from Karen's tablet computer.

But this moment's too good to ruin, and you keep on going.


Gain +1 XP as Karen comes with your cock up her ass. You have 1 XP.
You have Hard +2 (with Fucking Huge), Hot +2 (with Charming), Cool 0, Control -1.
You have the Character Move PILLOW TALK.

Roll +COOL(+0) to GET OUT OF TROUBLE. If you get away with no problem on a 10+, roll +HOT(+2) to use PILLOW TALK.

Roll+COOL(0) to GET OUT OF TROUBLE as Karen gets a video call during her anal climax

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