Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 5 by Uber_B Uber_B

A new challenge?

Double or Nothing

"Double what you lost and earn that or fail and lose your account with one final challenge for the day. Do you wish to take on the challenge?"

You have to accept to see it and almost 10k in one day is too much to ignore. You click accept.

"Masturbate and/or get fucked until the cops show up."

"What the fuck?" You say as you read it.

Determined for that payout you bend over the handle of the cart and dip your fingers in your cum filled pussy.

"My pussy is open, any takers?" You ask around.

To no one's surprise but yours, no one comes forward. You however manage to cum 4 times before the cops arrive. Two cops come in and clear the crowd. They handcuff you and then you hear the familiar chime of your app, but from the officer's phone. He looks down at it and sighs. They take you back to his patrol car. He turns and says he has to take you home but first he has to cum on you. He says that he believes you will understand and he hands you your phone back. You nod and he comes around to the back seat of his patrol car. He pulls his cock out and starts stroking it inches from your face.

Both of your phones chime. Checking yours you see:

"Fuck the officer challenge: Whoever cums first loses, Loser get's half the day's earnings. Do you accept?"

Before you decide your phone chimes and shows:

"Accepted by Officer Jerry, challenge start."

He sticks his cock in your pussy and starts fucking you. You read the rules while he pounds your pussy.

-only contact allowed is pussy on cock or cock in pussy.

  • no hands, no kissing

-You cannot inform him of the rules.

-loser is first to announce their orgasm.

-challenge timer 30 minutes

-at timer end both players win

That last three catches your eye, as long as you don't admit it, you can cum as much as he makes you without losing and you both win in 30 minutes. He pounds down into you for 5 minutes before.

"Ah, I'm gonna-"

"Shut up" You cut him off "Let's switch positions"

You get on top of him and ride him slowly. Every time he gets close, you stop and keep him on edge. It doesn't work for you though and you cum a few times by the 30 minute mark. Both of your phones chime claiming you both won but you can get a $500 bonus if you let him fill your womb with his seed. It warns you that it will be alot after all of that edging. Money blinds you and you grind his cock head against the entrance to your womb.

"We won what are you doing?" He asks.

"I can't leave you all edged and horny, now can I?"

"But-"

"Just relax and let me take that care of you."

He closes his eyes and you try to position the tip of his penis pointing into your womb. You start pushing down against him and in no time you feel him spurting his cum into your womb. He keeps cumming for a solid minute before stopping. Your womb fully filled, you leave his patrol car and go into your home.

Next time.

  • No further chapters
More fun
Want to support CHYOA?
Disable your Ad Blocker! Thanks :)