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Chapter 249 by baskill baskill

What happens next?

Another pitcher challenge?

You look at the empty glass container and barely hold back a smug grin, while slowly stroking your large cock, with you upgrades that thing doesn’t stand a chance, it will be overflowing in seconds.

Jane gives you a sultry look and says: “I want you to fill…”

You cant hold back the smug smirk, while you stroke your cock, now more for preparation for whats about to come. But get s slight surprise as the glass pitches seems to fill up with some delicious drink that Jane chugs down in greedy gulps while she stares at you with that dangerous glint in her eye’s, and throws the empty pitcher far away into the distance when she finishes, and continues with a naughty meaner tone: “… this empty hot tub!”

Your surprise makes way for determination, and you don’t want to just give up right away even though the tasks seems impossible, and you know by now that any sign of hesitation or weakness, while she has that mean glint, is just an invitation for her to drag you down into her private dungeon dimension for a bit of "one sided" fun for her, which you don’t want to do, mainly cause the sun is just too nice today.

“A-And if I fail?” you ask in a fake confident manner, trying to hide your nervousness and mild excitement.

“I will Make you fill it!” Jane says in a matter of factually profession strict dominant tone, making you gulp a bit and then says in a more aloof tone “Also we are going to do some things you don’t want to admit you like.”

“And if I succeed?”

“Hmm, I guess I will let you boss me around a bit, as I will be your maid slash masseuse.” Jane says, and the though of bossing her around makes your mind race with excitement, mainly the thought how much teasing you can do before she’s inevitably breaks character.

“What is the time limit?”

Jane thinks for a bit, like shes unprepared and says: “Uh, I guess until either you give up or I get bored looking at you struggling.”

You stroke your dick for a bit as you think and then say: “Until you get bored, so I’m going to lose instantly, you get bored pretty easily don’t you honey!?”

Jane gets a pervy smile and says: “Not when it comes to watching adorable idiots touch themselves, as they show me their dumb o-face, also I might not get bored if you are more vocal, I love it when you are loud, really let me hear how good it feels.”

“Alright woman I agree to your wager.” you try to say in a confident masculine voice, and you actually manage to not break even though you are still stroking yourself.

Jane gets a pervy excited grin and says: “Good, ready. Set. Cum!”

You start stroking yourself as you look at Jane, who herself, snakes down one hand and starts slowly massaging her drooling pussy.

Do you somehow win?

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