Prepping Painsluts

To be honest, I was quite surprised with the results.

Although how initially sadistic I was with Stella, it appeared her body craved punishment more than I thought. Despite her current sobbing suggesting otherwise, her pussy wanted her to be a Painslut. As for her compatriots in that role, I couldn't have selected better myself; Drama nerd Sasha Rivers and little Miss Perfect Lucy Clark. Both of them were dealing with their choice less dramatically, with Lucy staring at nothing, perhaps trying to process or guess at what it would entail, while Sasha took deep, long breaths, perhaps to steel her nerves for the next round of masturbation.

The Modwhores were an interesting selection as well; Jill Brown, the short and studious redhead, Jessica Sanders, the raven-haired "goth" girl with surprisingly lacking assets, and Sarah Wilson, a voluptuous girl with short, brown hair who I surprisingly knew very little about. Similarly, I knew next to nothing about Nanette Garcia, the wide-hipped Latina who seemingly missed the initial clothing inspection, but her, Ali Park, Trish Anand, and Mindy Davis all found themselves as Toyholes.

The most fascinating category of all, however, was the Girlslaves. My initial idea for the role was that it would be some sort of partnered-up lesbian relationships for background shows or additional entertainment, but the only girls who landed in Girlslaves were, through sheer coincidence, the two twins, Ashley and Tabitha Latimer. Regardless of what else happened, or who else ended up in the roles, having the twins together as a twisted lesbian couple would be...interesting, to say the least. After a moment of reprieve, I clapped my hands, shaking everyone immediately to attention.

"Alright then, since you all have your roles, it's time to pick the aspects of your roles. If you're a Modwhore, stand against the wall to my left, Toyholes on the wall to my right, Girlslaves on the wall by the door, and Painsluts scooch closer together on this wall."

Immediately, they all grouped off, and Tabitha, who somehow hadn't noticed, had a look of silent relief to share a category with her sister, but clearly worried that it was only with her sister. If only she knew. After a moment of quiet shuffling, the girls made their way to their respective walls, and before me stood the three Painsluts; Stella, Lucy, and Sasha. All of them shall get their fair share of fun today.

"Right then, we're going to start with you three. The first role you all should know about is the Painsluts. Painsluts exist entirely to satisfy my sadistic whims, and as a result, you will know the meaning of depravity, humiliation, and of course, pain, far more intimately than anyone else here. As part of being a Painslut, you will be able to potentially receive some sexual pleasure from experiencing pain, be able to select your new fetishes and punishments, and even join additional roles. Let's begin again, shall we?"

Immediately, all three girls began masturbating again, with pained, sorrowful looks on their faces. Stella resumed watching Mistress Valentine's continued ****, perhaps to help her get through it as quickly as possible. Sasha merely closed her eyes and allowed a perverted smile to momentarily cross her face, possibly imagining some depraved fantasy she's always wanted, while Lucy simply bore me down with her gaze, as if saying "You want me to cum? I'll make it as professional and cold as possible then."

"Right then, this next challenge will determine the level of pleasure you receive from pain. Your options are None.....Quarter.....Half.....Full.....None.....Quarter.....Half.....Full....."

Once again, the droning rotation of terms continued, this time accompanied by even louder muffled moans. While continuing to recite, I turned back to glance at Mistress Valentine, and caught sight of a beautiful act; A cock in her mouth, another in her ass, cum leaking out of her pussy, moans and jittery spasms hinting at just how hard she was being pressed against the wall between herself and her orgasm. It made giddy beyond belief to know that her improvements were already being put to good use. I turned back to Lucy, Sasha, and Stella, and as I continued to rattle off the options, I noticed an interesting thing: Stella's hand sped up and slowed down on certain options.

"Stella...are you cheating?" Immediately, she froze. Even her hand ceased, despite her two Painslut compatriots still going.

"What? Uh...of course not! How could I cheat?"

"I see you speeding up and slowing down for certain options. I told you to keep a consistent, steady pace, which was to make yourself climax as quickly as possible." Her mouth went agape in horror.

"What? No, that's just when my hand gets tired, I -- look, I'm sorry, okay? Let's just forget this and move on, I'll keep proper form from now on, alright?"

"Nope, too late." It was as if I could visibly see her heart sinking in her chest. "Instead, I'll pick your options for you. Oh, and from now on, you'll be like Mistress Valentine in one respect: No cumming without my permission. Ever."

New Rule: Stella Andrews cannot orgasm without explicit permission from the Female Dress Inspector.

"What!? But that's not fair!" She stomped her foot in frustration, ever so slightly jiggling her perfect breasts. "This is complete and utter bullshit! Why do you keep punishing me?"

"Because you keep giving me reasons to. Now zip it, before I punish you even further, you spoiled brat! Get back to masturbating before Lucy or Sasha--"

"Cummiiiiiiiiiing! Cuh, cuh, ngh, cumming! Oh god!" Everyone's heads whipped around to see Sasha, three fingers deep into her pussy, nearly pissing herself with her earned orgasm. Stunned only momentarily, Stella soon began fingering herself once again. "You...you stayed on 'full' for so long..."

With that, I merely shot Stella a threatening glance before I resumed the rotation once more. It didn't take long before Lucy just barely missed Full and landed on None, resulting in tears welling up in her eyes, while Stella simply continued masturbating with no release. Her hand worked as hard as it could to get her off, rubbing senselessly and without method at her clit, which visibly throbbed at this point, and yet I held whatever her choice may be in the palm of my hand. After toying with her for a few more rotations, I finally popped the question.

"So then, Stella, do you want to cum?" Sweat beaded on her forehead, her hair stuck in messy clumps about her, her breasts rose and fell with a rapidness similar to some odd machinery, and yet she still had enough energy to furiously nod while her hand vibrated away against her clitoris. "In that case, go ahead and rank your choices in how much you want them."

"Okay then...um, fuck...I want 'Full' the most, because...uh...being able to get pleasure from pain might make it more bearable...then 'Half' because some pleasure is still pleasure...then...ngh, fuck...'None,' because it'd just be normal, and uh...ohmyfuckinggod...'Quarter,' because I'm afraid that it'd only be enough for, oh god...to start liking the pain."

"Gotcha, so 'Quarter' is your least favorite option?"

"Yes...I don't want to crave pain...I don't want to like it...godfuckingdamnit...ngh..."

"Well, in that case, Quarter. You may cum now."

"NoooOOOOOOOOHMYFUCKINGGOD AH oh god I'm cummmmmminnnnnngggggg..." After simply being pent up and held so close for so long, release must have felt incredible. She collapsed into a kind of wall sit, and then eventually hit the floor, hand still in between her legs, panting like she just finished a marathon, and eyes screwed shut in the bliss of release. And yet, we still weren't done.

"Alright, get back up, we're not done here. We still have so many options to decide."