The Challenge

"Now, in order to determine your role, among other things, we are going to have a little challenge. When I say go, all of you will begin masturbating. While you are all masturbating, I will be naming off various aspects. If you cum during a specific aspect be sure to announce it somehow, because that one will then be yours. Understood?"

Instantly, fourteen hands went up. I sighed, and half-heartedly waved my finger at one of them.

"Yeah, so...should we keep the rules you stated for us earlier, or keep them up?"

"Good question! Because of how much rethinking I've decided to do, you can just forget about the rules I told you all earlier. If I said anything about uniform requirements or behavior requirements beforehand, you can all just ignore that. This challenge will be the thing that determines your uniform and behavior from now on. Yes?"

"How long will the results of this challenge be in place?"

"Another good question. For the duration of your enrollment in this class. Uh huh, you?"

"Yeah, do you expect us guys to participate in this as well?"

After looking over the crowd, the fact that two of them were guys had completely gone over my head. How did I miss that? Although my initial instinct was to dismiss them and wave them away, I held back for a moment. There may be uses for them elsewhere.

"No, you won't need to participate in this challenge. It's just for the girls. In fact, go ahead and put your clothes back on, I have other plans for you two. If you two want to use Mistress Valentine to satisfy any urged you might have right now, by all means, go ahead."

With shrugs and nonchalance, the two guys stepped out of line, got dressed again, and approached the still quivering Mistress Valentine with exposed and hard cocks. I'm sure they'd find some fun in her while I had mine. Just to make things more interesting, however, I jotted down a quick rule.

New Rule: Males enrolled in Pleasure & Pain 101 do not have refractory periods.

With that, I clasped my hands together and beamed a demented smile at the line of girls before me.

"Right then! Let us begin. Start masturbating as rapidly as you can all manage. This first round will determine your roles."

Instantly, hands flew down to crotches as they began to furiously rub and finger themselves. Brows furrowed, backs slightly hunched, sweat already beginning to bead, the first round could now begin. I calmly and slowly began reciting the list of roles I quickly came up with on the fly.

"Toyhole.....Painslut.....Girlslave.....Modwhore.....Toyhole.....Painslut.....Girlslave.....Modwhore....."

As I continued to slowly name the roles, my eyes slowly scanned the line of girls. Many of their faces were already beginning to twist and furrow in concentrated pleasure, but their eyes made them unique; some stared directly at me, some watched the scene unfolding behind me, some searched helplessly throughout the classroom for some point of interest to hold their gaze on, and one even kept her eyes shut, perhaps envisioning some scene of her own dreams. Regardless, the naming continued.

"Toyhole.....Painslut.....Girlslave.....Modwho--"

At the very end of the line, farthest on the right, someone finally squeaked a moan that simply couldn't be supressed. Her head rolled back, her eyes cleched shut in pleasure, she confessed her orgasm, locking in the first role.

"C-cum...cumming! Ngh!"

For the umpteenth time that day, a wicked smile crept upon my face. I once more resumed the naming, and over the course of several minutes, the girls were finally sorted into their categories.

And this was just the first round.