Grading Session

Cold calculation is often the difference between a submissive who receives proper training, and a submissive who goes on to be an utter failure as a scene partner. Mistress Pandora’s gauging exactly how much pain he’s enduring as the ball stretcher hangs with three weights attached. Normally she can gauge by looking at the eyes in the mask, but this one’s clever and doesn’t show much emotion.

“I think you’re enjoying this too much,” she says.

“No mistress,” he replies.

She leans down and flicks one of the weights with her index finger. His groan isn’t indicating pleasure. It’s a fine line between exquisite agony and a ruptured testicle. Her best guess is to keep him like this for a little while longer and then to move on to the urethral torture. She has a new set of dilating sounds she’s been dying to use.

She walks past him to remove herself as a focal point for his concentration. “You look like you’re enjoying this way too much,” she says. She turns to look at the mirror. She wants to take in her new leather look while he has some time to squirm and fret.

She likes what she sees. The boots, a soft-leather, rise over slim calves to her knees. Her black leather skirt is slit up the center to her waist, and she wears nothing but a wish under it. Her bustier is studded with shining silver studs, and her hard nipples press against the cup but don’t show. Her long blue-black hair falls over her shoulders in waves. A single diamond hangs on a thin gold chain at her neck. Blood-red lipstick matches her fingernail polish. She wiggles her toes, and turns to examine her sub.

This is a lot of work, but it’s important to get it right. She’s in training and she’s being watched. She may have been looking at her reflection in the mirror, but it’s only a mirror from this side.

On the other side of the mirror, are those to whom she is responsible. And if she lets them down, she’ll be out of a gig.

“In fact,” she says, breaking into a tense moment of pause, “I think that you might even be too comfortable there. It’s awfully spacious in your crotch and crack right now.” She walks back in front of him, glancing to see his eyes and get a feel for the tension. He looks frightened, but in a scenario kind of way. She needs to break this up. “Beg me to violate your ass.”

He pauses, “Please mistress…” he begins.

“Were you ignoring me?” She snaps at him. “Or just not paying attention?”

“Please mistress, I’m begging you to violate my ass,” he says, not allowing a nanosecond to pass between syllables.

“That’s better,” she says, standing at a table with various sized butt plugs. She picks up a medium sized one, glancing over to see his reaction. He looks relieved, so she places it back down on the table. “I’ll bet your filthy ass is so huge that nothing I have here will fill it.”

“No mistress…” he begins to protest.

“I don’t recall asking for a sub’s opinion,” she says in a hiss. “Do you recall a question?”

“No mistress,” he says.

She picks up the large butt plug with ribs and begins lubing it up. “I’ll see what I can do.” She walks behind him with it. “Beg me to fill your ass.”

“Please fill my ass mistress,” he says.

She can hear the tension in his voice. He’s worried now. “I think you’re a slut who wants this.” She rubs it back and forth over his anus. “And I’m going to give it to you.” With a slow probe, she begins to work it in, making sure she keeps lubing it as she goes.

“Do you know what I’m going to do to you once I get this into your unworthy ass?”

“No, mistress,” he says.

“Do you know what you’re going to do once I fill your ass with this butt plug?”

“No, mistress.”

“But you will do whatever I tell you to do, won’t you?”

“Yes, mistress.”

“And you’ll like it, won’t you?”

“Yes, mistress,” he says.

She takes a cat o’nine tails from the table and brandishes it. “How dare presume, slave?”

“But, mistress…”

“But!” she said. “You’re asking to be punished. I didn’t give you permission to like anything, did I?”

“No, mistress.”

After a moment, she gets it all the way in and slaps his ass cheek. But the mirror is distracting her now. She’s aware of it and that’s not good in a scenario.

“Does this excite you?” She asks.

“No mistress,” he replies.

She walks around in front of him standing with her feet far beyond shoulder width apart, her dress exposing her pussy with a single thin strip of black hair ascending for a few inches above. She’s tantalizingly close to his cock, and she knows he can feel her there, wants to taste her, and inevitably he’ll look. His eyes are locked with hers.

She looks down to inspect his cock. It was obediently soft a few moments ago, but now it is growing firm, longer and she can see its pulse as he fights the erection. When she looks back up, she catches him sneaking a look at her pussy.

She reaches out and takes hold of his cock, running her hand along its shaft and noticing that it is now throbbing. “What is this?” She asks, not waiting for an answer. “This looks like you’ve been excited.” She rubs along it again. “Are you excited?”

“Yes, Mistress,” he replies.

Rubbing it again she asks, “And why are you excited?”

“I don’t know,” he replies.

She gives his cock a gentle slap with the cat. “You don’t know? I think you’re lying. I think you were staring at my pussy. You were, weren’t you?”

“Yes, mistress,” he replies.

“I,” she yells, bringing the cat down hard across his throbbing erection. He cries out, and she cuts him off. “Didn’t,” she brings the cat down hard across it again, “give you permission to stare at my pussy.” With the final shout she again brings the cat down hard.

“Ah,” he screams.

“Were you saying something, whore?” she asks.

“No,” he heaves, “mistress.”

“Stare at the ceiling,” she says. He obediently looks up. She inspects his cock. It is shrinking. She steps to his side, allowing the tuft of hair above her pussy to brush gently on his leg. She reaches around and gives the butt plug a quick pull and he grunts.

Looking back at his cock, it is now limp again, and she can see his rapid breathing. “That’s the way your worthless cock should stay,” she says.

She glances at the mirror, and flicks at his cock with the cat. He doesn’t flinch, and the lubed butt plug is deep in his ass, the weights hanging on his balls. But there’s a drop of fluid on his cock.

She’s shuffling through the options now. She could continue the flogging, but frankly that’s just boring. The urethral is too much when this slut has what will likely be a bloody ass in five minutes.

“Are you having fun without permission?” She asks. “What is this filth dripping from your useless cock?”rnrnShe grips it tightly and squeezes. “It’s nothing mistress,” he says.

“Now you’re calling me stupid?”

“No mistress,” he says in a higher pitch.

“So how do you explain the filth on my hand now, you worthless whore?” She releases his cock, demands that he open his mouth and rubs the pre-cum on his tongue. “Does that taste like nothing?” With a flick of her wrist the cat o’nine tails snaps across his cock so fast that this time his flinch causes the ball weights to jerk up and then slam back down.

She takes hold of his cock and squeezes, pulling along its shaft. “I think that in your pathetic mind, you’re thinking about coming,” she says. She pulls it again, removes her hand and slaps his cock again with the cat. “And I haven’t given you permission. She takes hold of his cock again and then strokes it hard.

She can see him clinching his stomach muscles to fight the urges. She stands up straight and takes hold of his nipple with her bright red thumbnail and index finger, pinching down hard as he makes a whimpering sound. She keeps the pressure on until he begins to shake.

“Does this feel good, whore?”

“No, mistress,” he replies.

She leans back down, places the cat on the floor and strokes his cock as she tightens the pressure on his nipple. Letting go of his cock, she flicks his balls to make him flinch, all the while keeping pressure on his nipple.

“I think you’re enjoying this.” She releases his nipple. “Keep staring at the roof.” She grabs his cock again and in one stroke, his knees begin to shake violently.

He makes a pathetic screeching sound and then comes all over the floor in front of him, some of it even hitting her shoe. His orgasm is so strong that his knees buckle as he comes again, this time ejaculating in a jet that she has to side-step to avoid.

“Amplify,” he shouts.

She’s fucked up. He had ten minutes of time remaining in the session and he’s blown out using his safe word. He wasn’t supposed to come either. This was a denial fantasy. Now she’s released the ball stretcher and massaging his sphincter to get this monster of a butt plug out. And someone behind the mirror is grading her effort.

After a moment, she smacks him on the ass so hard that it makes a popping sound that echoes, and in the same motion snatches out the butt plug in one movement. He heaves out a breath and his face is puffy and cherry red from the exertion.

“You all right,” she asks.

“Yeah,” he replies. “Look I’m sorry about your shoe.”

“No need to apologize,” she interrupts. “What happened, happened and we can’t fix it now.”

“But, I was thinking…” he begins.

“We’ll see,” she says. And she means it. In fifteen minutes she could be packing her things and gone. She allows him to do the ritual cleaning of the toys, sends him to the front desk to arrange another appointment, and glances again at the mirror.

Will this be her last session in the guild?

– END -

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  1. dungeonmaster

    One of the best femdom stories I’ve read…I’d say she passed

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