Mistress and Her Masturbation Slaves

Once there was a Mistress who had two masturbation slaves. This Mistress was a very capable and smart Mistress, in addition to being very beautiful. Her slaves obeyed every word she uttered. Every command from “Clean my boots” to “Paint my house” was always fulfilled in a timely manner, and she found she wanted for nothing.

She wore designer labels for her everyday clothing when not clad in the shiniest of leather. Her boots were shined to a mirror sheen due to the constant attention from her slaves’ tongues. She ate the finest foods and drank the finest wines. And yet, she found herself, on this particular eve, bored.

As her slaves feverishly cleaned about her, she sat in her chair and mused. She thought of things to do, perversions aplenty. But nothing seemed to fit the bill. She could have them clean her boots again, but she could see herself in them.  Furthermore, they were already so shiny they could reflect light with the intensity of a thousand suns. She could inflict a bit of erotic humiliation and send the boys to town to fetch something while wearing pink panties and women’s jeans. Then again, she had no need of anything. Why, even coerced cock sucking didn’t sound like something she wanted to watch. She sighed.

Slightly Bored….

Her two slaves, Peter and William, noticed their Mistress’ lethargy and approached her. “May I speak, Mistress?” Peter sheepishly began.

“Yes, you may,” their Mistress respond, a slightly bored tone to her voice.

“Mistress, you seem a little… down,” Peter said.

“We’re saddened to see you this way, Mistress,” William continued. Their Mistress sighed and smiled a little.

“What wonderful slaves you are for noticing,” said the Mistress, who smiled at the two. The two hooded, naked men smiled back, glad to have been graced with her painted lips turning upward due to their intervention. “I’m just a little bored, that’s all, boys. I simply can’t think of anything to do.”

What Shall This Cock Control Mistress Do With Her Slaves?

Peter looked down at his chastized genitalia. “Well, Mistress, today was supposed to be our monthly milking.” She raised an eyebrow. “Would you like us to race for you?” Their Mistress laughed.

“Nice try, slave! For that I should leave you in male chastity for another month!” Peter bowed his head, ashamed.

But their Mistress kept her smile, a little closer to a devilish grin this time around. “But, you have given me an idea. Instead of having a race,” she put her exquisitely gloved hand under their hooded chins and lifted them up to meet her gaze, “you will have a masturbation marathon! The loser spends the rest of the year in chastity with no milking. The winner….Well, the winner will have a wonderful night at the hands of his Mistress.”

The two stared at her in shock. On account of that, she just smiled wider and got up. The clicking and clacking of her boots on the polished marble floor as she walked off echoed in the hall. The two slaves eventually looked at each other.

It had been a month since either of them had cum, and just as long since their penises were actually touched, since Mistress would stimulate their prostates herself. Or, have one of them do it for her amusement. Masturbation was something that they could only dream of at this point….And the winner gets a night with the Mistress!? Things were too good to be true.

How Long Will The Slaves Last In Their Masturbation Marathon?

And then panic began to set in. Since neither of them had cum in a month, they feared they wouldn’t last long. Mistress was expecting a show, and they did not want to disappoint her. Even if the winner were to spend the night at their Mistress’s hands, as she had promised, it would not be as wonderful a reward if their show was only a few seconds, as opposed to the event she was hoping for, which could be minutes or could be hours!

Then, there was the matter of losing. Not only would the shame of disappointing their mistress weigh upon them, they would be in their male chastity belt for months. Why, it was only September, and the longest either of them had gone without ejaculating was only a month and half.

Worry and doubt began to weigh on them. And, suddenly, these two slaves who had been best friends, and even lovers at their Mistress’s command, suddenly became something else. Rivals.

This story is merely beginning, as this night is far from over. Read Mistress And Her Masturbation Marathon Slaves, Part Two for the next installment of this story.